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Methyl ricinoleate

analytical standard

Synonym(s):

(R)-12-Hydroxy-cis-9-octadecenoic acid methyl ester, Methyl 12-hydroxyoleate, Ricinoleic acid methyl ester

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About This Item

Empirical Formula (Hill Notation):
C19H36O3
CAS Number:
Molecular Weight:
312.49
Beilstein:
6132055
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

Assay

≥99.0% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

format

neat

functional group

ester

shipped in

ambient

storage temp.

−20°C

SMILES string

O=C(OC)CCCCCCC/C=C\C[C@H](O)CCCCCC

InChI

1S/C19H36O3/c1-3-4-5-12-15-18(20)16-13-10-8-6-7-9-11-14-17-19(21)22-2/h10,13,18,20H,3-9,11-12,14-17H2,1-2H3/b13-10-/t18-/m1/s1

InChI key

XKGDWZQXVZSXAO-ADYSOMBNSA-N

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General description

Methyl ricinoleate is an enantiomerically renewable compound commercially obtained by the transesterification from castor oil, commonly used in cosmetics, plasticizers, lubricating oils and fine-chemical industries.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Optimization of methyl ricinoleate synthesis with ionic liquids as catalysts using the response surface methodology.
Xu W, et al.
Chemical Engineering Journal, 275(11), 63-70 (2015)
A Endrizzi et al.
Journal of basic microbiology, 35(5), 285-292 (1995-01-01)
The capacity of several strains of yeasts to do the bioconversion of methyl ricinoleate into gamma-decalactone, was studied in a medium containing this methylic ester of fatty acid as sole carbon source. Amongst the strains which are able to do
David S Wunschel et al.
The Analyst, 137(9), 2077-2085 (2012-03-15)
The investigation of crimes involving chemical or biological agents is infrequent, but presents unique analytical challenges. The protein toxin ricin is encountered more frequently than other agents and is found in the seeds of Ricinus communis, commonly known as the
Y Waché et al.
Letters in applied microbiology, 30(3), 183-187 (2000-04-04)
Size of methyl ricinoleate droplets during biotransformation into gamma-decalactone by Yarrowia lipolytica was measured in both homogenized and non-homogenized media. In non-homogenized but shaken medium, droplets had an average volume surface diameter d32 of 2.5 microm whereas it was 0.7
Y Waché et al.
Applied and environmental microbiology, 67(12), 5700-5704 (2001-11-28)
Some microorganisms can transform methyl ricinoleate into gamma-decalactone, a valuable aroma compound, but yields of the bioconversion are low due to (i) incomplete conversion of ricinoleate (C(18)) to the C(10) precursor of gamma-decalactone, (ii) accumulation of other lactones (3-hydroxy-gamma-decalactone and

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