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Key Documents

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

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.

pictograms

Exclamation mark

signalword

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)
Xing-Cong Li et al.
Antimicrobial agents and chemotherapy, 52(7), 2442-2448 (2008-05-07)
Our continuing effort in antifungal natural product discovery has led to the identification of five 6-acetylenic acids with chain lengths from C(16) to C(20): 6-hexadecynoic acid (compound 1), 6-heptadecynoic acid (compound 2), 6-octadecynoic acid (compound 3), 6-nonadecynoic acid (compound 4)
Betar M Gallant et al.
ACS nano, 9(5), 5143-5153 (2015-04-16)
The interfacial shear strength between Si microwires and a Nafion membrane has been tailored through surface functionalization of the Si. Acidic (-COOH-terminated) or basic (-NH2-terminated) surface-bound functionality was introduced by hydrosilylation reactions to probe the interactions between the functionalized Si
Bin Guan et al.
Scientific reports, 5, 12641-12641 (2015-08-01)
This Report presents a nitrogen-doping method by chemically forming self-assembled monolayers on silicon. Van der Pauw technique, secondary-ion mass spectroscopy and low temperature Hall effect measurements are employed to characterize the nitrogen dopants. The experimental data show that the diffusion

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