Skip to Content
Merck
All Photos(4)

Key Documents

View All Documentation

311111

Sigma-Aldrich

Methyl oleate

99%

Synonym(s):

Methyl cis-9-octadecenoate, Oleic acid methyl ester

Sign Into View Organizational & Contract Pricing
All Photos(4)

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.)

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

Looking for similar products? Visit Product Comparison Guide

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Wan-Ying Wong et al.
The Science of the total environment, 727, 138534-138534 (2020-04-26)
Interest in biodiesel research has escalated over the years due to dwindling fossil fuel reserves. The implementation of a carbon-based solid acid catalyst in biodiesel production eradicates the separation problems associated with homogeneous catalysis. However, its application in the glycerol-free
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
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
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) ×
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service