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Methyl ricinoleate

analytical standard

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Synonym(s):
(R)-12-Hydroxy-cis-9-octadecenoic acid methyl ester, Methyl 12-hydroxyoleate, Ricinoleic acid methyl ester
Empirical Formula (Hill Notation):
C19H36O3
CAS Number:
Molecular Weight:
312.49
Beilstein/REAXYS Number:
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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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’.

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Synthesis of Enantiomerically Pure 2, 3, 4, 6-Tetrasubstituted Tetrahydropyrans by Prins-Type Cyclization of Methyl Ricinoleate and Aldehydes.
Biermann U, et al.
European Journal of Organic Chemistry, 2006(11), 2631-2637 (2006)
Mario Aguedo et al.
Journal of agricultural and food chemistry, 51(10), 3007-3011 (2003-05-02)
The adhesion of methyl ricinoleate droplets to cells of the yeast Yarrowia lipolytica was investigated. A new cytometric method, relying on the double staining of fatty globules with Nile Red and of cells with Calcofluor, enabled us to quantify methyl
Antoine Dupé et al.
ChemSusChem, 5(11), 2249-2254 (2012-09-27)
The modification of methyl ricinoleate by etherification of the hydroxyl group was accomplished by using a nonclassical ruthenium-catalyzed allylation reaction and also by esterification. Methyl ricinoleate derivatives were engaged in ring-closing metathesis (RCM) reactions leading to biosourced 3,6-dihydropyran and α,β-unsaturated
G Feron et al.
FEMS microbiology letters, 149(1), 17-24 (1997-04-01)
This paper provides new information about the metabolism of various fatty acids and gamma-decalactone production by yeast. An analysis of the fatty acid composition of the yeast Sporidiobolus salmonicolor during batch production of lactone with ricinoleic acid methyl ester as
Thao T T Ho et al.
ChemSusChem, 2(8), 749-754 (2009-07-02)
A design-of-experiments approach for the investigation of the cross-metathesis of methyl ricinoleate with methyl acrylate is described. Two second-generation metathesis initiators were studied using different reaction conditions, revealing optimal reaction conditions for each catalyst. Interestingly, the two catalysts showed completely

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