Chemistry:Oleyl oleate
| File:Oleyl oleate.svg | |
| Names | |
|---|---|
| IUPAC name
(9Z)-Octadec-9-enyl (9Z)-octadec-9-enoate
| |
| Identifiers | |
3D model (JSmol)
|
|
| ChEBI | |
| ChemSpider | |
| EC Number |
|
| KEGG | |
PubChem CID
|
|
| UNII | |
| |
| |
| Properties | |
| C36H68O2 | |
| Molar mass | 532.938 g·mol−1 |
| Appearance | Yellow liquid[1] |
| Insoluble[1] | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Oleyl oleate is a wax ester formed by the condensation of oleic acid and oleyl alcohol.
Properties
Oleyl oleate has the chemical formula C
36H
68O
2 and a molecular weight of 532.92 g/mol.[2] It is the ester derived from oleic acid and oleyl alcohol, both featuring a cis double bond at the 9-position. The systematic name is (9Z)-octadec-9-en-1-yl (9Z)-octadec-9-enoate.
Uses
Oleyl oleate is used as an emollient in cosmetics, providing skin conditioning and a non-greasy feel.[3] It is an ingredient in creams, lotions, and other personal care products. Oleyl oleate serves as a synthetic analogue of jojoba oil,[4] which consists primarily of similar long-chain wax esters, and has been explored for applications in lubricants and biofuels through biotechnological production in plant seeds.[5]
References
- ↑ 1.0 1.1 Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
- ↑ CID 5364672 from PubChem
- ↑ "Oleyl oleate". SpecialChem. https://cosmetics.specialchem.com/inci-ingredients/oleyl-oleate.
- ↑ Lopes, Danielle Branta; Duarte, Marta Cristina Teixeira; MacEdo, Gabriela Alves (2011). "Biosynthesis of oleyl oleate wax ester by non-commercial lipase". Food Science and Biotechnology 20 (5): 1203–1209. doi:10.1007/s10068-011-0166-7.
- ↑ Yu, Dan; Hornung, Ellen; Iven, Tim; Feussner, Ivo (2018). "High-level accumulation of oleyl oleate in plant seed oil by abundant supply of oleic acid substrates to efficient wax ester synthesis enzymes". Biotechnology for Biofuels 11 (1). doi:10.1186/s13068-018-1057-4. PMID 29507605. Bibcode: 2018BB.....11...53Y.
