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Merck
CN

115126

Methyl 10-undecenoate

96%

Synonym(s):

10-Undecenoic acid methyl ester, Undecylenic acid methyl ester

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About This Item

Linear Formula:
CH2=CH(CH2)8CO2CH3
CAS Number:
111-81-9
Molecular Weight:
198.30
NACRES:
NA.22
PubChem Substance ID:
24847199
UNSPSC Code:
12352100
EC Number:
203-910-8
MDL number:
MFCD00016689

Key Documents

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Product Name

Methyl 10-undecenoate, 96%

InChI key

KISVAASFGZJBCY-UHFFFAOYSA-N

InChI

1S/C12H22O2/c1-3-4-5-6-7-8-9-10-11-12(13)14-2/h3H,1,4-11H2,2H3

SMILES string

COC(=O)CCCCCCCCC=C

assay

96%

refractive index

n20/D 1.437 (lit.)

bp

245 °C (lit.)

density

0.882 g/mL at 25 °C (lit.)

functional group

allyl
ester

Quality Level

100

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Application

Methyl 10-undecenoate is an unsaturated fatty acid ester that can be used as a substrate:
  • To prepare bifunctional polymer precursors via hydroformylation reaction.
  • To synthesize α,ω-ester amides via aminocarbonylation in the presence of palladium catalyst.
  • To modify commercial silicone monomer, 1,3,5,7-tetramethylcyclotetrasiloxane, for the preparation of silicone hollow nano/microstructures in water by hydrosilylation reaction.

General description

Methyl 10-undecenoate is the chain stopper in the polymerization of long-chain aliphatic α,ω-diene through acyclic diene metathesis (ADMET). This helps in tuning the molecular weight of the resulting polyester in a range varying from 10 to 45 kDa.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

239.0 °F - closed cup

flash_point_c

115 °C - closed cup

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF0426V
SHBP0215
SHBN5333
SHBN2760
MKCG1742

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Silicone Nano/Microstructures Obtained in Ionic Polymerization.
Kuzmicz D, et al.
Macromolecular Symposia, 308(1), 43-48 (2011)
Silicone nano/microstructures obtained in ionic polymerization
Macromolecular Symposia, 308(1), 43-48 (2011)
Anastasiya Rybak et al.
ChemSusChem, 1(6), 542-547 (2008-08-15)
The preparation of a long-chain aliphatic alpha,omega-diene from plant oil derivatives and its subsequent polymerization through acyclic diene metathesis (ADMET) is described. The ADMET bulk polymerization of the thus-obtained monomer, undecyl undecenoate, was investigated and optimized by applying ruthenium-based metathesis
Selective formation of ?,?-ester amides from the aminocarbonylation of castor oil derived methyl 10-undecenoate and other unsaturated substrates
Jimenez-Rodriguez C, et al.
Catalysis Science & Technology, 4(8), 2332-2339 (2014)
Improvement of Productivity for Aqueous Biphasic Hydroformylation of Methyl 10-Undecenoate: A Detailed Phase Investigation
Bianga J, et al.
European Journal of Lipid Science and Technology, 122(1), 1900317-1900317 (2020)

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