Erucic acid

Erucic acid
Names
Preferred IUPAC name
(13Z)-Docos-13-enoic acid
Other names
Identifiers
3D model (JSmol)
1728049
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.647
EC Number
  • 204-011-3
177365
KEGG
PubChem CID
UNII
  • InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9- Y
    Key: DPUOLQHDNGRHBS-KTKRTIGZSA-N Y
  • InChI=1/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9-
    Key: DPUOLQHDNGRHBS-KTKRTIGZBD
SMILES
  • O=C(O)CCCCCCCCCCC\C=C/CCCCCCCC
Properties
C22H42O2
Molar mass 338.576 g·mol−1
Appearance White waxy solid
Density 0.860 g/cm3
Melting point 33.8 °C (92.8 °F; 306.9 K)
Boiling point 381.5 °C (718.7 °F; 654.6 K) (decomposes)
Insoluble
Solubility in methanol and ethanol Soluble
Hazards
GHS labelling:
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Flash point 349.9 °C (661.8 °F; 623.0 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Erucic acid is a monounsaturated omega-9 fatty acid, denoted 22:1ω9. It has the chemical formula: CH3(CH2)7CH=CH(CH2)11CO2H. It is prevalent in wallflower seed and other plants in the family Brassicaceae, with a reported content of 20 to 54% in high erucic acid rapeseed oil and 42% in mustard oil. Erucic acid is also known as cis-13-docosenoic acid and the trans isomer is known as brassidic acid.

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