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Merck
CN

R8750

Methyl ricinoleate

≥99% (GC)

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:
12352211
NACRES:
NA.25
PubChem Substance ID:
24899409
EC Number:
205-472-3
Beilstein/REAXYS Number:
6132055
MDL number:
MFCD00046712

Key Documents

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Product Name

Methyl ricinoleate, ≥99% (GC)

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

assay

≥99% (GC)

form

liquid

functional group

ester

lipid type

unsaturated FAs

shipped in

ambient

storage temp.

−20°C

Quality Level

200

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Related Categories

Packaging

Sealed ampule.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2257
BCCM2359
BCCL3185
BCCJ9292
BCCK2813

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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
M S Jie et al.
Lipids, 30(2), 115-120 (1995-02-01)
Using a combination of selective irradiation 1H nuclear magnetic resonance experiments and two-dimensional 1H-13C correlation spectroscopy spectral analysis of homoallylic and bis homoallylic substituted (azido, acetoxy, chloro and oxo) fatty ester derivatives, the carbon shifts of the ethylenic carbon atoms
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
Y Waché et al.
Applied and environmental microbiology, 66(3), 1233-1236 (2000-03-04)
We reported previously on the function of acyl coenzyme A (acyl-CoA) oxidase isozymes in the yeast Yarrowia lipolytica by investigating strains disrupted in one or several acyl-CoA oxidase-encoding genes (POX1 through POX5) (H. Wang et al., J. Bacteriol. 181:5140-5148, 1999).
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
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