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Merck
CN

83916

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:
141-24-2
Molecular Weight:
312.49
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329769092
EC Number:
205-472-3
Beilstein/REAXYS Number:
6132055
MDL number:
MFCD00046712

Key Documents

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Product Name

Methyl ricinoleate, analytical standard

InChI key

XKGDWZQXVZSXAO-ADYSOMBNSA-N

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

SMILES string

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

grade

analytical standard

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

Quality Level

100

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Application

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

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP0920
BCCN1720
BCCK2128
BCCG7281
BCCF3844

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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)
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
J T Lin et al.
Lipids, 35(5), 481-486 (2000-07-25)
We have examined the role of 2-oleoyl-PE (phosphatidylethanolamine) in the biosynthesis of triacylglycerols (TAG) by castor microsomes. In castor microsomal incubation, the label from 14C-oleate of 1-palmitoyl-2-[1-(14)C]oleoyl-sn-glycero-3-phosphoethanolamine is incorporated into TAG containing ricinoleate. The enzyme characteristics, such as optimal pH
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
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
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