Oleic acid methyl ester

Structural formula
General
Surname	Oleic acid methyl ester
other names	cis-Octadec-9-enoic acid methyl ester Methyl oleate Oleic acid methyl ester cis-9-octadecenoic acid methyl ester
Molecular formula	C 19 H 36 O 2
Brief description	colorless liquid with a characteristic odor
External identifiers / databases
CAS number 112-62-9 2462-84-2 (unspecified stereochemistry) EC number 203-992-5 ECHA InfoCard 100.003.629 PubChem 5364509 ChemSpider 4516661 Wikidata Q27103186
properties
Molar mass	296.49 g mol −1
Physical state	liquid
density	0.87 g cm −3
Melting point	-20 ° C
boiling point	202–210 ° C (20 hPa)
solubility	practically insoluble in water miscible with ethanol and diethyl ether
Refractive index	1.452 (20 ° C)
safety instructions
GHS labeling of hazardous substances no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
Toxicological data	> 2000 mg kg −1 ( LD 50 ,  rat ,  oral ) > 5000 mg kg −1 ( LD 50 ,  rabbit ,  transdermal )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Methyl oleate is a chemical compound from the group of fatty acid ester , more specifically, the ester of oleic acid .

Occurrence

Oleic acid methyl ester is one of the components of biodiesel .

Extraction and presentation

Methyl oleate is one of the products of the transesterification of triolein with methanol in the presence of potassium carbonate . It can also be obtained by esterifying oleic acid.

properties

Oleic acid methyl ester is a flammable, hardly ignitable, light-sensitive, colorless liquid with a characteristic odor, which is practically insoluble in water.

use

Oleic acid methyl ester was used to investigate the catalytic potential of molybdenum (VI) oxide / bipyridine dicarboxylate hybrid material. It is also used as a chromatographic reference standard in biochemical research and serves as an intermediate for detergents, emulsifiers, wetting agents, stabilizers, textile treatments, plasticizers for duplicating printing inks, rubber and waxes. It is also used for lubricants and lubricant additives.

Individual evidence

1. ↑ ^{a b c d e f g h i} Entry on oleic acid methyl ester in the GESTIS substance database of the IFA , accessed on January 3, 2019(JavaScript required) .
2. ↑ David R. Lide: CRC Handbook of Chemistry and Physics A Ready-reference Book of Chemical and Physical Data . CRC Press, 1995, ISBN 978-0-8493-0595-5 ( limited preview in Google Book Search).
3. ↑ ^{a b} Data sheet Methyl oleate, 99% from Sigma-Aldrich , accessed on January 3, 2019 ( PDF ).
4. ↑ ^{a b} Data sheet methyl oleate (PDF) from Merck , accessed on January 3, 2019.
5. ↑ Kerem Bay: Biodiesel high-boiling absorbent for exhaust air purification . Cuvillier Verlag, 2007, ISBN 978-3-86727-471-5 , pp. 113 ( limited preview in Google Book search).
6. ↑ Data sheet Methyl oleate, analytical standard at Sigma-Aldrich , accessed on January 3, 2019 ( PDF ).
7. ↑ Entry on Methyl oleate in the Hazardous Substances Data Bank , accessed January 3, 2019.
8. ↑ Arno Behr, Thomas Seidensticker: Introduction to the chemistry of renewable raw materials Occurrence, conversion, use . Springer-Verlag, 2017, ISBN 978-3-662-55255-1 , pp. 71 ( limited preview in Google Book search).
9. ↑ Sonja Rothstock: Isomerization and isomerizing hydroformylation of fatty substances . Cuvillier Verlag, 2008, ISBN 978-3-86727-645-0 , p. 37 ( limited preview in Google Book search).
10. ↑ Data sheet Methyl oleate, 96% at AlfaAesar, accessed on January 3, 2019 ( PDF )(JavaScript required) .