Nonacosane is a straight-chain hydrocarbon with a molecular formula of C29H60, and the structural formula CH3(CH2)27CH3. It has 1,590,507,121 constitutional isomers.
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Preferred IUPAC name
Nonacosane[1] | |
Identifiers | |
3D model (JSmol)
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1724922 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.010.116 |
EC Number |
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KEGG | |
MeSH | nonacosane |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C29H60 | |
Molar mass | 408.799 g·mol−1 |
Appearance | White, opaque, waxy crystals |
Odor | Odorless |
Density | 0.8083 g cm−3 |
Melting point | 62 to 66 °C; 143 to 151 °F; 335 to 339 K |
Boiling point | 440.9 °C; 825.5 °F; 714.0 K |
log P | 15.482 |
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Related alkanes
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Nonacosane occurs naturally and has been reported to be a component of a pheromone of Orgyia leucostigma,[2] and evidence suggests it plays a role in the chemical communication of several insects, including the female Anopheles stephensi (a mosquito).[3]
Nonacosane has been identified within several essential oils. It can also be prepared synthetically.[4]
References
edit- ^ "nonacosane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification and Related Records. Retrieved 2 January 2012.
- ^ Pheromone identification
- ^ Brei B, Edman JD, Gerade B, Clark JM (2004). "Relative abundance of two cuticular hydrocarbons indicates whether a mosquito is old enough to transmit malaria parasites". J. Med. Entomol. 41 (4): 807–9. doi:10.1603/0022-2585-41.4.807. PMID 15311480.
- ^ Bentley, H.R.; Henry, J.A.; Irvine, D.S.; Mukerji, D. & Spring, F.S. (1955). "Triterpenoids. Part XXXII. cyclolaudenol, a triterpenoid alcohol from opium". J. Chem. Soc.: 596–602. doi:10.1039/jr9550000596.