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Sigma-Aldrich

Erucic acid

technical, ~90% (GC)

Synonym(s):

cis-13-Docosenoic acid, Prifac 2990

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About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)11COOH
CAS Number:
Molecular Weight:
338.57
Beilstein:
1728049
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical

Quality Level

Assay

~90% (GC)

form

powder or crystals

bp

358 °C/400 mmHg (lit.)

mp

28-32 °C (lit.)

functional group

carboxylic acid

SMILES string

[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCCCC(O)=O

InChI

1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9-

InChI key

DPUOLQHDNGRHBS-KTKRTIGZSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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W B Rizzo et al.
Neurology, 39(11), 1415-1422 (1989-11-01)
We investigated the biochemical and clinical efficacy of dietary erucic acid (C22:1) therapy for X-linked adrenoleukodystrophy (ALD). In a double-blind crossover study of patients who were on chronic oleic acid (C18:1) therapy, addition of erucic acid to the diet led
Processing of crambe for oil and isolation of erucic acid.
Vargas-Lopez JM, et al.
Journal of the American Oil Chemists' Society, 76(7), 801-809 (1999)
Ujjal K Nath et al.
TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik, 118(4), 765-773 (2008-12-04)
High erucic acid rapeseed (HEAR) oil is of interest for industrial purposes because erucic acid (22:1) and its derivatives are important renewable raw materials for the oleochemical industry. Currently available cultivars contain only about 50% erucic acid in the seed
Arun Jagannath et al.
TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik, 122(6), 1091-1103 (2010-12-29)
Oil content and oil quality fractions (viz., oleic, linoleic and linolenic acid) are strongly influenced by the erucic acid pathway in oilseed Brassicas. Low levels of erucic acid in seed oil increases oleic acid content to nutritionally desirable levels, but
Shiva Shanker Kaki et al.
Biotechnology and bioengineering, 110(1), 78-86 (2012-07-20)
The enzymatic conversion of mixtures of multiple substrates was studied quantitatively, based on established methodology used for the enzymatic kinetic resolution of racemic mixtures, involving the use of competitive factors: ratios of specificity constants (k(cat)/K(M)) of substrate pairs. The competitive

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