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Borane dimethylsulfide (BMS) is a complexed borane reagent that is widely used for hydroborations. [4] Much of the original work on hydroboration employed diborane as a source of BH 3. Usually however, borane dimethylsulfide complex BH 3 S(CH 3) 2 (BMS) is used instead. [5] It can be obtained in highly concentrated forms. [6]
A borane is a compound with the formula BR x H y although examples include multi-boron derivatives. A large family of boron hydride clusters is also known. In addition to some applications in organic chemistry , the boranes have attracted much attention as they exhibit structures and bonding that differs strongly from the patterns seen in ...
Pinacolborane is the borane with the formula (CH 3) 4 C 2 O 2 BH. Often pinacolborane is abbreviated HBpin. [1] It features a boron hydride functional group incorporated in a five-membered C 2 O 2 B ring. Like related boron alkoxides, pinacolborane is monomeric. It is a colorless liquid. [2] It features a reactive B-H functional group. [3]
One example is thexylborane (ThxBH 2), produced by the hydroboration of tetramethylethylene: [6] A chiral example is monoisopinocampheylborane. Although often written as IpcBH 2, it is a dimer [IpcBH 2] 2. It is obtained by hydroboration of (−)‐α‐pinene with borane dimethyl sulfide. [7] Dialkylboranes are also rare for small alkyl groups.
Thexylborane is a borane with the formula [Me 2 CHCMe 2 BH 2] 2 (Me = methyl). The name derives from "t-hexylborane" (although the group is not the standard tert-hexyl group), and the formula is often abbreviated ThxBH 2. A colorless liquid, it is a monoalkylborane. It is produced by the hydroboration of tetramethylethylene: [1]
Borane dimethylsulfide (BMS) is a chemical compound with the chemical formula BH 3 ·S(CH 3) 2. It is an adduct between borane molecule ( BH 3 ) and dimethyl sulfide molecule ( S(CH 3 ) 2 ). It is a complexed borane reagent that is used for hydroborations and reductions .
Borane makes a strong adduct with triethylamine; using this adduct requires harsher conditions in hydroboration. This can be advantageous for cases such as hydroborating trienes to avoid polymerization. More sterically hindered tertiary and silyl amines can deliver borane to alkenes at room temperature. Borane(5) is the dihydrogen complex of
9-Borabicyclo[3.3.1]nonane or 9-BBN is an organoborane compound. This colourless solid is used in organic chemistry as a hydroboration reagent.The compound exists as a hydride-bridged dimer, which easily cleaves in the presence of reducible substrates.