Pentadecylic acid

Pentadecylic acid
Names
Preferred IUPAC name
Pentadecanoic acid
Other names
n-Pentadecanoic acid;
C15:0 (Lipid numbers)
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.012.448
UNII
  • InChI=1S/C15H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17/h2-14H2,1H3,(H,16,17)
  • O=C(O)CCCCCCCCCCCCCC
Properties
C15H30O2
Molar mass 242.403 g·mol−1
Density 0.842 g/cm3
Melting point 51 to 53 °C (124 to 127 °F; 324 to 326 K)
Boiling point 257 °C (495 °F; 530 K) (100 mmHg)
Related compounds
Related compounds
 Tetradecanoic acid, Hexadecanoic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Pentadecylic acid, also known as pentadecanoic acid or C15:0, is an odd-chain saturated fatty acid. Its molecular formula is CH3(CH2)13CO2H. It is a colorless solid.

A laboratory preparation involves permanganate oxidation of 1-hexadecene (CH3(CH2)13CH=CH2).

It is one of the most common odd-chain fatty acids, which are rare in nature. Pentadecylic acid is found primarily in dairy fat, as well as in ruminant meat and some fish and plants. The butterfat in cow milk is its major dietary source, comprising 1.2% of cow milk fat.

Rare genetic disorders causing unusually high concentrations of C15:0 and C17:0, including Refsum disease, Zellweger syndrome, and propionic acidemia, confirmed endogenous synthesis of these odd-chain FAs in humans, involving alpha oxidation.

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