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Nonacosane

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Nonacosane
Skeletal formula of nonacosane
Names
Preferred IUPAC name Nonacosane
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 1724922
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.010.116 Edit this at Wikidata
EC Number
  • 211-126-2
KEGG
MeSH nonacosane
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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/h3-29H2,1-2H3Key: IGGUPRCHHJZPBS-UHFFFAOYSA-N
SMILES
  • CCCCCCCCCCCCCCCCCCCCCCCCCCCCC
Properties
Chemical formula C29H60
Molar mass 408.799 g·mol
Appearance White, opaque, waxy crystals
Odor Odorless
Density 0.8083 g cm
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 , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

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, and evidence suggests it plays a role in the chemical communication of several insects, including the female Anopheles stephensi (a mosquito).

Nonacosane has been identified within several essential oils. It can also be prepared synthetically.

References

  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.
Alkanes
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