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Merck

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

Key Documents

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InChI key

QYDYPVFESGNLHU-KHPPLWFESA-N

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-

SMILES string

CCCCCCCC\C=C/CCCCCCCC(=O)OC

vapor pressure

10 mmHg ( 205 °C)

assay

99%

form

liquid

Quality Level

200

bp

218 °C/20 mmHg (lit.)

density

0.874 g/mL at 20 °C (lit.)

functional group

ester

storage temp.

−20°C

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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

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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Certificates of Analysis (COA)

Lot/Batch Number
0000506347
0000506347
MKCZ7656
0000476486
0000476486

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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
Michele Dei Cas et al.
Frontiers in pharmacology, 11, 570616-570616 (2020-12-29)
Cannabis (Cannabis sativa L.) is a highly promising medicinal plant with well-documented effectiveness and growing use in the treatment of various medical conditions. Cannabis oils are mostly used in galenic preparations, due to their easy adjustment of the administration dose
Aman Ullah et al.
ChemSusChem, 10(10), 2167-2174 (2017-03-02)
Catalytic transformation of renewable feedstocks into fine chemicals is in high demands and olefin metathesis is a sophisticated tool for biomass conversion. Nevertheless, the large-scale viability of such processes depends on the conversion efficiency, energy efficiency, catalytic activity, selective conversion
Hailey M Summers et al.
Bioresource technology, 196, 431-440 (2015-08-16)
The economic feasibility and environmental impact is investigated for the conversion of agricultural waste, delactosed whey permeate, through yeast fermentation to a renewable diesel via hydrothermal liquefaction. Process feasibility was demonstrated at laboratory-scale with data leveraged to validate systems models
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
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