311111
Methyl oleate
99%
Synonym(s):
Methyl cis-9-octadecenoate, Oleic acid methyl ester
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About This Item
Linear Formula:
CH3(CH2)7CH=CH(CH2)7CO2CH3
CAS Number:
Molecular Weight:
296.49
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-992-5
Beilstein/REAXYS Number:
1727037
MDL number:
vapor pressure
10 mmHg ( 205 °C)
Quality Level
assay
99%
form
liquid
refractive index
n20/D 1.452 (lit.)
bp
218 °C/20 mmHg (lit.)
density
0.874 g/mL at 20 °C (lit.)
functional group
ester
storage temp.
−20°C
SMILES string
CCCCCCCC\C=C/CCCCCCCC(=O)OC
InChI
1S/C19H36O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h10-11H,3-9,12-18H2,1-2H3/b11-10-
InChI key
QYDYPVFESGNLHU-KHPPLWFESA-N
General description
The methyl oleate monolayers at the air-water interface undergoes ozonolysis that results in rapid loss of material through cleavage of the C=C bond and evaporation/dissolution of reaction products.
Application
Methyl oleate can be used as a reactant to synthesize:
- Epoxidized methyl oleate via epoxidation.
- Allyl azides via manganese(III) acetate-mediated addition of azide in the alkyl chain.
- Bromohydrin products via hydroxybromination with N-bromosuccinimide.
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Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
235.4 °F - closed cup
flash_point_c
113.0 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
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Wijb J C Dekker et al.
FEMS yeast research, 19(6) (2019-08-20)
In Saccharomyces cerevisiae, acyl-coenzyme A desaturation by Ole1 requires molecular oxygen. Tween 80, a poly-ethoxylated sorbitan-oleate ester, is therefore routinely included in anaerobic growth media as a source of unsaturated fatty acids (UFAs). During optimization of protocols for anaerobic bioreactor
Estefania Oliva et al.
Biomolecules, 10(2) (2020-02-26)
Bearing grafts based on fatty esters derivatives, lipidyl-cyclodextrins (L-CDs) are compounds able to form water-soluble nano-objects. In this context, bicatenary biobased lipidic-cyclodextrins of low DS were easily synthesized from a fatty ester epoxide by means of alternative methods (ball-milling conditions
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 311111-5G | 04061836699345 |
| 311111-250G | 04061833398302 |
| 311111-25G | 04061826681343 |