Nonacosane

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Nonacosane
Skeletal formula of nonacosane
Names
Preferred IUPAC name
Nonacosane[1]
Identifiers
3D model (JSmol)
1724922
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.010.116 Edit this at Wikidata
EC Number
  • 211-126-2
KEGG
MeSH nonacosane
UNII
  • InChI=1S/C29H60/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h3-29H2,1-2H3 checkY
    Key: IGGUPRCHHJZPBS-UHFFFAOYSA-N checkY
  • CCCCCCCCCCCCCCCCCCCCCCCCCCCCC
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
Related compounds
Related alkanes
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 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.

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]

  1. ^ "nonacosane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 16 September 2004. Identification and Related Records. Retrieved 2 January 2012.
  2. ^ Pheromone identification
  3. ^ 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.
  4. ^ 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.