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

grade

analytical standard

Quality Level

100

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

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

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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)
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)
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
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
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
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