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Isopropyl iodide

Isopropyl iodide is the organoiodine compound with the formula (CH3)2CHI. It is colorless, flammable, and volatile. Organic iodides are light-sensitive and take on a yellow colour upon storage, owing to the formation of iodine.

Isopropyl iodide
Names
Preferred IUPAC name
2-Iodopropane[1]
Identifiers
  • 75-30-9 Y
3D model (JSmol)
  • Interactive image
1098244
ChemSpider
  • 6122 N
ECHA InfoCard 100.000.782
EC Number
  • 200-859-3
MeSH isopropyl+iodide
  • 6362
RTECS number
  • TZ4200000
UNII
  • 67K05OPZ0E Y
UN number 2392
  • DTXSID4058788
  • InChI=1S/C3H7I/c1-3(2)4/h3H,1-2H3 N
    Key: FMKOJHQHASLBPH-UHFFFAOYSA-N Y
  • CC(C)I
Properties
C3H7I
Molar mass 169.993 g·mol−1
Appearance Colourless liquid
Density 1.703 g mL−1
Melting point −90.00 °C; −130.00 °F; 183.15 K
Boiling point 88.8 to 89.8 °C; 191.7 to 193.5 °F; 361.9 to 362.9 K
1.4 g L−1 (at 12.5 °C)
Solubility in chloroform Miscible
Solubility in ethanol Miscible
Solubility in diethyl ether Miscible
Solubility in benzene Miscible
890 nmol Pa−1 kg−1
1.4997
Viscosity 6.971 mPa (at 20 °C)
Thermochemistry
137.3 J K−1 mol−1
−77.2–−72.6 kJ mol−1
Hazards
GHS labelling:
Warning
H226, H302
Flash point 42 °C (108 °F; 315 K)
Related compounds
Related alkanes
Related compounds
Diiodohydroxypropane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

Preparation edit

Isopropyl iodide is prepared by iodination of isopropyl alcohol using hydrogen iodide or, equivalently, with a mixture of glycerol, iodine, and phosphorus.[2] An alternative preparation involves the reaction of 2-propyl bromide with an acetone solution of sodium iodide (Finkelstein reaction):[3]

(CH3)2CHBr + NaI → (CH3)2CHI + NaBr

References edit

  1. ^ "isopropyl iodide - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 27 March 2005. Identification and Related Records. Retrieved 3 March 2012.
  2. ^ Merck Index of Chemicals and Drugs, 9th ed., monograph 5074
  3. ^ Textbook of Practical Organic Chemistry, 5th Edition, Prentice Hall, 1989

isopropyl, iodide, organoiodine, compound, with, formula, 2chi, colorless, flammable, volatile, organic, iodides, light, sensitive, take, yellow, colour, upon, storage, owing, formation, iodine, namespreferred, iupac, name, iodopropane, identifierscas, number,. Isopropyl iodide is the organoiodine compound with the formula CH3 2CHI It is colorless flammable and volatile Organic iodides are light sensitive and take on a yellow colour upon storage owing to the formation of iodine Isopropyl iodide NamesPreferred IUPAC name 2 Iodopropane 1 IdentifiersCAS Number 75 30 9 Y3D model JSmol Interactive imageBeilstein Reference 1098244ChemSpider 6122 NECHA InfoCard 100 000 782EC Number 200 859 3MeSH isopropyl iodidePubChem CID 6362RTECS number TZ4200000UNII 67K05OPZ0E YUN number 2392CompTox Dashboard EPA DTXSID4058788InChI InChI 1S C3H7I c1 3 2 4 h3H 1 2H3 NKey FMKOJHQHASLBPH UHFFFAOYSA N YSMILES CC C IPropertiesChemical formula C 3H 7IMolar mass 169 993 g mol 1Appearance Colourless liquidDensity 1 703 g mL 1Melting point 90 00 C 130 00 F 183 15 KBoiling point 88 8 to 89 8 C 191 7 to 193 5 F 361 9 to 362 9 KSolubility in water 1 4 g L 1 at 12 5 C Solubility in chloroform MiscibleSolubility in ethanol MiscibleSolubility in diethyl ether MiscibleSolubility in benzene MiscibleHenry s lawconstant kH 890 nmol Pa 1 kg 1Refractive index nD 1 4997Viscosity 6 971 mPa at 20 C ThermochemistryHeat capacity C 137 3 J K 1 mol 1Std enthalpy offormation DfH 298 77 2 72 6 kJ mol 1HazardsGHS labelling PictogramsSignal word WarningHazard statements H226 H302Flash point 42 C 108 F 315 K Related compoundsRelated alkanes EthaneEthyl iodidePropanen Propyl iodideButaneButyl iodideRelated compounds DiiodohydroxypropaneExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox referencesPreparation editIsopropyl iodide is prepared by iodination of isopropyl alcohol using hydrogen iodide or equivalently with a mixture of glycerol iodine and phosphorus 2 An alternative preparation involves the reaction of 2 propyl bromide with an acetone solution of sodium iodide Finkelstein reaction 3 CH3 2CHBr NaI CH3 2CHI NaBrReferences edit isopropyl iodide Compound Summary PubChem Compound USA National Center for Biotechnology Information 27 March 2005 Identification and Related Records Retrieved 3 March 2012 Merck Index of Chemicals and Drugs 9th ed monograph 5074 Textbook of Practical Organic Chemistry 5th Edition Prentice Hall 1989 nbsp This article about an organic halide is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Isopropyl iodide amp oldid 1109418828, wikipedia, wiki, book, books, library,

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