Pentadecylic acid

Source: Wikipedia, the free encyclopedia.
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 Edit this at Wikidata
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)[1]
Boiling point 257 °C (495 °F; 530 K) (100 mmHg)[1]
Related compounds
Related compounds
Hexadecanoic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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).[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][6] The butterfat in cow milk is its major dietary source, comprising 1.2% of cow milk fat.[7][3]

Rare genetic disorders causing unusually high concentrations of C15:0 and C17:0, including

alpha-oxidation.[9]

Research

Pentadecanoic acid has been compared to eicosapentaenoic acid (EPA) to evaluate the possibility that pentadecanoic acid is a previously unrecognized essential fatty acid.[10]

See also

References

  1. ^ a b Pentadecanoic acid, Sigma-Aldrich
  2. doi:10.15227/orgsyn.060.0011
    .
  3. ^
    ISBN 978-3527306732
    .
  4. S2CID 245406266
    .
  5. PMID 13229996
    .
  6. doi:10.9755/ejfa.v26i7.18187
    .
  7. PMID 9925119
    .
  8. PMID 27422507
    .
  9. PMID 37285239
    .
  10. PMID 35617322
    .

External links
Retrieved from "https://en.wikipedia.org/w/index.php?title=Pentadecylic_acid&oldid=1230010868"