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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 ...
Boiling point (°C) K b (°C⋅kg/mol) Freezing point (°C) K f (°C⋅kg/mol) Data source; Aniline: ... Tetrahydrofuran: 66.0 [26] Dimethylformamide: 153.0 [27]
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]
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 .
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 .
This page contains tables of azeotrope data for various binary and ternary mixtures of solvents. The data include the composition of a mixture by weight (in binary azeotropes, when only one fraction is given, it is the fraction of the second component), the boiling point (b.p.) of a component, the boiling point of a mixture, and the specific gravity of the mixture.
The B−N distance is 1.58(2) Å. The B−H and N−H distances are 1.15 and 0.96 Å, respectively. Its similarity to ethane is tenuous since ammonia borane is a solid and ethane is a gas: their melting points differing by 284 °C. This difference is consistent with the highly polar nature of ammonia borane.
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)