Eicosane

Eicosane, also commonly spelled icosane, is an alkane or a hydrocarbon with the chemical formula H20C42.[2][3] It has 366,319 structural isomers. Its high flash point makes it a hard to light fuel, so it is not much use in the petrochemical industry.[4] However, an isomer of eicosane, n-Eicosane (the straight-chain structural isomer of eicosane) is the shortest compound found in paraffin waxes (CnH2n+2, where [math]\displaystyle{ n = \mathbb {Z} = {[20,40]} }[/math]) used to form candles. Eicosane's phase transition at a moderate temperature makes it a candidate for PCM, which is used to store thermal energy and control temperature.

Eicosane
Eicosane.png
Icosane 3D ball.png
Other names n-Eicosane
Identifiers
CAS number 112-95-8
PubChem 8222
EC number 204-018-1
MeSH eicosane
ChEBI CHEBI:43619
SMILES CCCCCCCCCCCCCCCCCCCC
Beilstein Reference 1700722
Properties
Molecular formula C20H42
Molar mass 282.55 g mol-1
Appearance Colorless, waxy crystals
Odor Odorless
Melting point

Expression error: Unrecognized word "to". °C, 309 to 311 K, Expression error: Unrecognized word "to". °F

Boiling point
log P 10.897
kH 31 μmol Pa−1 kg−1
Thermochemistry
Standard molar
entropy
So298
558.6 J K−1 mol−1
Specific heat capacity, C 602.5 J K−1 mol−1 (at 6.0 °C)
Hazards
NFPA 704

NFPA 704.svg

1
0
0
 
Flash point >
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Eicosane is a non-polar molecule: quite unreactive except when it burns (see the NFPA Diamond in the infobox). It is also way less dense than insoluble in water. This also means it shares properties with its smaller alkaline counterparts.

Eicosane can also be detected in the body odor of people diagnosed with Parkinson's Disease.[4]

The compound is found in the highest concentrations in plants such as Mexican ageratum, licorice, and the Bayrum tree.[5]

References

  1. International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 59. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  2. PubChem. "Eicosane". pubchem.ncbi.nlm.nih.gov. Retrieved 2021-05-20.
  3. "PDBeChem: Ligand Dictionary (PDB Ligand Chemistry - chemical component dictionary)". www.ebi.ac.uk. Retrieved 2021-06-03.
  4. 4.0 4.1 "icosane (CHEBI:43619)". www.ebi.ac.uk. Retrieved 2021-05-20.
  5. "Activities of a Specific Chemical Query". 2015-09-23. Archived from the original on 2015-09-23. Retrieved 2021-05-21.{{cite web}}: CS1 maint: bot: original URL status unknown (link)