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Sigma-Aldrich

10-Undecenoic acid

98%

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:
24847622
NACRES:
NA.22

assay

98%

form

solid

refractive index

n20/D 1.449 (lit.)

bp

137 °C/2 mmHg (lit.)

mp

23-25 °C (lit.)

solubility

H2O: insoluble
alcohol: soluble
chloroform: soluble
diethyl ether: soluble

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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General description

10-Undecenoic acid undergoes copolymerisation with ethylene using the metallocene catalyst system Cp2ZrCl2 / methylaluminoxane.

Application

10-Undecenoic acid has been used to study the methods and mechanisms for the formation of molecular monolayers on silicon surface. It was used as starting reagent in the syntheses of pheromone (11Z)-hexadecenal and agriculturally important insect pheromones.

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

Certificates of Analysis (COA)

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Metallocene-Catalysed Copolymerisation of Ethylene with 10-Undecenoic Acid: The Effect of Experimental Conditions.
Santos JM, et al.
Macromolecular Chemistry and Physics, 202(11), 2195-2201 (2001)
10-Undecenoic acid, an inexpensive source for the synthesis of the pheromones of cotton pests, peach tree borer and cherry tree borer.
Pawar AS and Chattopadhyay S.
Molecules (Basel), 2(6), 87-90 (1997)
Molecular monolayers on silicon surfaces.
Lopinski GP and Wayner DDM.
Material Matters, 3(2), 38-38 (2008)
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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