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Merck
CN

124672

10-Undecenoic acid

98%

Synonym(s):

Undecylenic acid

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About This Item

Linear Formula:
CH2=CH(CH2)8COOH
CAS Number:
Molecular Weight:
184.28
EC Number:
203-965-8
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Colour Index Number:
42650
Beilstein/REAXYS Number:
1762631
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Quality Level

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.)

functional group

allyl, carboxylic acid

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

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.


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Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

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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Articles

Explore methods for molecular monolayers on silicon surfaces, their properties, and applications in molecular electronics and sensing.


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)



Global Trade Item Number

SKUGTIN
124672-100ML04061838723062
124672-500ML04061838723079