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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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Packaging

Sealed ampule.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2257
BCCM2359
BCCL3185
BCCJ9292
BCCK2813

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M S Lie Ken Jie et al.
Lipids, 29(12), 889-892 (1994-12-01)
A novel 1-pyrroline fatty acid ester isomer (viz. 8-5-hexyl-1-pyrrolin-2-yl) octanoate) has been synthesized from methyl ricinoleate by two routes with an overall yield of 42 and 30%, respectively. Most of the reactions are carried out under concomitant ultrasonic irradiation (20
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).
Gilles Feron et al.
FEMS microbiology letters, 250(1), 63-69 (2005-07-27)
Cell structure modifications and beta-oxidation induction were monitored in two strains of Sporidiobolus, Sp. Ruinenii and Sp. pararoseus after cultivation on ricinoleic acid methyl ester. Ultrastructural observations of the yeast before and after cultivation on fatty acid esters did not
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
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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