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Sigma-Aldrich

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:
112-62-9
Molecular Weight:
296.49
Beilstein/REAXYS Number:
1727037
EC Number:
203-992-5
MDL number:
MFCD00009578
UNSPSC Code:
12352100
PubChem Substance ID:
24858840
NACRES:
NA.22

vapor pressure

10 mmHg ( 205 °C)

Quality Level

200

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.)

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

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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.

Storage Class

10 - Combustible liquids

wgk_germany

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)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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Physical chemistry chemical physics : PCCP, 16(26), 13220-13228 (2014-05-30)
Ozonolysis of methyl oleate monolayers at the air-water interface results in surprisingly rapid loss of material through cleavage of the C=C bond and evaporation/dissolution of reaction products. We determine using neutron reflectometry a rate coefficient of (5.7 ± 0.9) ×
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