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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 BHF•THF is borane–dimethylsulfide, which has a longer shelf life and effects similar ...
Borane adducts are widely used in organic synthesis for hydroboration, where BH 3 adds across the C=C bond in alkenes to give trialkylboranes: [13] (THF)BH 3 + 3 CH 2 =CHR → B(CH 2 CH 2 R) 3 + THF. This reaction is regioselective. [14] Other borane derivatives can be used to give even higher regioselectivity. [15]
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 .
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.
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)
CAS Number. 25895-60-7 ... It can be synthesized by combining sodium cyanide and borane tetrahydrofuran. [7] BH 3 ·thf + NaCN → NaBH 3 CN + thf. Selectivity
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 ...
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 .