37973-85-6

Basic information

• Product Name: methyl (E) 9-undecenoate
• Synonyms: methyl (E) 9-undecenoate
• CAS NO: 37973-85-6
• Molecular Weight: 198.305
• Mol File: 37973-85-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: methyl (E) 9-undecenoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (E) 9-undecenoate(37973-85-6)
• EPA Substance Registry System: methyl (E) 9-undecenoate(37973-85-6)

Safety Data

• Hazardous Substances Data: 37973-85-6(Hazardous Substances Data)

Upstream product

• 92371-79-4 methyl 9-acetoxy-10-undecenoate 
• 13389-42-9 trans-2-Octene 
• 112-62-9 Methyl oleate 
• 34574-67-9 methyl 11-bromo-10-hydroxyundecanoate 
• 6287-90-7 11-bromo-undecanoic acid methyl ester 

Relevant articles and documents

Nickel-Mediated Elimination of Hydrogen Halide from Primary and Secondonary Alkyl Bromides and Iodides. Synthetic Aspects

Treatment of alkyl bromides or iodides with a low-valent nickel complex generated in situ and 1,8-diazabicycloundec-7-ene in THF under argon leads on oxidative workup to alkenes.Primary halides give predominantly or exclusively the terminal alkene whereas acyclic secondary halides give a mixture.The thermodynamically most stable alkene is isolated from the cyclic congeners, 3α-, and 3β-bromocholestane, and from cholesteryl bromide.

Reaction of Organic Halides with Chlorotris(triphenylphosphine)cobalt(I)

Reaction of various types of organic halides with a monovalent cobalt complex, chlorotris(triphenylphosphine)cobalt(I) is described.Reaction of benzylic monohalides, dihalides and trihalides with CoCl(Ph3P)3 gave a coupling product with formation of a carbon-carbon single bond, double bond and triple bond, respectively, under mild and non-basic conditions.Dehalogenation of non-benzylic vicinal dihalides with the reagent took place cleanly to give an olefin in high yield.Reductive coupling of allylic halides using the reagent afforded regioselectively a 1,5-diene with retention of the stereochemistry of the carbon-carbon double bond of the allylic halides used.By using this reaction, (E,E,E,E)-squalene was stereospecifically synthesized from (E,E)-farnesyl bromide.Reaction of halohydrins with CoCl(Ph3P)3 gave exclusively a ketone in the presence of an amine or olefin through an alkylcobalt intermediate.A 1,2-hydrogen shift is involved in this reaction.Keywords - chlorotris(triphenylphosphine)cobalt(I); coupling reaction; benzylic halides; allylic halides; synthesis of 1,5-diene; squalene; halohydrin; ketone synthesis.

Method for converting unsaturated compound having functional group

A method for the conversion of an unsaturated compound having a functional group, characterized by contacting [1] at least one compound selected from the group consisting of carboxylic acid esters, nitriles, ketones, amides, and ethers and having a carbon-to-carbon double bond and no unsaturation at the position conjugate to said double bond, or a mixture of said compound [1] and [2] at least one compound selected from the group consisting of ethylenically unsaturated compounds having a carbon-to-carbon double bond and neither unsaturation at the position conjugate to said double bond nor a functional group, with a catalyst system consisting essentially of a combination of (A) at least one member selected from the group consisting of tungsten compounds, molybdenum compounds, and rhenium compounds, with (B) at least one organoaluminum compound having at least one carbon-to-aluminum bond.