METHYL 10-UNDECENOATE

Chemical Properties

Colorless liquid; oily aroma.

Uses

Methyl 10-undecenoate, unsaturated fatty acid ester, is used to modify commercial silicone monomer, 1,3,5,7-tetramethylcyclotetrasiloxane for the preparation of silicone hollow nano/microstructures in water.

Uses

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.

Definition

ChEBI: A fatty acid methyl ester of 10-undecenoic acid.

Aroma threshold values

Medium strength odor, fatty type

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 3015, 1989 DOI: 10.1021/jo00274a010
Tetrahedron, 52, p. 915, 1996 DOI: 10.1016/0040-4020(95)00950-7
Synthetic Communications, 3, p. 281, 1973 DOI: 10.1080/00397917308065917

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.

Flammability and Explosibility

Non flammable