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.
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 |
PubChem CID
|
|
UNII |
|
CompTox Dashboard (EPA)
|
|
| |
| |
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)[1] |
Boiling point | 257 °C (495 °F; 530 K) (100 mmHg)[1] |
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
|
A laboratory preparation involves permanganate oxidation of 1-hexadecene (CH3(CH2)13CH=CH2).[2]
It is one of the most common odd-chain fatty acids, although it is rare in nature.[3] Pentadecylic acid is found primarily in dairy fat, as well as in ruminant meat and some fish and plants.[4][5] The butterfat in cow milk is its major dietary source, comprising 1.2% of cow milk fat.[6][3]
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,[7] involving alpha-oxidation.[8]
Pentadecanoic acid has been compared to eicosapentaenoic acid (EPA) to evaluate the possibility that pentadecanoic acid is a previously unrecognized essential fatty acid.[9]