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Borane–tetrahydrofuran is an adduct derived from borane and tetrahydrofuran (THF). These solutions, which are colorless, are used for reductions and hydroboration, reactions that are useful in synthesis of organic compounds. A common alternative to BH 3 •THF is borane–dimethylsulfide, which has a longer shelf life and effects similar ...
For example, THF is converted, after hydrolysis, to 1-butanol. It also promotes certain variants of the Reformatskii reaction. [9] Triethylborane is the precursor to the reducing agents lithium triethylborohydride ("Superhydride") and sodium triethylborohydride. [10] MH + Et 3 B → MBHEt 3 (M = Li, Na)
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-BBN is prepared by the reaction of 1,5-cyclooctadiene and borane usually in ethereal solvents, for example: [4] [5] The compound is commercially available as a solution in tetrahydrofuran and as a solid. 9-BBN is especially useful in Suzuki reactions. [6] [7] [8]
Tetrahydrofuran (THF), or oxolane, is an organic compound with the formula (CH 2) 4 O. The compound is classified as heterocyclic compound , specifically a cyclic ether . It is a colorless, water- miscible organic liquid with low viscosity .
The product is a precursor to the Suzuki reaction and is the only borane which stops at the alkene instead of reacting further to the alkane. [3] [4] Catecholborane may be used as a stereoselective reducing agent when converting β-hydroxy ketones to syn 1,3-diols. Catecholborane oxidatively adds to low valent metal complexes, affording boryl ...
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 .
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]