Erucic acid

Erucic acid
Names
	Preferred IUPAC name (13Z)-Docos-13-enoic acid
	Other names C22:1 (Lipid numbers)
Identifiers
CAS Number	112-86-7 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1728049
ChEBI	CHEBI:28792 ;
ChEMBL	ChEMBL1173380 ;
ChemSpider	4444561 ;
ECHA InfoCard	100.003.647
EC Number	204-011-3;
Gmelin Reference	177365
KEGG	C08316 ;
PubChem CID	5281116;
UNII	075441GMF2 ;
CompTox Dashboard (EPA)	DTXSID8026931 ;
	InChI 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- Key: DPUOLQHDNGRHBS-KTKRTIGZSA-N ; 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
Chemical formula	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)
Solubility in water	Insoluble
Solubility in methanol and ethanol	Soluble
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	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). verify (what is ?) Infobox references

Erucic acid is a monounsaturated omega-9 fatty acid, denoted 22:1ω9. It has the chemical formula: CH_₃(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^[2] and 42% in mustard oil. Erucic acid is also known as cis-13-docosenoic acid and the trans isomer is known as brassidic acid.

^ "Erucic acid". pubchem.ncbi.nlm.nih.gov. Retrieved 3 January 2022.
^ Sahasrabudhe, M. R. (1977). "Crismer values and erucic acid contents of rapeseed oils". Journal of the American Oil Chemists' Society. 54 (8): 323–324. doi:10.1007/BF02672436. S2CID 84400266.

[1] "Erucic acid". pubchem.ncbi.nlm.nih.gov. Retrieved 3 January 2022.

[2] Sahasrabudhe, M. R. (1977). "Crismer values and erucic acid contents of rapeseed oils". Journal of the American Oil Chemists' Society. 54 (8): 323–324. doi:10.1007/BF02672436. S2CID 84400266.

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