Oleic acid

Oleic acid
Names
	Preferred IUPAC name (Z)-octadec-9-enoic acid
	Other names Oleic acid; (9Z)-Octadecenoic acid; (Z)-Octadec-9-enoic acid; cis-9-Octadecenoic acid; cis-Δ9-Octadecenoic acid; 18:1 cis-9 (Lipid numbers)
Identifiers
CAS Number	112-80-1 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL8659 ;
ChemSpider	393217 ;
DrugBank	DB04224;
ECHA InfoCard	100.003.643
IUPHAR/BPS	1054;
PubChem CID	445639;
UNII	2UMI9U37CP ;
CompTox Dashboard (EPA)	DTXSID1025809 ;
	SMILES CCCCCCCC\C=C/CCCCCCCC(O)=O;
Properties
Chemical formula	C18H34O2
Molar mass	282.47 g·mol−1
Appearance	colorless oily liquid with lard-like odor
Density	0.895 g/mL
Melting point	13 to 14 °C (55 to 57 °F; 286 to 287 K)
Boiling point	360 °C (680 °F; 633 K)
Solubility in water	Insoluble
Solubility in ethanol	Soluble
Magnetic susceptibility (χ)	−208.5·10−6 cm3/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319
Precautionary statements	P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364
NFPA 704 (fire diamond)	1 1 0
Flash point	189 °C (372 °F; 462 K) (closed cup)
Autoignition; temperature	363 °C (685 °F; 636 K)
Related compounds
Related compounds	Elaidic acid
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Oleic acid is one of the most common fatty acids.^[3] It is an ω−9 fatty acid, a type of unsaturated fat. It has the chemical formula C₁₇H₃₄O₂, sometimes written as C₁₇H₃₃COOH or C₈H₁₇−CH=CH−C₇H₁₄COOH. It is a cis fat; the matching trans fat is elaidic acid.

Compounds made from oleic acid are called oleates. Because it is a fatty acid, its salts are called soaps. Oleate esters, specifically triglycerides, are common in animal fats and vegetable oils, especially olive oil.

References

↑ Young, Jay A. (2002). "Chemical Laboratory Information Profile: Oleic Acid". Journal of Chemical Education. 79 (1): 24. Bibcode:2002JChEd..79...24Y. doi:10.1021/ed079p24.
1 2 3 4 "Oleic Acid". pubchem.ncbi.nlm.nih.gov. Retrieved 3 April 2026.
↑ "Molecule of the Week: Oleic Acid". American Chemical Society. 2026-03-30. Retrieved 2026-04-10.

[1] Young, Jay A. (2002). "Chemical Laboratory Information Profile: Oleic Acid". Journal of Chemical Education. 79 (1): 24. Bibcode:2002JChEd..79...24Y. doi:10.1021/ed079p24.

[pubchem-2] 1 2 3 4 "Oleic Acid". pubchem.ncbi.nlm.nih.gov. Retrieved 3 April 2026.

[3] "Molecule of the Week: Oleic Acid". American Chemical Society. 2026-03-30. Retrieved 2026-04-10.

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