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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
Pricing and availability is not currently available.

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)

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General description

10-Undecenoic acid undergoes copolymerisation with ethylene using the metallocene catalyst system Cp2ZrCl2 / methylaluminoxane[1].

Application

10-Undecenoic acid has been used to study the methods and mechanisms for the formation of molecular monolayers on silicon surface[2]. It was used as starting reagent in the syntheses of pheromone (11Z)-hexadecenal and agriculturally important insect pheromones[3].

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
BCCH9985
BCBW7358
STBF1132V
STBB6087V
STBD1924V

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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)
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)
Molecular monolayers on silicon surfaces.
Lopinski GP and Wayner DDM.
Material Matters, 3(2), 38-38 (2008)
Terence Tieu et al.
Biomaterials science, 9(1), 133-147 (2020-11-03)
Targeted delivery of chemotherapeutics to cancer cells has the potential to yield high drug concentrations in cancer cells while minimizing any unwanted side effects. However, the development of multidrug resistance in cancer cells may impede the accumulation of chemotherapy drugs
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)
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Molecular Monolayers on Silicon Surfaces

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

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