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Carbon

January 31, 2023

This article is about the chemical element. For other uses, see Carbon (disambiguation).
"Element 6" redirects here. For the company, see Element Six.

Carbon (from Latin carbo 'coal') is a chemical element with the symbol C and atomic number 6. It is nonmetallic and tetravalent—its atom making four electrons available to form covalent chemical bonds. It belongs to group 14 of the periodic table.[14] Carbon makes up about 0.025 percent of Earth's crust.[15] Three isotopes occur naturally, 12C and 13C being stable, while 14C is a radionuclide, decaying with a half-life of about 5,730 years.[16] Carbon is one of the few elements known since antiquity.[17]

Carbon, 6C
Graphite (left) and diamond (right), two allotropes of carbon
Carbon
Allotropesgraphite, diamond and more (see Allotropes of carbon)
Appearance
  • graphite: black, metallic-looking
  • diamond: clear
Standard atomic weight Ar°(C)
  • [12.0096, 12.0116]
  • 12.011±0.002 (abridged)[1]
Carbon in the periodic table
Hydrogen Helium
Lithium Beryllium Boron Carbon Nitrogen Oxygen Fluorine Neon
Sodium Magnesium Aluminium Silicon Phosphorus Sulfur Chlorine Argon
Potassium Calcium Scandium Titanium Vanadium Chromium Manganese Iron Cobalt Nickel Copper Zinc Gallium Germanium Arsenic Selenium Bromine Krypton
Rubidium Strontium Yttrium Zirconium Niobium Molybdenum Technetium Ruthenium Rhodium Palladium Silver Cadmium Indium Tin Antimony Tellurium Iodine Xenon
Caesium Barium Lanthanum Cerium Praseodymium Neodymium Promethium Samarium Europium Gadolinium Terbium Dysprosium Holmium Erbium Thulium Ytterbium Lutetium Hafnium Tantalum Tungsten Rhenium Osmium Iridium Platinum Gold Mercury (element) Thallium Lead Bismuth Polonium Astatine Radon
Francium Radium Actinium Thorium Protactinium Uranium Neptunium Plutonium Americium Curium Berkelium Californium Einsteinium Fermium Mendelevium Nobelium Lawrencium Rutherfordium Dubnium Seaborgium Bohrium Hassium Meitnerium Darmstadtium Roentgenium Copernicium Nihonium Flerovium Moscovium Livermorium Tennessine Oganesson
–
↑
C
↓
Si
boron ← carbon → nitrogen
Atomic number (Z)6
Groupgroup 14 (carbon group)
Periodperiod 2
Block  p-block
Electron configuration[He] 2s2 2p2
Electrons per shell2, 4
Physical properties
Phase at STPsolid
Sublimation point3915 K ​(3642 °C, ​6588 °F)
Density (near r.t.)amorphous: 1.8–2.1 g/cm3[2]
graphite: 2.267 g/cm3
diamond: 3.515 g/cm3
Triple point4600 K, ​10,800 kPa[3][4]
Heat of fusiongraphite: 117 kJ/mol
Molar heat capacitygraphite: 8.517 J/(mol·K)
diamond: 6.155 J/(mol·K)
Atomic properties
Oxidation states−4, −3, −2, −1, 0, +1,[5] +2, +3,[6] +4[7] (a mildly acidic oxide)
ElectronegativityPauling scale: 2.55
Ionization energies
  • 1st: 1086.5 kJ/mol
  • 2nd: 2352.6 kJ/mol
  • 3rd: 4620.5 kJ/mol
  • (more)
Covalent radiussp3: 77 pm
sp2: 73 pm
sp: 69 pm
Van der Waals radius170 pm
Spectral lines of carbon
Other properties
Natural occurrenceprimordial
Crystal structuregraphite: ​simple hexagonal

(black)
Crystal structurediamond: ​face-centered diamond-cubic

(clear)
Speed of sound thin roddiamond: 18,350 m/s (at 20 °C)
Thermal expansiondiamond: 0.8 µm/(m⋅K) (at 25 °C)[8]
Thermal conductivitygraphite: 119–165 W/(m⋅K)
diamond: 900–2300 W/(m⋅K)
Electrical resistivitygraphite: 7.837 µΩ⋅m[9]
Magnetic orderingdiamagnetic[10]
Molar magnetic susceptibilitydiamond: −5.9×10−6 cm3/mol[11]
Young's modulusdiamond: 1050 GPa[8]
Shear modulusdiamond: 478 GPa[8]
Bulk modulusdiamond: 442 GPa[8]
Poisson ratiodiamond: 0.1[8]
Mohs hardnessgraphite: 1–2
diamond: 10
CAS Number
  • atomic carbon: 7440-44-0
  • graphite: 7782-42-5
  • diamond: 7782-40-3
History
DiscoveryEgyptians and Sumerians[12] (3750 BCE)
Recognized as an element byAntoine Lavoisier[13] (1789)
Main isotopes of carbon
Iso­tope Decay
abun­dance half-life (t1/2) mode pro­duct
11C syn 20.34 min β+ 11B
12C 98.94% stable
13C 1.06% stable
14C 1 ppt (1⁄1012) 5.70×103 y β− 14N
 Category: Carbon
| references

Carbon is the 15th most abundant element in the Earth's crust, and the fourth most abundant element in the universe by mass after hydrogen, helium, and oxygen. Carbon's abundance, its unique diversity of organic compounds, and its unusual ability to form polymers at the temperatures commonly encountered on Earth, enables this element to serve as a common element of all known life. It is the second most abundant element in the human body by mass (about 18.5%) after oxygen.[18]

The atoms of carbon can bond together in diverse ways, resulting in various allotropes of carbon. Well-known allotropes include graphite, diamond, amorphous carbon and fullerenes. The physical properties of carbon vary widely with the allotropic form. For example, graphite is opaque and black while diamond is highly transparent. Graphite is soft enough to form a streak on paper (hence its name, from the Greek verb "γράφειν" which means "to write"), while diamond is the hardest naturally occurring material known. Graphite is a good electrical conductor while diamond has a low electrical conductivity. Under normal conditions, diamond, carbon nanotubes, and graphene have the highest thermal conductivities of all known materials. All carbon allotropes are solids under normal conditions, with graphite being the most thermodynamically stable form at standard temperature and pressure. They are chemically resistant and require high temperature to react even with oxygen.

The most common oxidation state of carbon in inorganic compounds is +4, while +2 is found in carbon monoxide and transition metal carbonyl complexes. The largest sources of inorganic carbon are limestones, dolomites and carbon dioxide, but significant quantities occur in organic deposits of coal, peat, oil, and methane clathrates. Carbon forms a vast number of compounds, with almost ten million compounds described to date,[19] and yet that number is but a fraction of the number of theoretically possible compounds under standard conditions.

Characteristics

 
Theoretically predicted phase diagram of carbon, from 1989. Newer work indicates that the melting point of diamond (top-right curve) does not go above about 9000 K.[20]

The allotropes of carbon include graphite, one of the softest known substances, and diamond, the hardest naturally occurring substance. It bonds readily with other small atoms, including other carbon atoms, and is capable of forming multiple stable covalent bonds with suitable multivalent atoms. Carbon is known to form almost ten million compounds, a large majority of all chemical compounds.[19] Carbon also has the highest sublimation point of all elements. At atmospheric pressure it has no melting point, as its triple point is at 10.8 ± 0.2 megapascals (106.6 ± 2.0 atm; 1,566 ± 29 psi) and 4,600 ± 300 K (4,330 ± 300 °C; 7,820 ± 540 °F),[3][4] so it sublimes at about 3,900 K (3,630 °C; 6,560 °F).[21][22] Graphite is much more reactive than diamond at standard conditions, despite being more thermodynamically stable, as its delocalised pi system is much more vulnerable to attack. For example, graphite can be oxidised by hot concentrated nitric acid at standard conditions to mellitic acid, C6(CO2H)6, which preserves the hexagonal units of graphite while breaking up the larger structure.[23]

Carbon sublimes in a carbon arc, which has a temperature of about 5800 K (5,530 °C or 9,980 °F). Thus, irrespective of its allotropic form, carbon remains solid at higher temperatures than the highest-melting-point metals such as tungsten or rhenium. Although thermodynamically prone to oxidation, carbon resists oxidation more effectively than elements such as iron and copper, which are weaker reducing agents at room temperature.

Carbon is the sixth element, with a ground-state electron configuration of 1s22s22p2, of which the four outer electrons are valence electrons. Its first four ionisation energies, 1086.5, 2352.6, 4620.5 and 6222.7 kJ/mol, are much higher than those of the heavier group-14 elements. The electronegativity of carbon is 2.5, significantly higher than the heavier group-14 elements (1.8–1.9), but close to most of the nearby nonmetals, as well as some of the second- and third-row transition metals. Carbon's covalent radii are normally taken as 77.2 pm (C−C), 66.7 pm (C=C) and 60.3 pm (C≡C), although these may vary depending on coordination number and what the carbon is bonded to. In general, covalent radius decreases with lower coordination number and higher bond order.[24]

Carbon-based compounds form the basis of all known life on Earth, and the carbon–nitrogen cycle provides some of the energy produced by the Sun and other stars. Although it forms an extraordinary variety of compounds, most forms of carbon are comparatively unreactive under normal conditions. At standard temperature and pressure, it resists all but the strongest oxidizers. It does not react with sulfuric acid, hydrochloric acid, chlorine or any alkalis. At elevated temperatures, carbon reacts with oxygen to form carbon oxides and will rob oxygen from metal oxides to leave the elemental metal. This exothermic reaction is used in the iron and steel industry to smelt iron and to control the carbon content of steel:

Fe
3O
4 + 4 C(s) + 2 O
2 → 3 Fe(s) + 4 CO
2(g).

Carbon reacts with sulfur to form carbon disulfide, and it reacts with steam in the coal-gas reaction used in coal gasification:

C(s) + H2O(g) → CO(g) + H2(g).

Carbon combines with some metals at high temperatures to form metallic carbides, such as the iron carbide cementite in steel and tungsten carbide, widely used as an abrasive and for making hard tips for cutting tools.

The system of carbon allotropes spans a range of extremes:

Graphite is one of the softest materials known. Synthetic nanocrystalline diamond is the hardest material known.[25]
Graphite is a very good lubricant, displaying superlubricity.[26] Diamond is the ultimate abrasive.
Graphite is a conductor of electricity.[27] Diamond is an excellent electrical insulator,[28] and has the highest breakdown electric field of any known material.
Some forms of graphite are used for thermal insulation (i.e. firebreaks and heat shields), but some other forms are good thermal conductors. Diamond is the best known naturally occurring thermal conductor
Graphite is opaque. Diamond is highly transparent.
Graphite crystallizes in the hexagonal system.[29] Diamond crystallizes in the cubic system.
Amorphous carbon is completely isotropic. Carbon nanotubes are among the most anisotropic materials known.

Allotropes

Main article: Allotropes of carbon

Atomic carbon is a very short-lived species and, therefore, carbon is stabilized in various multi-atomic structures with diverse molecular configurations called allotropes. The three relatively well-known allotropes of carbon are amorphous carbon, graphite, and diamond. Once considered exotic, fullerenes are nowadays commonly synthesized and used in research; they include buckyballs,[30][31] carbon nanotubes,[32] carbon nanobuds[33] and nanofibers.[34][35] Several other exotic allotropes have also been discovered, such as lonsdaleite,[36] glassy carbon,[37] carbon nanofoam[38] and linear acetylenic carbon (carbyne).[39]

Graphene is a two-dimensional sheet of carbon with the atoms arranged in a hexagonal lattice. As of 2009, graphene appears to be the strongest material ever tested.[40] The process of separating it from graphite will require some further technological development before it is economical for industrial processes.[41] If successful, graphene could be used in the construction of a space elevator. It could also be used to safely store hydrogen for use in a hydrogen based engine in cars.[42]

 
A large sample of glassy carbon

The amorphous form is an assortment of carbon atoms in a non-crystalline, irregular, glassy state, not held in a crystalline macrostructure. It is present as a powder, and is the main constituent of substances such as charcoal, lampblack (soot) and activated carbon. At normal pressures, carbon takes the form of graphite, in which each atom is bonded trigonally to three others in a plane composed of fused hexagonal rings, just like those in aromatic hydrocarbons.[43] The resulting network is 2-dimensional, and the resulting flat sheets are stacked and loosely bonded through weak van der Waals forces. This gives graphite its softness and its cleaving properties (the sheets slip easily past one another). Because of the delocalization of one of the outer electrons of each atom to form a π-cloud, graphite conducts electricity, but only in the plane of each covalently bonded sheet. This results in a lower bulk electrical conductivity for carbon than for most metals. The delocalization also accounts for the energetic stability of graphite over diamond at room temperature.

 
Some allotropes of carbon: a) diamond; b) graphite; c) lonsdaleite; d–f) fullerenes (C60, C540, C70); g) amorphous carbon; h) carbon nanotube

At very high pressures, carbon forms the more compact allotrope, diamond, having nearly twice the density of graphite. Here, each atom is bonded tetrahedrally to four others, forming a 3-dimensional network of puckered six-membered rings of atoms. Diamond has the same cubic structure as silicon and germanium, and because of the strength of the carbon-carbon bonds, it is the hardest naturally occurring substance measured by resistance to scratching. Contrary to the popular belief that "diamonds are forever", they are thermodynamically unstable (ΔfG°(diamond, 298 K) = 2.9 kJ/mol[44]) under normal conditions (298 K, 105 Pa) and should theoretically transform into graphite.[45] But due to a high activation energy barrier, the transition into graphite is so slow at normal temperature that it is unnoticeable. However, at very high temperatures diamond will turn into graphite, and diamonds can burn up in a house fire. The bottom left corner of the phase diagram for carbon has not been scrutinized experimentally. Although a computational study employing density functional theory methods reached the conclusion that as T → 0 K and p → 0 Pa, diamond becomes more stable than graphite by approximately 1.1 kJ/mol,[46] more recent and definitive experimental and computational studies show that graphite is more stable than diamond for T < 400 K, without applied pressure, by 2.7 kJ/mol at T = 0 K and 3.2 kJ/mol at T = 298.15 K.[47] Under some conditions, carbon crystallizes as lonsdaleite, a hexagonal crystal lattice with all atoms covalently bonded and properties similar to those of diamond.[36]

Fullerenes are a synthetic crystalline formation with a graphite-like structure, but in place of flat hexagonal cells only, some of the cells of which fullerenes are formed may be pentagons, nonplanar hexagons, or even heptagons of carbon atoms. The sheets are thus warped into spheres, ellipses, or cylinders. The properties of fullerenes (split into buckyballs, buckytubes, and nanobuds) have not yet been fully analyzed and represent an intense area of research in nanomaterials. The names fullerene and buckyball are given after Richard Buckminster Fuller, popularizer of geodesic domes, which resemble the structure of fullerenes. The buckyballs are fairly large molecules formed completely of carbon bonded trigonally, forming spheroids (the best-known and simplest is the soccerball-shaped C60 buckminsterfullerene).[30] Carbon nanotubes (buckytubes) are structurally similar to buckyballs, except that each atom is bonded trigonally in a curved sheet that forms a hollow cylinder.[31][32] Nanobuds were first reported in 2007 and are hybrid buckytube/buckyball materials (buckyballs are covalently bonded to the outer wall of a nanotube) that combine the properties of both in a single structure.[33]

 
Comet C/2014 Q2 (Lovejoy) surrounded by glowing carbon vapor

Of the other discovered allotropes, carbon nanofoam is a ferromagnetic allotrope discovered in 1997. It consists of a low-density cluster-assembly of carbon atoms strung together in a loose three-dimensional web, in which the atoms are bonded trigonally in six- and seven-membered rings. It is among the lightest known solids, with a density of about 2 kg/m3.[48] Similarly, glassy carbon contains a high proportion of closed porosity,[37] but contrary to normal graphite, the graphitic layers are not stacked like pages in a book, but have a more random arrangement. Linear acetylenic carbon[39] has the chemical structure[39] −(C:::C)n−. Carbon in this modification is linear with sp orbital hybridization, and is a polymer with alternating single and triple bonds. This carbyne is of considerable interest to nanotechnology as its Young's modulus is 40 times that of the hardest known material – diamond.[49]

In 2015, a team at the North Carolina State University announced the development of another allotrope they have dubbed Q-carbon, created by a high energy low duration laser pulse on amorphous carbon dust. Q-carbon is reported to exhibit ferromagnetism, fluorescence, and a hardness superior to diamonds.[50]

In the vapor phase, some of the carbon is in the form of dicarbon (C
2). When excited, this gas glows green.

Occurrence

 
Graphite ore, shown with a penny for scale
 
Raw diamond crystal
 
"Present day" (1990s) sea surface dissolved inorganic carbon concentration (from the GLODAP climatology)

Carbon is the fourth most abundant chemical element in the observable universe by mass after hydrogen, helium, and oxygen. Carbon is abundant in the Sun, stars, comets, and in the atmospheres of most planets.[51] Some meteorites contain microscopic diamonds that were formed when the Solar System was still a protoplanetary disk.[52] Microscopic diamonds may also be formed by the intense pressure and high temperature at the sites of meteorite impacts.[53]

In 2014 NASA announced a greatly upgraded database for tracking polycyclic aromatic hydrocarbons (PAHs) in the universe. More than 20% of the carbon in the universe may be associated with PAHs, complex compounds of carbon and hydrogen without oxygen.[54] These compounds figure in the PAH world hypothesis where they are hypothesized to have a role in abiogenesis and formation of life. PAHs seem to have been formed "a couple of billion years" after the Big Bang, are widespread throughout the universe, and are associated with new stars and exoplanets.[51]

It has been estimated that the solid earth as a whole contains 730 ppm of carbon, with 2000 ppm in the core and 120 ppm in the combined mantle and crust.[55] Since the mass of the earth is 5.972×1024 kg, this would imply 4360 million gigatonnes of carbon. This is much more than the amount of carbon in the oceans or atmosphere (below).

In combination with oxygen in carbon dioxide, carbon is found in the Earth's atmosphere (approximately 900 gigatonnes of carbon — each ppm corresponds to 2.13 Gt) and dissolved in all water bodies (approximately 36,000 gigatonnes of carbon). Carbon in the biosphere has been estimated at 550 gigatonnes but with a large uncertainty, due mostly to a huge uncertainty in the amount of terrestrial deep subsurface bacteria.[56] Hydrocarbons (such as coal, petroleum, and natural gas) contain carbon as well. Coal "reserves" (not "resources") amount to around 900 gigatonnes with perhaps 18,000 Gt of resources.[57] Oil reserves are around 150 gigatonnes. Proven sources of natural gas are about 175×1012 cubic metres (containing about 105 gigatonnes of carbon), but studies estimate another 900×1012 cubic metres of "unconventional" deposits such as shale gas, representing about 540 gigatonnes of carbon.[58]

Carbon is also found in methane hydrates in polar regions and under the seas. Various estimates put this carbon between 500, 2500 Gt,[59] or 3,000 Gt.[60]

In the past, quantities of hydrocarbons were greater. According to one source, in the period from 1751 to 2008 about 347 gigatonnes of carbon were released as carbon dioxide to the atmosphere from burning of fossil fuels.[61] Another source puts the amount added to the atmosphere for the period since 1750 at 879 Gt, and the total going to the atmosphere, sea, and land (such as peat bogs) at almost 2,000 Gt.[62]

Carbon is a constituent (about 12% by mass) of the very large masses of carbonate rock (limestone, dolomite, marble and so on). Coal is very rich in carbon (anthracite contains 92–98%)[63] and is the largest commercial source of mineral carbon, accounting for 4,000 gigatonnes or 80% of fossil fuel.[64]

As for individual carbon allotropes, graphite is found in large quantities in the United States (mostly in New York and Texas), Russia, Mexico, Greenland, and India. Natural diamonds occur in the rock kimberlite, found in ancient volcanic "necks", or "pipes". Most diamond deposits are in Africa, notably in South Africa, Namibia, Botswana, the Republic of the Congo, and Sierra Leone. Diamond deposits have also been found in Arkansas, Canada, the Russian Arctic, Brazil, and in Northern and Western Australia. Diamonds are now also being recovered from the ocean floor off the Cape of Good Hope. Diamonds are found naturally, but about 30% of all industrial diamonds used in the U.S. are now manufactured.

Carbon-14 is formed in upper layers of the troposphere and the stratosphere at altitudes of 9–15 km by a reaction that is precipitated by cosmic rays.[65] Thermal neutrons are produced that collide with the nuclei of nitrogen-14, forming carbon-14 and a proton. As such, 1.5%×10−10 of atmospheric carbon dioxide contains carbon-14.[66]

Carbon-rich asteroids are relatively preponderant in the outer parts of the asteroid belt in the Solar System. These asteroids have not yet been directly sampled by scientists. The asteroids can be used in hypothetical space-based carbon mining, which may be possible in the future, but is currently technologically impossible.[67]

Isotopes

Main article: Isotopes of carbon

Isotopes of carbon are atomic nuclei that contain six protons plus a number of neutrons (varying from 2 to 16). Carbon has two stable, naturally occurring isotopes.[16] The isotope carbon-12 (12C) forms 98.93% of the carbon on Earth, while carbon-13 (13C) forms the remaining 1.07%.[16] The concentration of 12C is further increased in biological materials because biochemical reactions discriminate against 13C.[68] In 1961, the International Union of Pure and Applied Chemistry (IUPAC) adopted the isotope carbon-12 as the basis for atomic weights.[69] Identification of carbon in nuclear magnetic resonance (NMR) experiments is done with the isotope 13C.

Carbon-14 (14C) is a naturally occurring radioisotope, created in the upper atmosphere (lower stratosphere and upper troposphere) by interaction of nitrogen with cosmic rays.[70] It is found in trace amounts on Earth of 1 part per trillion (0.0000000001%) or more, mostly confined to the atmosphere and superficial deposits, particularly of peat and other organic materials.[71] This isotope decays by 0.158 MeV β− emission. Because of its relatively short half-life of 5730 years, 14C is virtually absent in ancient rocks. The amount of 14C in the atmosphere and in living organisms is almost constant, but decreases predictably in their bodies after death. This principle is used in radiocarbon dating, invented in 1949, which has been used extensively to determine the age of carbonaceous materials with ages up to about 40,000 years.[72][73]

There are 15 known isotopes of carbon and the shortest-lived of these is 8C which decays through proton emission and alpha decay and has a half-life of 1.98739 × 10−21 s.[74] The exotic 19C exhibits a nuclear halo, which means its radius is appreciably larger than would be expected if the nucleus were a sphere of constant density.[75]

Formation in stars

Main articles: Triple-alpha process and CNO cycle

Formation of the carbon atomic nucleus occurs within a giant or supergiant star through the triple-alpha process. This requires a nearly simultaneous collision of three alpha particles (helium nuclei), as the products of further nuclear fusion reactions of helium with hydrogen or another helium nucleus produce lithium-5 and beryllium-8 respectively, both of which are highly unstable and decay almost instantly back into smaller nuclei.[76] The triple-alpha process happens in conditions of temperatures over 100 megakelvins and helium concentration that the rapid expansion and cooling of the early universe prohibited, and therefore no significant carbon was created during the Big Bang.

According to current physical cosmology theory, carbon is formed in the interiors of stars on the horizontal branch.[77] When massive stars die as supernova, the carbon is scattered into space as dust. This dust becomes component material for the formation of the next-generation star systems with accreted planets.[51][78] The Solar System is one such star system with an abundance of carbon, enabling the existence of life as we know it.

The CNO cycle is an additional hydrogen fusion mechanism that powers stars, wherein carbon operates as a catalyst.

Rotational transitions of various isotopic forms of carbon monoxide (for example, 12CO, 13CO, and 18CO) are detectable in the submillimeter wavelength range, and are used in the study of newly forming stars in molecular clouds.[79]

Carbon cycle

Main article: Carbon cycle
 
Diagram of the carbon cycle. The black numbers indicate how much carbon is stored in various reservoirs, in billions tonnes ("GtC" stands for gigatonnes of carbon; figures are circa 2004). The purple numbers indicate how much carbon moves between reservoirs each year. The sediments, as defined in this diagram, do not include the ≈70 million GtC of carbonate rock and kerogen.

Under terrestrial conditions, conversion of one element to another is very rare. Therefore, the amount of carbon on Earth is effectively constant. Thus, processes that use carbon must obtain it from somewhere and dispose of it somewhere else. The paths of carbon in the environment form the carbon cycle.[80] For example, photosynthetic plants draw carbon dioxide from the atmosphere (or seawater) and build it into biomass, as in the Calvin cycle, a process of carbon fixation.[81] Some of this biomass is eaten by animals, while some carbon is exhaled by animals as carbon dioxide. The carbon cycle is considerably more complicated than this short loop; for example, some carbon dioxide is dissolved in the oceans; if bacteria do not consume it, dead plant or animal matter may become petroleum or coal, which releases carbon when burned.[82][83]

Compounds

Main article: Compounds of carbon

Organic compounds

 
Structural formula of methane, the simplest possible organic compound.
 
Correlation between the carbon cycle and formation of organic compounds. In plants, carbon dioxide formed by carbon fixation can join with water in photosynthesis (green) to form organic compounds, which can be used and further converted by both plants and animals.

Carbon can form very long chains of interconnecting carbon–carbon bonds, a property that is called catenation. Carbon-carbon bonds are strong and stable. Through catenation, carbon forms a countless number of compounds. A tally of unique compounds shows that more contain carbon than do not.[84] A similar claim can be made for hydrogen because most organic compounds contain hydrogen chemically bonded to carbon or another common element like oxygen or nitrogen.

The simplest form of an organic molecule is the hydrocarbon—a large family of organic molecules that are composed of hydrogen atoms bonded to a chain of carbon atoms. A hydrocarbon backbone can be substituted by other atoms, known as heteroatoms. Common heteroatoms that appear in organic compounds include oxygen, nitrogen, sulfur, phosphorus, and the nonradioactive halogens, as well as the metals lithium and magnesium. Organic compounds containing bonds to metal are known as organometallic compounds (see below). Certain groupings of atoms, often including heteroatoms, recur in large numbers of organic compounds. These collections, known as functional groups, confer common reactivity patterns and allow for the systematic study and categorization of organic compounds. Chain length, shape and functional groups all affect the properties of organic molecules.[85]

In most stable compounds of carbon (and nearly all stable organic compounds), carbon obeys the octet rule and is tetravalent, meaning that a carbon atom forms a total of four covalent bonds (which may include double and triple bonds). Exceptions include a small number of stabilized carbocations (three bonds, positive charge), radicals (three bonds, neutral), carbanions (three bonds, negative charge) and carbenes (two bonds, neutral), although these species are much more likely to be encountered as unstable, reactive intermediates.

Carbon occurs in all known organic life and is the basis of organic chemistry. When united with hydrogen, it forms various hydrocarbons that are important to industry as refrigerants, lubricants, solvents, as chemical feedstock for the manufacture of plastics and petrochemicals, and as fossil fuels.

When combined with oxygen and hydrogen, carbon can form many groups of important biological compounds including sugars, lignans, chitins, alcohols, fats, and aromatic esters, carotenoids and terpenes. With nitrogen it forms alkaloids, and with the addition of sulfur also it forms antibiotics, amino acids, and rubber products. With the addition of phosphorus to these other elements, it forms DNA and RNA, the chemical-code carriers of life, and adenosine triphosphate (ATP), the most important energy-transfer molecule in all living cells.[86]

Inorganic compounds

Commonly carbon-containing compounds which are associated with minerals or which do not contain bonds to the other carbon atoms, halogens, or hydrogen, are treated separately from classical organic compounds; the definition is not rigid, and the classification of some compounds can vary from author to author (see reference articles above). Among these are the simple oxides of carbon. The most prominent oxide is carbon dioxide (CO2). This was once the principal constituent of the paleoatmosphere, but is a minor component of the Earth's atmosphere today.[87] Dissolved in water, it forms carbonic acid (H
2CO
3), but as most compounds with multiple single-bonded oxygens on a single carbon it is unstable.[88] Through this intermediate, though, resonance-stabilized carbonate ions are produced. Some important minerals are carbonates, notably calcite. Carbon disulfide (CS
2) is similar.[23] Nevertheless, due to its physical properties and its association with organic synthesis, carbon disulfide is sometimes classified as an organic solvent.

The other common oxide is carbon monoxide (CO). It is formed by incomplete combustion, and is a colorless, odorless gas. The molecules each contain a triple bond and are fairly polar, resulting in a tendency to bind permanently to hemoglobin molecules, displacing oxygen, which has a lower binding affinity.[89][90] Cyanide (CN−), has a similar structure, but behaves much like a halide ion (pseudohalogen). For example, it can form the nitride cyanogen molecule ((CN)2), similar to diatomic halides. Likewise, the heavier analog of cyanide, cyaphide (CP−), is also considered inorganic, though most simple derivatives are highly unstable. Other uncommon oxides are carbon suboxide (C
3O
2),[91] the unstable dicarbon monoxide (C2O),[92][93] carbon trioxide (CO3),[94][95] cyclopentanepentone (C5O5),[96] cyclohexanehexone (C6O6),[96] and mellitic anhydride (C12O9). However, mellitic anhydride is the triple acyl anhydride of mellitic acid; moreover, it contains a benzene ring. Thus, many chemists consider it to be organic.

With reactive metals, such as tungsten, carbon forms either carbides (C4−) or acetylides (C2−
2) to form alloys with high melting points. These anions are also associated with methane and acetylene, both very weak acids. With an electronegativity of 2.5,[97] carbon prefers to form covalent bonds. A few carbides are covalent lattices, like carborundum (SiC), which resembles diamond. Nevertheless, even the most polar and salt-like of carbides are not completely ionic compounds.[98]

Organometallic compounds

Main article: Organometallic chemistry

Organometallic compounds by definition contain at least one carbon-metal covalent bond. A wide range of such compounds exist; major classes include simple alkyl-metal compounds (for example, tetraethyllead), η2-alkene compounds (for example, Zeise's salt), and η3-allyl compounds (for example, allylpalladium chloride dimer); metallocenes containing cyclopentadienyl ligands (for example, ferrocene); and transition metal carbene complexes. Many metal carbonyls and metal cyanides exist (for example, tetracarbonylnickel and potassium ferricyanide); some workers consider metal carbonyl and cyanide complexes without other carbon ligands to be purely inorganic, and not organometallic. However, most organometallic chemists consider metal complexes with any carbon ligand, even 'inorganic carbon' (e.g., carbonyls, cyanides, and certain types of carbides and acetylides) to be organometallic in nature. Metal complexes containing organic ligands without a carbon-metal covalent bond (e.g., metal carboxylates) are termed metalorganic compounds.

While carbon is understood to strongly prefer formation of four covalent bonds, other exotic bonding schemes are also known. Carboranes are highly stable dodecahedral derivatives of the [B12H12]2- unit, with one BH replaced with a CH+. Thus, the carbon is bonded to five boron atoms and one hydrogen atom. The cation [(Ph3PAu)6C]2+ contains an octahedral carbon bound to six phosphine-gold fragments. This phenomenon has been attributed to the aurophilicity of the gold ligands, which provide additional stabilization of an otherwise labile species.[99] In nature, the iron-molybdenum cofactor (FeMoco) responsible for microbial nitrogen fixation likewise has an octahedral carbon center (formally a carbide, C(-IV)) bonded to six iron atoms. In 2016, it was confirmed that, in line with earlier theoretical predictions, the hexamethylbenzene dication contains a carbon atom with six bonds. More specifically, the dication could be described structurally by the formulation [MeC(η5-C5Me5)]2+, making it an "organic metallocene" in which a MeC3+ fragment is bonded to a η5-C5Me5− fragment through all five of the carbons of the ring.[100]

 
This anthracene derivative contains a carbon atom with 5 formal electron pairs around it.

It is important to note that in the cases above, each of the bonds to carbon contain less than two formal electron pairs. Thus, the formal electron count of these species does not exceed an octet. This makes them hypercoordinate but not hypervalent. Even in cases of alleged 10-C-5 species (that is, a carbon with five ligands and a formal electron count of ten), as reported by Akiba and co-workers,[101] electronic structure calculations conclude that the electron population around carbon is still less than eight, as is true for other compounds featuring four-electron three-center bonding.

History and etymology

 
Antoine Lavoisier in his youth

The English name carbon comes from the Latin carbo for coal and charcoal,[102] whence also comes the French charbon, meaning charcoal. In German, Dutch and Danish, the names for carbon are Kohlenstoff, koolstof and kulstof respectively, all literally meaning coal-substance.

Carbon was discovered in prehistory and was known in the forms of soot and charcoal to the earliest human civilizations. Diamonds were known probably as early as 2500 BCE in China, while carbon in the form of charcoal was made around Roman times by the same chemistry as it is today, by heating wood in a pyramid covered with clay to exclude air.[103][104]

In 1722, René Antoine Ferchault de Réaumur demonstrated that iron was transformed into steel through the absorption of some substance, now known to be carbon.[105] In 1772, Antoine Lavoisier showed that diamonds are a form of carbon; when he burned samples of charcoal and diamond and found that neither produced any water and that both released the same amount of carbon dioxide per gram. In 1779,[106] Carl Wilhelm Scheele showed that graphite, which had been thought of as a form of lead, was instead identical with charcoal but with a small admixture of iron, and that it gave "aerial acid" (his name for carbon dioxide) when oxidized with nitric acid.[107] In 1786, the French scientists Claude Louis Berthollet, Gaspard Monge and C. A. Vandermonde confirmed that graphite was mostly carbon by oxidizing it in oxygen in much the same way Lavoisier had done with diamond.[108] Some iron again was left, which the French scientists thought was necessary to the graphite structure. In their publication they proposed the name carbone (Latin carbonum) for the element in graphite which was given off as a gas upon burning graphite. Antoine Lavoisier then listed carbon as an element in his 1789 textbook.[107]

A new allotrope of carbon, fullerene, that was discovered in 1985[109] includes nanostructured forms such as buckyballs and nanotubes.[30] Their discoverers – Robert Curl, Harold Kroto and Richard Smalley – received the Nobel Prize in Chemistry in 1996.[110] The resulting renewed interest in new forms led to the discovery of further exotic allotropes, including glassy carbon, and the realization that "amorphous carbon" is not strictly amorphous.[37]

Production

Graphite

Main article: Graphite

Commercially viable natural deposits of graphite occur in many parts of the world, but the most important sources economically are in China, India, Brazil and North Korea.[citation needed] Graphite deposits are of metamorphic origin, found in association with quartz, mica and feldspars in schists, gneisses and metamorphosed sandstones and limestone as lenses or veins, sometimes of a metre or more in thickness. Deposits of graphite in Borrowdale, Cumberland, England were at first of sufficient size and purity that, until the 19th century, pencils were made by sawing blocks of natural graphite into strips before encasing the strips in wood. Today, smaller deposits of graphite are obtained by crushing the parent rock and floating the lighter graphite out on water.[111]

There are three types of natural graphite—amorphous, flake or crystalline flake, and vein or lump. Amorphous graphite is the lowest quality and most abundant. Contrary to science, in industry "amorphous" refers to very small crystal size rather than complete lack of crystal structure. Amorphous is used for lower value graphite products and is the lowest priced graphite. Large amorphous graphite deposits are found in China, Europe, Mexico and the United States. Flake graphite is less common and of higher quality than amorphous; it occurs as separate plates that crystallized in metamorphic rock. Flake graphite can be four times the price of amorphous. Good quality flakes can be processed into expandable graphite for many uses, such as flame retardants. The foremost deposits are found in Austria, Brazil, Canada, China, Germany and Madagascar. Vein or lump graphite is the rarest, most valuable, and highest quality type of natural graphite. It occurs in veins along intrusive contacts in solid lumps, and it is only commercially mined in Sri Lanka.[111]

According to the USGS, world production of natural graphite was 1.1 million tonnes in 2010, to which China contributed 800,000 t, India 130,000 t, Brazil 76,000 t, North Korea 30,000 t and Canada 25,000 t. No natural graphite was reported mined in the United States, but 118,000 t of synthetic graphite with an estimated value of $998 million was produced in 2009.[111]

Diamond

Main article: Diamond
 
Diamond output in 2005

The diamond supply chain is controlled by a limited number of powerful businesses, and is also highly concentrated in a small number of locations around the world (see figure).

Only a very small fraction of the diamond ore consists of actual diamonds. The ore is crushed, during which care has to be taken in order to prevent larger diamonds from being destroyed in this process and subsequently the particles are sorted by density. Today, diamonds are located in the diamond-rich density fraction with the help of X-ray fluorescence, after which the final sorting steps are done by hand. Before the use of X-rays became commonplace, the separation was done with grease belts; diamonds have a stronger tendency to stick to grease than the other minerals in the ore.[112]

Historically diamonds were known to be found only in alluvial deposits in southern India.[113] India led the world in diamond production from the time of their discovery in approximately the 9th century BC[114] to the mid-18th century AD, but the commercial potential of these sources had been exhausted by the late 18th century and at that time India was eclipsed by Brazil where the first non-Indian diamonds were found in 1725.[115]

Diamond production of primary deposits (kimberlites and lamproites) only started in the 1870s after the discovery of the diamond fields in South Africa. Production has increased over time and an accumulated total of over 4.5 billion carats have been mined since that date.[116] Most commercially viable diamond deposits were in Russia, Botswana, Australia and the Democratic Republic of Congo.[117] By 2005, Russia produced almost one-fifth of the global diamond output (mostly in Yakutia territory; for example, Mir pipe and Udachnaya pipe) but the Argyle mine in Australia became the single largest source, producing 14 million carats in 2018.[118][119] New finds, the Canadian mines at Diavik and Ekati, are expected to become even more valuable owing to their production of gem quality stones.[120]

In the United States, diamonds have been found in Arkansas, Colorado and Montana.[121] In 2004, a startling discovery of a microscopic diamond in the United States[122] led to the January 2008 bulk-sampling of kimberlite pipes in a remote part of Montana.[123]

Applications

 
Pencil leads for mechanical pencils are made of graphite (often mixed with a clay or synthetic binder).
 
Sticks of vine and compressed charcoal
 
A cloth of woven carbon fibres
 
The C60 fullerene in crystalline form

Carbon is essential to all known living systems, and without it life as we know it could not exist (see alternative biochemistry). The major economic use of carbon other than food and wood is in the form of hydrocarbons, most notably the fossil fuel methane gas and crude oil (petroleum). Crude oil is distilled in refineries by the petrochemical industry to produce gasoline, kerosene, and other products. Cellulose is a natural, carbon-containing polymer produced by plants in the form of wood, cotton, linen, and hemp. Cellulose is used primarily for maintaining structure in plants. Commercially valuable carbon polymers of animal origin include wool, cashmere and silk. Plastics are made from synthetic carbon polymers, often with oxygen and nitrogen atoms included at regular intervals in the main polymer chain. The raw materials for many of these synthetic substances come from crude oil.

The uses of carbon and its compounds are extremely varied. It can form alloys with iron, of which the most common is carbon steel. Graphite is combined with clays to form the 'lead' used in pencils used for writing and drawing. It is also used as a lubricant and a pigment, as a molding material in glass manufacture, in electrodes for dry batteries and in electroplating and electroforming, in brushes for electric motors and as a neutron moderator in nuclear reactors.

Charcoal is used as a drawing material in artwork, barbecue grilling, iron smelting, and in many other applications. Wood, coal and oil are used as fuel for production of energy and heating. Gem quality diamond is used in jewelry, and industrial diamonds are used in drilling, cutting and polishing tools for machining metals and stone. Plastics are made from fossil hydrocarbons, and carbon fiber, made by pyrolysis of synthetic polyester fibers is used to reinforce plastics to form advanced, lightweight composite materials.

Carbon fiber is made by pyrolysis of extruded and stretched filaments of polyacrylonitrile (PAN) and other organic substances. The crystallographic structure and mechanical properties of the fiber depend on the type of starting material, and on the subsequent processing. Carbon fibers made from PAN have structure resembling narrow filaments of graphite, but thermal processing may re-order the structure into a continuous rolled sheet. The result is fibers with higher specific tensile strength than steel.[124]

Carbon black is used as the black pigment in printing ink, artist's oil paint and water colours, carbon paper, automotive finishes, India ink and laser printer toner. Carbon black is also used as a filler in rubber products such as tyres and in plastic compounds. Activated charcoal is used as an absorbent and adsorbent in filter material in applications as diverse as gas masks, water purification, and kitchen extractor hoods, and in medicine to absorb toxins, poisons, or gases from the digestive system. Carbon is used in chemical reduction at high temperatures. Coke is used to reduce iron ore into iron (smelting). Case hardening of steel is achieved by heating finished steel components in carbon powder. Carbides of silicon, tungsten, boron and titanium, are among the hardest known materials, and are used as abrasives in cutting and grinding tools. Carbon compounds make up most of the materials used in clothing, such as natural and synthetic textiles and leather, and almost all of the interior surfaces in the built environment other than glass, stone and metal.

Diamonds

The diamond industry falls into two categories: one dealing with gem-grade diamonds and the other, with industrial-grade diamonds. While a large trade in both types of diamonds exists, the two markets function dramatically differently.

Unlike precious metals such as gold or platinum, gem diamonds do not trade as a commodity: there is a substantial mark-up in the sale of diamonds, and there is not a very active market for resale of diamonds.

Industrial diamonds are valued mostly for their hardness and heat conductivity, with the gemological qualities of clarity and color being mostly irrelevant. About 80% of mined diamonds (equal to about 100 million carats or 20 tonnes annually) are unsuitable for use as gemstones are relegated for industrial use (known as bort).[125] synthetic diamonds, invented in the 1950s, found almost immediate industrial applications; 3 billion carats (600 tonnes) of synthetic diamond is produced annually.[126]

The dominant industrial use of diamond is in cutting, drilling, grinding, and polishing. Most of these applications do not require large diamonds; in fact, most diamonds of gem-quality except for their small size can be used industrially. Diamonds are embedded in drill tips or saw blades, or ground into a powder for use in grinding and polishing applications.[127] Specialized applications include use in laboratories as containment for high pressure experiments (see diamond anvil cell), high-performance bearings, and limited use in specialized windows.[128][129] With the continuing advances in the production of synthetic diamonds, new applications are becoming feasible. Garnering much excitement is the possible use of diamond as a semiconductor suitable for microchips, and because of its exceptional heat conductance property, as a heat sink in electronics.[130]

Precautions

 
Worker at carbon black plant in Sunray, Texas (photo by John Vachon, 1942)

Pure carbon has extremely low toxicity to humans and can be handled safely in the form of graphite or charcoal. It is resistant to dissolution or chemical attack, even in the acidic contents of the digestive tract. Consequently, once it enters into the body's tissues it is likely to remain there indefinitely. Carbon black was probably one of the first pigments to be used for tattooing, and Ötzi the Iceman was found to have carbon tattoos that survived during his life and for 5200 years after his death.[131] Inhalation of coal dust or soot (carbon black) in large quantities can be dangerous, irritating lung tissues and causing the congestive lung disease, coalworker's pneumoconiosis. Diamond dust used as an abrasive can be harmful if ingested or inhaled. Microparticles of carbon are produced in diesel engine exhaust fumes, and may accumulate in the lungs.[132] In these examples, the harm may result from contaminants (e.g., organic chemicals, heavy metals) rather than from the carbon itself.

Carbon generally has low toxicity to life on Earth; but carbon nanoparticles are deadly to Drosophila.[133]

Carbon may burn vigorously and brightly in the presence of air at high temperatures. Large accumulations of coal, which have remained inert for hundreds of millions of years in the absence of oxygen, may spontaneously combust when exposed to air in coal mine waste tips, ship cargo holds and coal bunkers,[134][135] and storage dumps.

In nuclear applications where graphite is used as a neutron moderator, accumulation of Wigner energy followed by a sudden, spontaneous release may occur. Annealing to at least 250 °C can release the energy safely, although in the Windscale fire the procedure went wrong, causing other reactor materials to combust.

The great variety of carbon compounds include such lethal poisons as tetrodotoxin, the lectin ricin from seeds of the castor oil plant Ricinus communis, cyanide (CN−), and carbon monoxide; and such essentials to life as glucose and protein.

See also

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Bibliography

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January 31, 2023
carbon, this, article, about, chemical, element, other, uses, disambiguation, element, redirects, here, company, element, from, latin, carbo, coal, chemical, element, with, symbol, atomic, number, nonmetallic, tetravalent, atom, making, four, electrons, availa. This article is about the chemical element For other uses see Carbon disambiguation Element 6 redirects here For the company see Element Six Carbon from Latin carbo coal is a chemical element with the symbol C and atomic number 6 It is nonmetallic and tetravalent its atom making four electrons available to form covalent chemical bonds It belongs to group 14 of the periodic table 14 Carbon makes up about 0 025 percent of Earth s crust 15 Three isotopes occur naturally 12C and 13C being stable while 14C is a radionuclide decaying with a half life of about 5 730 years 16 Carbon is one of the few elements known since antiquity 17 Carbon 6CGraphite left and diamond right two allotropes of carbonCarbonAllotropesgraphite diamond and more see Allotropes of carbon Appearancegraphite black metallic lookingdiamond clearStandard atomic weight Ar C 12 0096 12 0116 12 011 0 002 abridged 1 Carbon in the periodic tableHydrogen HeliumLithium Beryllium Boron Carbon Nitrogen Oxygen Fluorine NeonSodium Magnesium Aluminium Silicon Phosphorus Sulfur Chlorine ArgonPotassium Calcium Scandium Titanium Vanadium Chromium Manganese Iron Cobalt Nickel Copper Zinc Gallium Germanium Arsenic Selenium Bromine KryptonRubidium Strontium Yttrium Zirconium Niobium Molybdenum Technetium Ruthenium Rhodium Palladium Silver Cadmium Indium Tin Antimony Tellurium Iodine XenonCaesium Barium Lanthanum Cerium Praseodymium Neodymium Promethium Samarium Europium Gadolinium Terbium Dysprosium Holmium Erbium Thulium Ytterbium Lutetium Hafnium Tantalum Tungsten Rhenium Osmium Iridium Platinum Gold Mercury element Thallium Lead Bismuth Polonium Astatine RadonFrancium Radium Actinium Thorium Protactinium Uranium Neptunium Plutonium Americium Curium Berkelium Californium Einsteinium Fermium Mendelevium Nobelium Lawrencium Rutherfordium Dubnium Seaborgium Bohrium Hassium Meitnerium Darmstadtium Roentgenium Copernicium Nihonium Flerovium Moscovium Livermorium Tennessine Oganesson C Siboron carbon nitrogenAtomic number Z 6Groupgroup 14 carbon group Periodperiod 2Block p blockElectron configuration He 2s2 2p2Electrons per shell2 4Physical propertiesPhase at STPsolidSublimation point3915 K 3642 C 6588 F Density near r t amorphous 1 8 2 1 g cm3 2 graphite 2 267 g cm3 diamond 3 515 g cm3Triple point4600 K 10 800 kPa 3 4 Heat of fusiongraphite 117 kJ molMolar heat capacitygraphite 8 517 J mol K diamond 6 155 J mol K Atomic propertiesOxidation states 4 3 2 1 0 1 5 2 3 6 4 7 a mildly acidic oxide ElectronegativityPauling scale 2 55Ionization energies1st 1086 5 kJ mol2nd 2352 6 kJ mol3rd 4620 5 kJ mol more Covalent radiussp3 77 pmsp2 73 pmsp 69 pmVan der Waals radius170 pmSpectral lines of carbonOther propertiesNatural occurrenceprimordialCrystal structuregraphite simple hexagonal black Crystal structurediamond face centered diamond cubic clear Speed of sound thin roddiamond 18 350 m s at 20 C Thermal expansiondiamond 0 8 µm m K at 25 C 8 Thermal conductivitygraphite 119 165 W m K diamond 900 2300 W m K Electrical resistivitygraphite 7 837 µW m 9 Magnetic orderingdiamagnetic 10 Molar magnetic susceptibilitydiamond 5 9 10 6 cm3 mol 11 Young s modulusdiamond 1050 GPa 8 Shear modulusdiamond 478 GPa 8 Bulk modulusdiamond 442 GPa 8 Poisson ratiodiamond 0 1 8 Mohs hardnessgraphite 1 2 diamond 10CAS Numberatomic carbon 7440 44 0graphite 7782 42 5diamond 7782 40 3HistoryDiscoveryEgyptians and Sumerians 12 3750 BCE Recognized as an element byAntoine Lavoisier 13 1789 Main isotopes of carbonveIso tope Decayabun dance half life t1 2 mode pro duct11C syn 20 34 min b 11B12C 98 94 stable13C 1 06 stable14C 1 ppt 1 1012 5 70 103 y b 14N Category Carbonviewtalkedit referencesCarbon is the 15th most abundant element in the Earth s crust and the fourth most abundant element in the universe by mass after hydrogen helium and oxygen Carbon s abundance its unique diversity of organic compounds and its unusual ability to form polymers at the temperatures commonly encountered on Earth enables this element to serve as a common element of all known life It is the second most abundant element in the human body by mass about 18 5 after oxygen 18 The atoms of carbon can bond together in diverse ways resulting in various allotropes of carbon Well known allotropes include graphite diamond amorphous carbon and fullerenes The physical properties of carbon vary widely with the allotropic form For example graphite is opaque and black while diamond is highly transparent Graphite is soft enough to form a streak on paper hence its name from the Greek verb grafein which means to write while diamond is the hardest naturally occurring material known Graphite is a good electrical conductor while diamond has a low electrical conductivity Under normal conditions diamond carbon nanotubes and graphene have the highest thermal conductivities of all known materials All carbon allotropes are solids under normal conditions with graphite being the most thermodynamically stable form at standard temperature and pressure They are chemically resistant and require high temperature to react even with oxygen The most common oxidation state of carbon in inorganic compounds is 4 while 2 is found in carbon monoxide and transition metal carbonyl complexes The largest sources of inorganic carbon are limestones dolomites and carbon dioxide but significant quantities occur in organic deposits of coal peat oil and methane clathrates Carbon forms a vast number of compounds with almost ten million compounds described to date 19 and yet that number is but a fraction of the number of theoretically possible compounds under standard conditions Contents 1 Characteristics 1 1 Allotropes 1 2 Occurrence 1 3 Isotopes 1 4 Formation in stars 1 5 Carbon cycle 2 Compounds 2 1 Organic compounds 2 2 Inorganic compounds 2 3 Organometallic compounds 3 History and etymology 4 Production 4 1 Graphite 4 2 Diamond 5 Applications 5 1 Diamonds 6 Precautions 7 See also 8 References 9 Bibliography 10 External linksCharacteristics Theoretically predicted phase diagram of carbon from 1989 Newer work indicates that the melting point of diamond top right curve does not go above about 9000 K 20 The allotropes of carbon include graphite one of the softest known substances and diamond the hardest naturally occurring substance It bonds readily with other small atoms including other carbon atoms and is capable of forming multiple stable covalent bonds with suitable multivalent atoms Carbon is known to form almost ten million compounds a large majority of all chemical compounds 19 Carbon also has the highest sublimation point of all elements At atmospheric pressure it has no melting point as its triple point is at 10 8 0 2 megapascals 106 6 2 0 atm 1 566 29 psi and 4 600 300 K 4 330 300 C 7 820 540 F 3 4 so it sublimes at about 3 900 K 3 630 C 6 560 F 21 22 Graphite is much more reactive than diamond at standard conditions despite being more thermodynamically stable as its delocalised pi system is much more vulnerable to attack For example graphite can be oxidised by hot concentrated nitric acid at standard conditions to mellitic acid C6 CO2H 6 which preserves the hexagonal units of graphite while breaking up the larger structure 23 Carbon sublimes in a carbon arc which has a temperature of about 5800 K 5 530 C or 9 980 F Thus irrespective of its allotropic form carbon remains solid at higher temperatures than the highest melting point metals such as tungsten or rhenium Although thermodynamically prone to oxidation carbon resists oxidation more effectively than elements such as iron and copper which are weaker reducing agents at room temperature Carbon is the sixth element with a ground state electron configuration of 1s22s22p2 of which the four outer electrons are valence electrons Its first four ionisation energies 1086 5 2352 6 4620 5 and 6222 7 kJ mol are much higher than those of the heavier group 14 elements The electronegativity of carbon is 2 5 significantly higher than the heavier group 14 elements 1 8 1 9 but close to most of the nearby nonmetals as well as some of the second and third row transition metals Carbon s covalent radii are normally taken as 77 2 pm C C 66 7 pm C C and 60 3 pm C C although these may vary depending on coordination number and what the carbon is bonded to In general covalent radius decreases with lower coordination number and higher bond order 24 Carbon based compounds form the basis of all known life on Earth and the carbon nitrogen cycle provides some of the energy produced by the Sun and other stars Although it forms an extraordinary variety of compounds most forms of carbon are comparatively unreactive under normal conditions At standard temperature and pressure it resists all but the strongest oxidizers It does not react with sulfuric acid hydrochloric acid chlorine or any alkalis At elevated temperatures carbon reacts with oxygen to form carbon oxides and will rob oxygen from metal oxides to leave the elemental metal This exothermic reaction is used in the iron and steel industry to smelt iron and to control the carbon content of steel Fe3 O4 4 C s 2 O2 3 Fe s 4 CO2 g Carbon reacts with sulfur to form carbon disulfide and it reacts with steam in the coal gas reaction used in coal gasification C s H2O g CO g H2 g Carbon combines with some metals at high temperatures to form metallic carbides such as the iron carbide cementite in steel and tungsten carbide widely used as an abrasive and for making hard tips for cutting tools The system of carbon allotropes spans a range of extremes Graphite is one of the softest materials known Synthetic nanocrystalline diamond is the hardest material known 25 Graphite is a very good lubricant displaying superlubricity 26 Diamond is the ultimate abrasive Graphite is a conductor of electricity 27 Diamond is an excellent electrical insulator 28 and has the highest breakdown electric field of any known material Some forms of graphite are used for thermal insulation i e firebreaks and heat shields but some other forms are good thermal conductors Diamond is the best known naturally occurring thermal conductorGraphite is opaque Diamond is highly transparent Graphite crystallizes in the hexagonal system 29 Diamond crystallizes in the cubic system Amorphous carbon is completely isotropic Carbon nanotubes are among the most anisotropic materials known Allotropes Main article Allotropes of carbon Atomic carbon is a very short lived species and therefore carbon is stabilized in various multi atomic structures with diverse molecular configurations called allotropes The three relatively well known allotropes of carbon are amorphous carbon graphite and diamond Once considered exotic fullerenes are nowadays commonly synthesized and used in research they include buckyballs 30 31 carbon nanotubes 32 carbon nanobuds 33 and nanofibers 34 35 Several other exotic allotropes have also been discovered such as lonsdaleite 36 glassy carbon 37 carbon nanofoam 38 and linear acetylenic carbon carbyne 39 Graphene is a two dimensional sheet of carbon with the atoms arranged in a hexagonal lattice As of 2009 graphene appears to be the strongest material ever tested 40 The process of separating it from graphite will require some further technological development before it is economical for industrial processes 41 If successful graphene could be used in the construction of a space elevator It could also be used to safely store hydrogen for use in a hydrogen based engine in cars 42 A large sample of glassy carbon The amorphous form is an assortment of carbon atoms in a non crystalline irregular glassy state not held in a crystalline macrostructure It is present as a powder and is the main constituent of substances such as charcoal lampblack soot and activated carbon At normal pressures carbon takes the form of graphite in which each atom is bonded trigonally to three others in a plane composed of fused hexagonal rings just like those in aromatic hydrocarbons 43 The resulting network is 2 dimensional and the resulting flat sheets are stacked and loosely bonded through weak van der Waals forces This gives graphite its softness and its cleaving properties the sheets slip easily past one another Because of the delocalization of one of the outer electrons of each atom to form a p cloud graphite conducts electricity but only in the plane of each covalently bonded sheet This results in a lower bulk electrical conductivity for carbon than for most metals The delocalization also accounts for the energetic stability of graphite over diamond at room temperature Some allotropes of carbon a diamond b graphite c lonsdaleite d f fullerenes C60 C540 C70 g amorphous carbon h carbon nanotube At very high pressures carbon forms the more compact allotrope diamond having nearly twice the density of graphite Here each atom is bonded tetrahedrally to four others forming a 3 dimensional network of puckered six membered rings of atoms Diamond has the same cubic structure as silicon and germanium and because of the strength of the carbon carbon bonds it is the hardest naturally occurring substance measured by resistance to scratching Contrary to the popular belief that diamonds are forever they are thermodynamically unstable DfG diamond 298 K 2 9 kJ mol 44 under normal conditions 298 K 105 Pa and should theoretically transform into graphite 45 But due to a high activation energy barrier the transition into graphite is so slow at normal temperature that it is unnoticeable However at very high temperatures diamond will turn into graphite and diamonds can burn up in a house fire The bottom left corner of the phase diagram for carbon has not been scrutinized experimentally Although a computational study employing density functional theory methods reached the conclusion that as T 0 K and p 0 Pa diamond becomes more stable than graphite by approximately 1 1 kJ mol 46 more recent and definitive experimental and computational studies show that graphite is more stable than diamond for T lt 400 K without applied pressure by 2 7 kJ mol at T 0 K and 3 2 kJ mol at T 298 15 K 47 Under some conditions carbon crystallizes as lonsdaleite a hexagonal crystal lattice with all atoms covalently bonded and properties similar to those of diamond 36 Fullerenes are a synthetic crystalline formation with a graphite like structure but in place of flat hexagonal cells only some of the cells of which fullerenes are formed may be pentagons nonplanar hexagons or even heptagons of carbon atoms The sheets are thus warped into spheres ellipses or cylinders The properties of fullerenes split into buckyballs buckytubes and nanobuds have not yet been fully analyzed and represent an intense area of research in nanomaterials The names fullerene and buckyball are given after Richard Buckminster Fuller popularizer of geodesic domes which resemble the structure of fullerenes The buckyballs are fairly large molecules formed completely of carbon bonded trigonally forming spheroids the best known and simplest is the soccerball shaped C60 buckminsterfullerene 30 Carbon nanotubes buckytubes are structurally similar to buckyballs except that each atom is bonded trigonally in a curved sheet that forms a hollow cylinder 31 32 Nanobuds were first reported in 2007 and are hybrid buckytube buckyball materials buckyballs are covalently bonded to the outer wall of a nanotube that combine the properties of both in a single structure 33 Comet C 2014 Q2 Lovejoy surrounded by glowing carbon vapor Of the other discovered allotropes carbon nanofoam is a ferromagnetic allotrope discovered in 1997 It consists of a low density cluster assembly of carbon atoms strung together in a loose three dimensional web in which the atoms are bonded trigonally in six and seven membered rings It is among the lightest known solids with a density of about 2 kg m3 48 Similarly glassy carbon contains a high proportion of closed porosity 37 but contrary to normal graphite the graphitic layers are not stacked like pages in a book but have a more random arrangement Linear acetylenic carbon 39 has the chemical structure 39 C C n Carbon in this modification is linear with sp orbital hybridization and is a polymer with alternating single and triple bonds This carbyne is of considerable interest to nanotechnology as its Young s modulus is 40 times that of the hardest known material diamond 49 In 2015 a team at the North Carolina State University announced the development of another allotrope they have dubbed Q carbon created by a high energy low duration laser pulse on amorphous carbon dust Q carbon is reported to exhibit ferromagnetism fluorescence and a hardness superior to diamonds 50 In the vapor phase some of the carbon is in the form of dicarbon C2 When excited this gas glows green Occurrence Graphite ore shown with a penny for scale Raw diamond crystal Present day 1990s sea surface dissolved inorganic carbon concentration from the GLODAP climatology Carbon is the fourth most abundant chemical element in the observable universe by mass after hydrogen helium and oxygen Carbon is abundant in the Sun stars comets and in the atmospheres of most planets 51 Some meteorites contain microscopic diamonds that were formed when the Solar System was still a protoplanetary disk 52 Microscopic diamonds may also be formed by the intense pressure and high temperature at the sites of meteorite impacts 53 In 2014 NASA announced a greatly upgraded database for tracking polycyclic aromatic hydrocarbons PAHs in the universe More than 20 of the carbon in the universe may be associated with PAHs complex compounds of carbon and hydrogen without oxygen 54 These compounds figure in the PAH world hypothesis where they are hypothesized to have a role in abiogenesis and formation of life PAHs seem to have been formed a couple of billion years after the Big Bang are widespread throughout the universe and are associated with new stars and exoplanets 51 It has been estimated that the solid earth as a whole contains 730 ppm of carbon with 2000 ppm in the core and 120 ppm in the combined mantle and crust 55 Since the mass of the earth is 5 972 1024 kg this would imply 4360 million gigatonnes of carbon This is much more than the amount of carbon in the oceans or atmosphere below In combination with oxygen in carbon dioxide carbon is found in the Earth s atmosphere approximately 900 gigatonnes of carbon each ppm corresponds to 2 13 Gt and dissolved in all water bodies approximately 36 000 gigatonnes of carbon Carbon in the biosphere has been estimated at 550 gigatonnes but with a large uncertainty due mostly to a huge uncertainty in the amount of terrestrial deep subsurface bacteria 56 Hydrocarbons such as coal petroleum and natural gas contain carbon as well Coal reserves not resources amount to around 900 gigatonnes with perhaps 18 000 Gt of resources 57 Oil reserves are around 150 gigatonnes Proven sources of natural gas are about 175 1012 cubic metres containing about 105 gigatonnes of carbon but studies estimate another 900 1012 cubic metres of unconventional deposits such as shale gas representing about 540 gigatonnes of carbon 58 Carbon is also found in methane hydrates in polar regions and under the seas Various estimates put this carbon between 500 2500 Gt 59 or 3 000 Gt 60 In the past quantities of hydrocarbons were greater According to one source in the period from 1751 to 2008 about 347 gigatonnes of carbon were released as carbon dioxide to the atmosphere from burning of fossil fuels 61 Another source puts the amount added to the atmosphere for the period since 1750 at 879 Gt and the total going to the atmosphere sea and land such as peat bogs at almost 2 000 Gt 62 Carbon is a constituent about 12 by mass of the very large masses of carbonate rock limestone dolomite marble and so on Coal is very rich in carbon anthracite contains 92 98 63 and is the largest commercial source of mineral carbon accounting for 4 000 gigatonnes or 80 of fossil fuel 64 As for individual carbon allotropes graphite is found in large quantities in the United States mostly in New York and Texas Russia Mexico Greenland and India Natural diamonds occur in the rock kimberlite found in ancient volcanic necks or pipes Most diamond deposits are in Africa notably in South Africa Namibia Botswana the Republic of the Congo and Sierra Leone Diamond deposits have also been found in Arkansas Canada the Russian Arctic Brazil and in Northern and Western Australia Diamonds are now also being recovered from the ocean floor off the Cape of Good Hope Diamonds are found naturally but about 30 of all industrial diamonds used in the U S are now manufactured Carbon 14 is formed in upper layers of the troposphere and the stratosphere at altitudes of 9 15 km by a reaction that is precipitated by cosmic rays 65 Thermal neutrons are produced that collide with the nuclei of nitrogen 14 forming carbon 14 and a proton As such 1 5 10 10 of atmospheric carbon dioxide contains carbon 14 66 Carbon rich asteroids are relatively preponderant in the outer parts of the asteroid belt in the Solar System These asteroids have not yet been directly sampled by scientists The asteroids can be used in hypothetical space based carbon mining which may be possible in the future but is currently technologically impossible 67 Isotopes Main article Isotopes of carbon Isotopes of carbon are atomic nuclei that contain six protons plus a number of neutrons varying from 2 to 16 Carbon has two stable naturally occurring isotopes 16 The isotope carbon 12 12C forms 98 93 of the carbon on Earth while carbon 13 13C forms the remaining 1 07 16 The concentration of 12C is further increased in biological materials because biochemical reactions discriminate against 13C 68 In 1961 the International Union of Pure and Applied Chemistry IUPAC adopted the isotope carbon 12 as the basis for atomic weights 69 Identification of carbon in nuclear magnetic resonance NMR experiments is done with the isotope 13C Carbon 14 14C is a naturally occurring radioisotope created in the upper atmosphere lower stratosphere and upper troposphere by interaction of nitrogen with cosmic rays 70 It is found in trace amounts on Earth of 1 part per trillion 0 0000000001 or more mostly confined to the atmosphere and superficial deposits particularly of peat and other organic materials 71 This isotope decays by 0 158 MeV b emission Because of its relatively short half life of 5730 years 14C is virtually absent in ancient rocks The amount of 14C in the atmosphere and in living organisms is almost constant but decreases predictably in their bodies after death This principle is used in radiocarbon dating invented in 1949 which has been used extensively to determine the age of carbonaceous materials with ages up to about 40 000 years 72 73 There are 15 known isotopes of carbon and the shortest lived of these is 8C which decays through proton emission and alpha decay and has a half life of 1 98739 10 21 s 74 The exotic 19C exhibits a nuclear halo which means its radius is appreciably larger than would be expected if the nucleus were a sphere of constant density 75 Formation in stars Main articles Triple alpha process and CNO cycle Formation of the carbon atomic nucleus occurs within a giant or supergiant star through the triple alpha process This requires a nearly simultaneous collision of three alpha particles helium nuclei as the products of further nuclear fusion reactions of helium with hydrogen or another helium nucleus produce lithium 5 and beryllium 8 respectively both of which are highly unstable and decay almost instantly back into smaller nuclei 76 The triple alpha process happens in conditions of temperatures over 100 megakelvins and helium concentration that the rapid expansion and cooling of the early universe prohibited and therefore no significant carbon was created during the Big Bang According to current physical cosmology theory carbon is formed in the interiors of stars on the horizontal branch 77 When massive stars die as supernova the carbon is scattered into space as dust This dust becomes component material for the formation of the next generation star systems with accreted planets 51 78 The Solar System is one such star system with an abundance of carbon enabling the existence of life as we know it The CNO cycle is an additional hydrogen fusion mechanism that powers stars wherein carbon operates as a catalyst Rotational transitions of various isotopic forms of carbon monoxide for example 12CO 13CO and 18CO are detectable in the submillimeter wavelength range and are used in the study of newly forming stars in molecular clouds 79 Carbon cycle Main article Carbon cycle Diagram of the carbon cycle The black numbers indicate how much carbon is stored in various reservoirs in billions tonnes GtC stands for gigatonnes of carbon figures are circa 2004 The purple numbers indicate how much carbon moves between reservoirs each year The sediments as defined in this diagram do not include the 70 million GtC of carbonate rock and kerogen Under terrestrial conditions conversion of one element to another is very rare Therefore the amount of carbon on Earth is effectively constant Thus processes that use carbon must obtain it from somewhere and dispose of it somewhere else The paths of carbon in the environment form the carbon cycle 80 For example photosynthetic plants draw carbon dioxide from the atmosphere or seawater and build it into biomass as in the Calvin cycle a process of carbon fixation 81 Some of this biomass is eaten by animals while some carbon is exhaled by animals as carbon dioxide The carbon cycle is considerably more complicated than this short loop for example some carbon dioxide is dissolved in the oceans if bacteria do not consume it dead plant or animal matter may become petroleum or coal which releases carbon when burned 82 83 CompoundsMain article Compounds of carbon Organic compounds Structural formula of methane the simplest possible organic compound Correlation between the carbon cycle and formation of organic compounds In plants carbon dioxide formed by carbon fixation can join with water in photosynthesis green to form organic compounds which can be used and further converted by both plants and animals Carbon can form very long chains of interconnecting carbon carbon bonds a property that is called catenation Carbon carbon bonds are strong and stable Through catenation carbon forms a countless number of compounds A tally of unique compounds shows that more contain carbon than do not 84 A similar claim can be made for hydrogen because most organic compounds contain hydrogen chemically bonded to carbon or another common element like oxygen or nitrogen The simplest form of an organic molecule is the hydrocarbon a large family of organic molecules that are composed of hydrogen atoms bonded to a chain of carbon atoms A hydrocarbon backbone can be substituted by other atoms known as heteroatoms Common heteroatoms that appear in organic compounds include oxygen nitrogen sulfur phosphorus and the nonradioactive halogens as well as the metals lithium and magnesium Organic compounds containing bonds to metal are known as organometallic compounds see below Certain groupings of atoms often including heteroatoms recur in large numbers of organic compounds These collections known as functional groups confer common reactivity patterns and allow for the systematic study and categorization of organic compounds Chain length shape and functional groups all affect the properties of organic molecules 85 In most stable compounds of carbon and nearly all stable organic compounds carbon obeys the octet rule and is tetravalent meaning that a carbon atom forms a total of four covalent bonds which may include double and triple bonds Exceptions include a small number of stabilized carbocations three bonds positive charge radicals three bonds neutral carbanions three bonds negative charge and carbenes two bonds neutral although these species are much more likely to be encountered as unstable reactive intermediates Carbon occurs in all known organic life and is the basis of organic chemistry When united with hydrogen it forms various hydrocarbons that are important to industry as refrigerants lubricants solvents as chemical feedstock for the manufacture of plastics and petrochemicals and as fossil fuels When combined with oxygen and hydrogen carbon can form many groups of important biological compounds including sugars lignans chitins alcohols fats and aromatic esters carotenoids and terpenes With nitrogen it forms alkaloids and with the addition of sulfur also it forms antibiotics amino acids and rubber products With the addition of phosphorus to these other elements it forms DNA and RNA the chemical code carriers of life and adenosine triphosphate ATP the most important energy transfer molecule in all living cells 86 Inorganic compounds Commonly carbon containing compounds which are associated with minerals or which do not contain bonds to the other carbon atoms halogens or hydrogen are treated separately from classical organic compounds the definition is not rigid and the classification of some compounds can vary from author to author see reference articles above Among these are the simple oxides of carbon The most prominent oxide is carbon dioxide CO2 This was once the principal constituent of the paleoatmosphere but is a minor component of the Earth s atmosphere today 87 Dissolved in water it forms carbonic acid H2 CO3 but as most compounds with multiple single bonded oxygens on a single carbon it is unstable 88 Through this intermediate though resonance stabilized carbonate ions are produced Some important minerals are carbonates notably calcite Carbon disulfide CS2 is similar 23 Nevertheless due to its physical properties and its association with organic synthesis carbon disulfide is sometimes classified as an organic solvent The other common oxide is carbon monoxide CO It is formed by incomplete combustion and is a colorless odorless gas The molecules each contain a triple bond and are fairly polar resulting in a tendency to bind permanently to hemoglobin molecules displacing oxygen which has a lower binding affinity 89 90 Cyanide CN has a similar structure but behaves much like a halide ion pseudohalogen For example it can form the nitride cyanogen molecule CN 2 similar to diatomic halides Likewise the heavier analog of cyanide cyaphide CP is also considered inorganic though most simple derivatives are highly unstable Other uncommon oxides are carbon suboxide C3 O2 91 the unstable dicarbon monoxide C2O 92 93 carbon trioxide CO3 94 95 cyclopentanepentone C5O5 96 cyclohexanehexone C6O6 96 and mellitic anhydride C12O9 However mellitic anhydride is the triple acyl anhydride of mellitic acid moreover it contains a benzene ring Thus many chemists consider it to be organic With reactive metals such as tungsten carbon forms either carbides C4 or acetylides C2 2 to form alloys with high melting points These anions are also associated with methane and acetylene both very weak acids With an electronegativity of 2 5 97 carbon prefers to form covalent bonds A few carbides are covalent lattices like carborundum SiC which resembles diamond Nevertheless even the most polar and salt like of carbides are not completely ionic compounds 98 Organometallic compounds Main article Organometallic chemistry Organometallic compounds by definition contain at least one carbon metal covalent bond A wide range of such compounds exist major classes include simple alkyl metal compounds for example tetraethyllead h2 alkene compounds for example Zeise s salt and h3 allyl compounds for example allylpalladium chloride dimer metallocenes containing cyclopentadienyl ligands for example ferrocene and transition metal carbene complexes Many metal carbonyls and metal cyanides exist for example tetracarbonylnickel and potassium ferricyanide some workers consider metal carbonyl and cyanide complexes without other carbon ligands to be purely inorganic and not organometallic However most organometallic chemists consider metal complexes with any carbon ligand even inorganic carbon e g carbonyls cyanides and certain types of carbides and acetylides to be organometallic in nature Metal complexes containing organic ligands without a carbon metal covalent bond e g metal carboxylates are termed metalorganic compounds While carbon is understood to strongly prefer formation of four covalent bonds other exotic bonding schemes are also known Carboranes are highly stable dodecahedral derivatives of the B12H12 2 unit with one BH replaced with a CH Thus the carbon is bonded to five boron atoms and one hydrogen atom The cation Ph3PAu 6C 2 contains an octahedral carbon bound to six phosphine gold fragments This phenomenon has been attributed to the aurophilicity of the gold ligands which provide additional stabilization of an otherwise labile species 99 In nature the iron molybdenum cofactor FeMoco responsible for microbial nitrogen fixation likewise has an octahedral carbon center formally a carbide C IV bonded to six iron atoms In 2016 it was confirmed that in line with earlier theoretical predictions the hexamethylbenzene dication contains a carbon atom with six bonds More specifically the dication could be described structurally by the formulation MeC h5 C5Me5 2 making it an organic metallocene in which a MeC3 fragment is bonded to a h5 C5Me5 fragment through all five of the carbons of the ring 100 This anthracene derivative contains a carbon atom with 5 formal electron pairs around it It is important to note that in the cases above each of the bonds to carbon contain less than two formal electron pairs Thus the formal electron count of these species does not exceed an octet This makes them hypercoordinate but not hypervalent Even in cases of alleged 10 C 5 species that is a carbon with five ligands and a formal electron count of ten as reported by Akiba and co workers 101 electronic structure calculations conclude that the electron population around carbon is still less than eight as is true for other compounds featuring four electron three center bonding History and etymology Antoine Lavoisier in his youth The English name carbon comes from the Latin carbo for coal and charcoal 102 whence also comes the French charbon meaning charcoal In German Dutch and Danish the names for carbon are Kohlenstoff koolstof and kulstof respectively all literally meaning coal substance Carbon was discovered in prehistory and was known in the forms of soot and charcoal to the earliest human civilizations Diamonds were known probably as early as 2500 BCE in China while carbon in the form of charcoal was made around Roman times by the same chemistry as it is today by heating wood in a pyramid covered with clay to exclude air 103 104 Carl Wilhelm Scheele In 1722 Rene Antoine Ferchault de Reaumur demonstrated that iron was transformed into steel through the absorption of some substance now known to be carbon 105 In 1772 Antoine Lavoisier showed that diamonds are a form of carbon when he burned samples of charcoal and diamond and found that neither produced any water and that both released the same amount of carbon dioxide per gram In 1779 106 Carl Wilhelm Scheele showed that graphite which had been thought of as a form of lead was instead identical with charcoal but with a small admixture of iron and that it gave aerial acid his name for carbon dioxide when oxidized with nitric acid 107 In 1786 the French scientists Claude Louis Berthollet Gaspard Monge and C A Vandermonde confirmed that graphite was mostly carbon by oxidizing it in oxygen in much the same way Lavoisier had done with diamond 108 Some iron again was left which the French scientists thought was necessary to the graphite structure In their publication they proposed the name carbone Latin carbonum for the element in graphite which was given off as a gas upon burning graphite Antoine Lavoisier then listed carbon as an element in his 1789 textbook 107 A new allotrope of carbon fullerene that was discovered in 1985 109 includes nanostructured forms such as buckyballs and nanotubes 30 Their discoverers Robert Curl Harold Kroto and Richard Smalley received the Nobel Prize in Chemistry in 1996 110 The resulting renewed interest in new forms led to the discovery of further exotic allotropes including glassy carbon and the realization that amorphous carbon is not strictly amorphous 37 ProductionGraphite Main article Graphite Commercially viable natural deposits of graphite occur in many parts of the world but the most important sources economically are in China India Brazil and North Korea citation needed Graphite deposits are of metamorphic origin found in association with quartz mica and feldspars in schists gneisses and metamorphosed sandstones and limestone as lenses or veins sometimes of a metre or more in thickness Deposits of graphite in Borrowdale Cumberland England were at first of sufficient size and purity that until the 19th century pencils were made by sawing blocks of natural graphite into strips before encasing the strips in wood Today smaller deposits of graphite are obtained by crushing the parent rock and floating the lighter graphite out on water 111 There are three types of natural graphite amorphous flake or crystalline flake and vein or lump Amorphous graphite is the lowest quality and most abundant Contrary to science in industry amorphous refers to very small crystal size rather than complete lack of crystal structure Amorphous is used for lower value graphite products and is the lowest priced graphite Large amorphous graphite deposits are found in China Europe Mexico and the United States Flake graphite is less common and of higher quality than amorphous it occurs as separate plates that crystallized in metamorphic rock Flake graphite can be four times the price of amorphous Good quality flakes can be processed into expandable graphite for many uses such as flame retardants The foremost deposits are found in Austria Brazil Canada China Germany and Madagascar Vein or lump graphite is the rarest most valuable and highest quality type of natural graphite It occurs in veins along intrusive contacts in solid lumps and it is only commercially mined in Sri Lanka 111 According to the USGS world production of natural graphite was 1 1 million tonnes in 2010 to which China contributed 800 000 t India 130 000 t Brazil 76 000 t North Korea 30 000 t and Canada 25 000 t No natural graphite was reported mined in the United States but 118 000 t of synthetic graphite with an estimated value of 998 million was produced in 2009 111 Diamond Main article Diamond Diamond output in 2005 The diamond supply chain is controlled by a limited number of powerful businesses and is also highly concentrated in a small number of locations around the world see figure Only a very small fraction of the diamond ore consists of actual diamonds The ore is crushed during which care has to be taken in order to prevent larger diamonds from being destroyed in this process and subsequently the particles are sorted by density Today diamonds are located in the diamond rich density fraction with the help of X ray fluorescence after which the final sorting steps are done by hand Before the use of X rays became commonplace the separation was done with grease belts diamonds have a stronger tendency to stick to grease than the other minerals in the ore 112 Historically diamonds were known to be found only in alluvial deposits in southern India 113 India led the world in diamond production from the time of their discovery in approximately the 9th century BC 114 to the mid 18th century AD but the commercial potential of these sources had been exhausted by the late 18th century and at that time India was eclipsed by Brazil where the first non Indian diamonds were found in 1725 115 Diamond production of primary deposits kimberlites and lamproites only started in the 1870s after the discovery of the diamond fields in South Africa Production has increased over time and an accumulated total of over 4 5 billion carats have been mined since that date 116 Most commercially viable diamond deposits were in Russia Botswana Australia and the Democratic Republic of Congo 117 By 2005 Russia produced almost one fifth of the global diamond output mostly in Yakutia territory for example Mir pipe and Udachnaya pipe but the Argyle mine in Australia became the single largest source producing 14 million carats in 2018 118 119 New finds the Canadian mines at Diavik and Ekati are expected to become even more valuable owing to their production of gem quality stones 120 In the United States diamonds have been found in Arkansas Colorado and Montana 121 In 2004 a startling discovery of a microscopic diamond in the United States 122 led to the January 2008 bulk sampling of kimberlite pipes in a remote part of Montana 123 Applications Pencil leads for mechanical pencils are made of graphite often mixed with a clay or synthetic binder Sticks of vine and compressed charcoal A cloth of woven carbon fibres Silicon carbide single crystal The C60 fullerene in crystalline form Tungsten carbide endmills Carbon is essential to all known living systems and without it life as we know it could not exist see alternative biochemistry The major economic use of carbon other than food and wood is in the form of hydrocarbons most notably the fossil fuel methane gas and crude oil petroleum Crude oil is distilled in refineries by the petrochemical industry to produce gasoline kerosene and other products Cellulose is a natural carbon containing polymer produced by plants in the form of wood cotton linen and hemp Cellulose is used primarily for maintaining structure in plants Commercially valuable carbon polymers of animal origin include wool cashmere and silk Plastics are made from synthetic carbon polymers often with oxygen and nitrogen atoms included at regular intervals in the main polymer chain The raw materials for many of these synthetic substances come from crude oil The uses of carbon and its compounds are extremely varied It can form alloys with iron of which the most common is carbon steel Graphite is combined with clays to form the lead used in pencils used for writing and drawing It is also used as a lubricant and a pigment as a molding material in glass manufacture in electrodes for dry batteries and in electroplating and electroforming in brushes for electric motors and as a neutron moderator in nuclear reactors Charcoal is used as a drawing material in artwork barbecue grilling iron smelting and in many other applications Wood coal and oil are used as fuel for production of energy and heating Gem quality diamond is used in jewelry and industrial diamonds are used in drilling cutting and polishing tools for machining metals and stone Plastics are made from fossil hydrocarbons and carbon fiber made by pyrolysis of synthetic polyester fibers is used to reinforce plastics to form advanced lightweight composite materials Carbon fiber is made by pyrolysis of extruded and stretched filaments of polyacrylonitrile PAN and other organic substances The crystallographic structure and mechanical properties of the fiber depend on the type of starting material and on the subsequent processing Carbon fibers made from PAN have structure resembling narrow filaments of graphite but thermal processing may re order the structure into a continuous rolled sheet The result is fibers with higher specific tensile strength than steel 124 Carbon black is used as the black pigment in printing ink artist s oil paint and water colours carbon paper automotive finishes India ink and laser printer toner Carbon black is also used as a filler in rubber products such as tyres and in plastic compounds Activated charcoal is used as an absorbent and adsorbent in filter material in applications as diverse as gas masks water purification and kitchen extractor hoods and in medicine to absorb toxins poisons or gases from the digestive system Carbon is used in chemical reduction at high temperatures Coke is used to reduce iron ore into iron smelting Case hardening of steel is achieved by heating finished steel components in carbon powder Carbides of silicon tungsten boron and titanium are among the hardest known materials and are used as abrasives in cutting and grinding tools Carbon compounds make up most of the materials used in clothing such as natural and synthetic textiles and leather and almost all of the interior surfaces in the built environment other than glass stone and metal Diamonds The diamond industry falls into two categories one dealing with gem grade diamonds and the other with industrial grade diamonds While a large trade in both types of diamonds exists the two markets function dramatically differently Unlike precious metals such as gold or platinum gem diamonds do not trade as a commodity there is a substantial mark up in the sale of diamonds and there is not a very active market for resale of diamonds Industrial diamonds are valued mostly for their hardness and heat conductivity with the gemological qualities of clarity and color being mostly irrelevant About 80 of mined diamonds equal to about 100 million carats or 20 tonnes annually are unsuitable for use as gemstones are relegated for industrial use known as bort 125 synthetic diamonds invented in the 1950s found almost immediate industrial applications 3 billion carats 600 tonnes of synthetic diamond is produced annually 126 The dominant industrial use of diamond is in cutting drilling grinding and polishing Most of these applications do not require large diamonds in fact most diamonds of gem quality except for their small size can be used industrially Diamonds are embedded in drill tips or saw blades or ground into a powder for use in grinding and polishing applications 127 Specialized applications include use in laboratories as containment for high pressure experiments see diamond anvil cell high performance bearings and limited use in specialized windows 128 129 With the continuing advances in the production of synthetic diamonds new applications are becoming feasible Garnering much excitement is the possible use of diamond as a semiconductor suitable for microchips and because of its exceptional heat conductance property as a heat sink in electronics 130 Precautions Worker at carbon black plant in Sunray Texas photo by John Vachon 1942 Pure carbon has extremely low toxicity to humans and can be handled safely in the form of graphite or charcoal It is resistant to dissolution or chemical attack even in the acidic contents of the digestive tract Consequently once it enters into the body s tissues it is likely to remain there indefinitely Carbon black was probably one of the first pigments to be 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