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311111

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:
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.)

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

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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 Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

311111-5G:
311111-250G:
311111-VAR:
311111-25G:
311111-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR0129
MKCQ9668
MKCQ6509
MKCQ1723
MKCP8588

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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
Tatiana R Amarante et al.
Inorganic chemistry, 52(8), 4618-4628 (2013-03-28)
The reaction of MoO3, 2,2'-bipyridine-5,5-dicarboxylic acid (H2bpdc), water, and dimethylformamide in the mole ratio 1:1:1730:130 at 150 °C for 3 days in a rotating Teflon-lined digestion bomb leads to the isolation of the molybdenum oxide/bipyridinedicarboxylate hybrid material (DMA)[MoO3(Hbpdc)]·nH2O (1) (DMA
Christian Pfrang et al.
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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