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W324701

Sigma-Aldrich

Undecylenic acid

≥95%, FG

Synonym(s):

10-Undecenoic acid

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About This Item

Linear Formula:
CH2=CH(CH2)8COOH
CAS Number:
Molecular Weight:
184.28
FEMA Number:
3247
Colour Index Number:
42650
Beilstein/REAXYS Number:
1762631
EC Number:
Council of Europe no.:
689
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
8.039
organoleptic:
woody; waxy; soapy; sweet
grade:
FG
Halal
biological source:
synthetic
food allergen:
no known allergens

biological source

synthetic

grade

FG
Halal

reg. compliance

EU Regulation 1333/2008 & 178/2002

assay

≥95%

refractive index

n20/D 1.449 (lit.)

bp

137 °C/2 mmHg (lit.)

mp

23-25 °C (lit.)

density

0.912 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

woody; waxy; soapy; sweet

SMILES string

OC(=O)CCCCCCCCC=C

InChI

1S/C11H20O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2H,1,3-10H2,(H,12,13)

InChI key

FRPZMMHWLSIFAZ-UHFFFAOYSA-N

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General description

Undecylenic acid is an anti-fungal free fatty acid commonly used in topical antifungal formulations and as a preservative in cosmetics. It is one of the products formed during the pyrolysis of castor oil.[1][2][3][4]

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Warning

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

300.2 °F - closed cup

flash_point_c

149 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Handbook of Preservatives, 585-585 (2004)
Antifungal free fatty acids: a review.
Pohl CH, et al.
Science against microbial pathogens: communicating current research and technological advances, 3, 61-71 (2011)
Ying-Dan Hu et al.
Biotechnology progress, 30(5), 1005-1011 (2014-06-04)
Enzymatic synthesis of ascorbyl undecylenate, an unsaturated fatty acid ester of ascorbic acid, was reported with biomass-derived 2-methyltetrahydrofuran (MeTHF) as the cosolvent. Of the immobilized lipases tested, Candida antarctica lipase B (CAL-B) showed the highest activity for enzymatic synthesis of
Marijke Van der Steen et al.
ChemSusChem, 2(8), 692-713 (2009-08-04)
A lot of attention is currently being paid to the transition to a biobased economy. In this movement, most efforts concentrate on the development of bioenergy applications including bioethanol, biodiesel, thermochemical conversion of biomass, and others. However, in the energy
D S Ogunniyi
Bioresource technology, 97(9), 1086-1091 (2005-05-28)
Even though castor oil is inedible, it has long been an article of commerce. This is, in large measure, due to the versatility of the oil. This article discusses the extraction of castor oil and its refining methods and reviews

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