64749-27-5

Basic information

• Product Name: 8-Undecenoic acid, methyl ester
• CAS NO: 64749-27-5
• Molecular Formula: C12H22O2
• Molecular Weight: 198.305
• Mol File: 64749-27-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 8-Undecenoic acid, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Undecenoic acid, methyl ester(64749-27-5)
• EPA Substance Registry System: 8-Undecenoic acid, methyl ester(64749-27-5)

Safety Data

• Hazardous Substances Data: 64749-27-5(Hazardous Substances Data)

Upstream product

• 111-81-9 Methyl 10-undecenoate 
• 201230-82-2 carbon monoxide 
• 34574-67-9 methyl 11-bromo-10-hydroxyundecanoate 
• 92371-79-4 methyl 9-acetoxy-10-undecenoate 

Relevant articles and documents

Rhodium versus iridium catalysts in the controlled tandem hydroformylation-isomerization of functionalized unsaturated fatty substrates

The hydroformylation of 10-undecenitrile (1) and related unsaturated fatty substrates (H2C=CH(CH2)7CH2R; R=CO2Me, CH2Br, CHO) has been studied with rhodium, iridium, ruthenium, and palladium biphephos catalysts. The reactions proceeded effectively with all four systems, with high selectivities for the linear aldehyde (ratio of linear/branched aldehydes=99:1). The biphephos-bis[chloro(cyclooctadiene)iridium] system showed a non-optimized hydroformylation turnover frequency (TOFHF) of 770h-1 that was only approximately 5times lower than that of the rhodium-based system (TOFHF=3320h-1); the palladium and ruthenium biphephos systems were less active (TOFHF=210 and 310h-1, respectively). Upon recycling, remarkable productivities were achieved in both cases (TON≈58-000mol(1/1-int)-mol(Ir)-1 and 250-000mol(1/1-int)-mol(Rh)-1, in which int=internal olefin). Competitive isomerization of terminal to internal olefins occurred with these catalysts. Iridium biphephos systems allowed slightly better control of the distribution of the internal isomers than the rhodium biphephos catalyst, with higher ratios of 9-/8-undecenitrile (1-int). Place your bets now: Iridium-biphephos catalysts are highly effective in the controlled tandem isomerization-hydroformylation of 10-undecenitrile and related functionalized unsaturated fatty substrates.

REACTION OF BROMOHYDRINS WITH CHLOROTRIS(TRIPHENYLPHOSPHINE)COBALT(I)

Bromohydrins were converted into ketones in high yields by the reaction with chlorotris(triphenylphosphine)cobalt(I) in the presence of amine or olefin.A probable path-way for the formation of ketones from bromohydrins was also described.