Borane–tetrahydrofuran

Borane–tetrahydrofuran (often abbreviated as BH3-THF) is a complex of borane with tetrahydrofuran (THF). It is generally used as a reducing agent in organic synthesis.

Chemistry

Borane–tetrahydrofuran is a clear, colorless liquid at room temperature. It is a complex of borane (BH3), a Lewis acid, and tetrahydrofuran (THF), a Lewis base. The borane molecule donates a pair of electrons to the THF molecule, forming a dative bond and creating the complex.

Preparation

Borane–tetrahydrofuran can be prepared by the reaction of borane with tetrahydrofuran. This reaction is typically carried out in an inert atmosphere to prevent the borane from reacting with oxygen or moisture in the air.

Uses

Borane–tetrahydrofuran is commonly used as a reducing agent in organic synthesis. It can reduce a variety of functional groups, including aldehydes, ketones, and carboxylic acids. It is also used in the hydroboration reaction, where it adds across the double bond of an alkene to form a borane adduct, which can then be oxidized to give an alcohol.

Safety

Borane–tetrahydrofuran is a highly reactive compound and should be handled with care. It can react violently with water and air, producing hydrogen gas and boric acid. It can also cause burns on contact with skin or eyes.

See also

• Borane
• Tetrahydrofuran
• Hydroboration