Petroselinic Acid
Structural Formula Vector Image
Title: Petroselinic Acid
CAS Registry Number: 593-39-5
CAS Name: cis-6-Octadecenoic acid
Additional Names: petroselic acid; 5-heptadecylene-1-carboxylic acid; D5-octadecylenic acid
Molecular Formula: C18H34O2
Molecular Weight: 282.46
Percent Composition: C 76.54%, H 12.13%, O 11.33%
Line Formula: CH3(CH2)10CH=CH(CH2)4COOH
Literature References: Isoln from parsley seed oil, the oil extracted from dried ripe seed of Petroselinum hortense Hoffm., Umbelliferae: Fore et al., J. Am. Oil Chem. Soc. 37, 490 (1960).
Properties: Leaflets from petr ether, mp 29.5-30.1°. bp18 237-238°; d440 0.8700. nD40 1.4533. Low temp solubilities: Heptane at -10° = 0.50 g/100 g solution; methanol at -20° = 0.48 g/100 g; ethyl acetate at -20° = 0.73 g/100 g; ether at -20° = 3.52 g/100 g. Ozonolysis yields 85% of adipic acid. Neutralization equivalent: 282.45; iodine value 89.87%.
Melting point: mp 29.5-30.1°
Boiling point: bp18 237-238°
Index of refraction: nD40 1.4533
Density: d440 0.8700
 
Derivative Type: Methyl ester
Molecular Formula: C19H36O2
Molecular Weight: 296.49
Percent Composition: C 76.97%, H 12.24%, O 10.79%
Properties: Liq, d420 0.8767; nD20 1.4501; bp10 208-210°.
Boiling point: bp10 208-210°
Index of refraction: nD20 1.4501
Density: d420 0.8767
 
Derivative Type: Glyceryl triester
Additional Names: Glyceryl tripetroselinate; tripetroselin
Molecular Formula: C57H104O6
Molecular Weight: 885.43
Percent Composition: C 77.32%, H 11.84%, O 10.84%
Properties: Solidifies at 16.5°. nD40 1.4619.
Index of refraction: nD40 1.4619
 
Derivative Type: Amide
Molecular Formula: C18H35NO
Molecular Weight: 281.48
Percent Composition: C 76.81%, H 12.53%, N 4.98%, O 5.68%
Properties: Needles, mp 76°.
Melting point: mp 76°

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