115126

Methyl 10-undecenoate

96%

• Synonym(s): 10-Undecenoic acid methyl ester, Undecylenic acid methyl ester
• Linear Formula: CH₂=CH(CH₂)₈CO₂CH₃
• CAS Number: 111-81-9
• Molecular Weight: 198.30
• EC Number: 203-910-8
• MDL number: MFCD00016689
• UNSPSC Code: 12352100
• PubChem Substance ID: 24847199
• NACRES: NA.22

Properties

• 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
• SMILES string: COC(=O)CCCCCCCCC=C
• InChI: 1S/C12H22O2/c1-3-4-5-6-7-8-9-10-11-12(13)14-2/h3H,1,4-11H2,2H3
• InChI key: KISVAASFGZJBCY-UHFFFAOYSA-N

Description

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.

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.

Safety Information

• pictograms: GHS07,GHS09
• signalword: Warning
• hcodes: H302 + H332,H410
• pcodes: P261 - P264 - P271 - P273 - P301 + P312 - P304 + P340 + P312
• Hazard Classifications: Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 239.0 °F - closed cup
• flash_point_c: 115 °C - closed cup
• ppe: Eyeshields, Gloves