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94192

Sigma-Aldrich

10-Undecenoic acid

purum, ≥97.0% (GC)

Synonym(s):

Undecylenic acid

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About This Item

Linear Formula:
CH2=CH(CH2)8COOH
CAS Number:
112-38-9
Molecular Weight:
184.28
Colour Index Number:
42650
Beilstein/REAXYS Number:
1762631
EC Number:
203-965-8
MDL number:
MFCD00004442
UNSPSC Code:
12352100
PubChem Substance ID:
329770310

grade

purum

assay

≥97.0% (GC)

form

solid

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.)

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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pictograms

Exclamation mark
GHS07

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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Certificates of Analysis (COA)

Lot/Batch Number
1419332
451472/1
443177/1
438637/1
431036/1

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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)
Rongling Yang et al.
PloS one, 9(10), e110342-e110342 (2014-10-21)
Highly efficient and regioselective acylation of pharmacologically interesting gastrodin with vinyl undecylenic acid has been firstly performed through an enzymatic approach. The highest catalytic activity and regioselectivity towards the acylation of 7'-hydroxyl of gastrodin was obtained with Pseudomonas cepacia lipase.
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
Adi Tzur-Balter et al.
Nature communications, 6, 6208-6208 (2015-02-12)
Nanostructured porous silicon (PSi) is emerging as a promising platform for drug delivery owing to its biocompatibility, degradability and high surface area available for drug loading. The ability to control PSi structure, size and porosity enables programming its in vivo

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