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Petroselinic acid

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Petroselinic acid
Petroselinic acid
Names
IUPAC name
(6Z)-Octadec-6-enoic acid
Other names
(6Z)-Octadecenoic acid
(Z)-Octadec-6-enoic acid
cis-6-Octadecenoic acid
cis96/sup>-Octadecenoic acid
Petroselinic acid
18:1 cis-6
Identifiers
3D model (JSmol)
ECHA InfoCard 100.008.901 Edit this at Wikidata
  • CCCCCCCCCCC\C=C/CCCCC(O)=O
Properties
C18H34O2
Molar mass 282.468 g·mol−1
Appearance White powder
Insoluble
Solubility in methanol Soluble
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
0
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Petroselinic acid is a fatty acid that occurs naturally in several animal and vegetable fats and oils. It is an white powder and commercially available. In chemical terms, petroselinic acid is classified as a monounsaturated omega-6 fatty acid, abbreviated with a lipid number of 18:1 cis-6. It has the formula CH3(CH2)10CH=CH(CH2)4COOH. The term "petroselinic" means related to, or derived from, oil of Petroselinum, parsley. Petroselinic acid is a naturally occuring isomer of oleic acid.

Occurrence

Fatty acids mostly occur as their esters, commonly the triglycerides, which are the greasy materials in many natural oils. Via the process of saponification, the fatty acids can be obtained.

Production and chemical behavior

The trans isomer of petroselinic acid is called petroselaidic acid.

Uses

Health effects

References