(±)-cis-12,13-Epoxy-9(Z)-octadecenoic Acid

CAS: 17966-13-1

Ref. TR-E589430

Product Information

• Name: (±)-cis-12,13-Epoxy-9(Z)-octadecenoic Acid
• Synonyms: cis-12,13-Epoxy-9(Z)-octadecenoic acidcis-12,13-Epoxyoctadeca-cis-9-enoic acid, rel-(9Z)-11-[(2R,3S)-3-Pentyl-2-oxiranyl]-9-undecenoic acid, (±)Vernolic acid, (9Z)-11-[(2R,3S)-3-pentyloxiran-2-yl]undec-9-enoic acid

Description

Applications (±)-cis-12,13-Epoxy-9(Z)-octadecenoic Acid, an isomer of (-)-Vernolic Acid (V128710). a fatty acid that is monounsaturated and contains an epoxide. It is It is the cis epoxide derived from the C12-C13 alkene of linoleic acid, and an isomer of coronaric acid. Vernolic acid is the key component in vernonia oil, which is produced in abundance by the genera Vernonia and Euphorbia and is a potentially useful biofeedstock.
References Gunstone FD., ournal of the Chemical Society. 1954: 1611-1616(1954);

• Brand: TRC

Chemical properties

• Molecular weight: 296.44
• Formula: C₁₈H₃₂O₃
• Color/Form: Neat
• InChI: InChI=1S/C18H32O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h8,11,16-17H,2-7,9-10,12-15H2,1H3,(H,19,20)/b11-8-/t16-,17+/m1/s1
• InChI key: InChIKey=CCPPLLJZDQAOHD-GJGKEFFFSA-N
• SMILES: CCCCC[C@H]1O[C@H]1C/C=C\CCCCCCCC(=O)O