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Heneicosane

December 18, 2023

Heneicosane is the organic compound with the formula CH3(CH2)19CH3. It is the straight chain, saturated C21 hydrocarbon. It is a white wax.

Heneicosane
Names
Preferred IUPAC name
Henicosane
Other names
n-Heneicosane
Identifiers
  • 629-94-7 Y
3D model (JSmol)
  • Interactive image
1748500
ChEBI
  • CHEBI:32931 Y
ECHA InfoCard 100.010.109
EC Number
  • 211-118-9
  • 12403
UNII
  • I93S5U5DMP Y
  • DTXSID9047097
  • InChI=1S/C21H44/c1-3-5-7-9-11-13-15-17-19-21-20-18-16-14-12-10-8-6-4-2/h3-21H2,1-2H3 Y
    Key: FNAZRRHPUDJQCJ-UHFFFAOYSA-N Y
  • CCCCCCCCCCCCCCCCCCCCC
Properties
C21H44
Molar mass 296.583 g·mol−1
Appearance Waxy solid
Density 0.7919 g mL−1
Melting point 40.5 °C (104.9 °F; 313.6 K)
Boiling point 356.10 °C; 672.98 °F; 629.25 K
2.9×10−11 g/L
log P 10.65
Vapor pressure 8.73X10-5 mm Hg
120 atm•m3/mole
1.4441
Hazards
NFPA 704 (fire diamond)
Health 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
1
0
Flash point 113 °C (235 °F; 386 K)
Related compounds
Related alkanes
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Natural occurrence edit

Heneicosane is used as a pheromone by the queen or king termites in the species Reticulitermes flavipes.[1] It also attracts mosquitoes in the genus Aedes and can be used in mosquito baits.[2] This works in nature as the hydrocarbon is produced in the skin of the larva. A 1:100000 fraction in water is the most attractive, but if the concentration is 1:1000 then mosquitoes are repelled instead.[3] Heneicosane is one of the major components of the safflower flower essential oil (Carthamus tinctorius).[4] All parts of the plant Periploca laevigata contain heneicosane.[5] Rosa damascena flower essential oil contains 5% heneicosane.[6] Sambucus nigra contains 2.3%.

References edit

  1. ^ "Termite queen, king recognition pheromone identified". 19 March 2018. Retrieved 21 March 2018.
  2. ^ Kumar, P; Lomash, V; Jatav, PC; Kumar, A; Pant, SC (January 2016). "Prenatal developmental toxicity study of n-heneicosane in Wistar rats". Toxicology and Industrial Health. 32 (1): 118–25. doi:10.1177/0748233713498438. PMID 24060842. S2CID 206543815.
  3. ^ Seenivasagan, T; Sharma, KR; Sekhar, K; Ganesan, K; Prakash, S; Vijayaraghavan, R (March 2009). "Electroantennogram, flight orientation, and oviposition responses of Aedes aegypti to the oviposition pheromone n-heneicosane". Parasitology Research. 104 (4): 827–33. doi:10.1007/s00436-008-1263-2. PMID 19018567. S2CID 6880282.
  4. ^ Asgarpanah, J; Kazemivash, N (February 2013). "Phytochemistry, pharmacology and medicinal properties of Carthamus tinctorius L.". Chinese Journal of Integrative Medicine. 19 (2): 153–9. doi:10.1007/s11655-013-1354-5. PMID 23371463. S2CID 386921.
  5. ^ Zito, P; Sajeva, M; Bruno, M; Rosselli, S; Maggio, A; Senatore, F (2013). "Essential oils composition of Periploca laevigata Aiton subsp. angustifolia (Labill.) Markgraf (Apocynaceae-Periplocoideae)". Natural Product Research. 27 (3): 255–65. doi:10.1080/14786419.2012.671319. PMID 22439883. S2CID 205838364.
  6. ^ Sadraei, H; Asghari, G; Emami, S (January 2013). "Inhibitory effect of Rosa damascena Mill flower essential oil, geraniol and citronellol on rat ileum contraction". Research in Pharmaceutical Sciences. 8 (1): 17–23. PMC 3895296. PMID 24459472.


 

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December 18, 2023
heneicosane, organic, compound, with, formula, 19ch3, straight, chain, saturated, hydrocarbon, white, namespreferred, iupac, name, henicosaneother, names, identifierscas, number, model, jsmol, interactive, imagebeilstein, reference, 1748500chebi, chebi, 32931,. Heneicosane is the organic compound with the formula CH3 CH2 19CH3 It is the straight chain saturated C21 hydrocarbon It is a white wax Heneicosane NamesPreferred IUPAC name HenicosaneOther names n HeneicosaneIdentifiersCAS Number 629 94 7 Y3D model JSmol Interactive imageBeilstein Reference 1748500ChEBI CHEBI 32931 YECHA InfoCard 100 010 109EC Number 211 118 9PubChem CID 12403UNII I93S5U5DMP YCompTox Dashboard EPA DTXSID9047097InChI InChI 1S C21H44 c1 3 5 7 9 11 13 15 17 19 21 20 18 16 14 12 10 8 6 4 2 h3 21H2 1 2H3 YKey FNAZRRHPUDJQCJ UHFFFAOYSA N YSMILES CCCCCCCCCCCCCCCCCCCCCPropertiesChemical formula C 21H 44Molar mass 296 583 g mol 1Appearance Waxy solidDensity 0 7919 g mL 1Melting point 40 5 C 104 9 F 313 6 K Boiling point 356 10 C 672 98 F 629 25 KSolubility in water 2 9 10 11 g Llog P 10 65Vapor pressure 8 73X10 5 mm HgHenry s lawconstant kH 120 atm m3 moleRefractive index nD 1 4441HazardsNFPA 704 fire diamond 110Flash point 113 C 235 F 386 K Related compoundsRelated alkanes IcosaneTetracosaneExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesNatural occurrence editHeneicosane is used as a pheromone by the queen or king termites in the species Reticulitermes flavipes 1 It also attracts mosquitoes in the genus Aedes and can be used in mosquito baits 2 This works in nature as the hydrocarbon is produced in the skin of the larva A 1 100000 fraction in water is the most attractive but if the concentration is 1 1000 then mosquitoes are repelled instead 3 Heneicosane is one of the major components of the safflower flower essential oil Carthamus tinctorius 4 All parts of the plant Periploca laevigata contain heneicosane 5 Rosa damascena flower essential oil contains 5 heneicosane 6 Sambucus nigra contains 2 3 References edit Termite queen king recognition pheromone identified 19 March 2018 Retrieved 21 March 2018 Kumar P Lomash V Jatav PC Kumar A Pant SC January 2016 Prenatal developmental toxicity study of n heneicosane in Wistar rats Toxicology and Industrial Health 32 1 118 25 doi 10 1177 0748233713498438 PMID 24060842 S2CID 206543815 Seenivasagan T Sharma KR Sekhar K Ganesan K Prakash S Vijayaraghavan R March 2009 Electroantennogram flight orientation and oviposition responses of Aedes aegypti to the oviposition pheromone n heneicosane Parasitology Research 104 4 827 33 doi 10 1007 s00436 008 1263 2 PMID 19018567 S2CID 6880282 Asgarpanah J Kazemivash N February 2013 Phytochemistry pharmacology and medicinal properties of Carthamus tinctorius L Chinese Journal of Integrative Medicine 19 2 153 9 doi 10 1007 s11655 013 1354 5 PMID 23371463 S2CID 386921 Zito P Sajeva M Bruno M Rosselli S Maggio A Senatore F 2013 Essential oils composition of Periploca laevigata Aiton subsp angustifolia Labill Markgraf Apocynaceae Periplocoideae Natural Product Research 27 3 255 65 doi 10 1080 14786419 2012 671319 PMID 22439883 S2CID 205838364 Sadraei H Asghari G Emami S January 2013 Inhibitory effect of Rosa damascena Mill flower essential oil geraniol and citronellol on rat ileum contraction Research in Pharmaceutical Sciences 8 1 17 23 PMC 3895296 PMID 24459472 nbsp This article about an organic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Heneicosane amp oldid 1089245748, wikipedia, wiki, book, books, library,

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