Borane–tetrahydrofuran
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| Identifiers | |||
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| Properties | |||
| C4H11BO | |||
| Molar mass | 85.94 g·mol−1 | ||
| Appearance | White solid | ||
| Melting point | 66 °C (151 °F; 339 K) | ||
| Hazards | |||
| Flash point | −17 °C (1 °F; 256 K) | ||
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Infobox references | |||
Borane–tetrahydrofuran is a dipolar bond complex composed of borane and tetrahydrofuran (THF). These solutions are used for reductions and hydroboration, reactions that are useful in synthesis of organic compounds.
The complex is commercially available but can also be generated by the dissolution of diborane in THF. A practical route to this is the oxidation of sodium borohydride with iodine in THF.
The complex can reduce carboxylic acids to alcohols and is a common route for the reduction of amino acids to amino alcohols (e.g. valinol). It adds across alkenes to give organoboron compounds that are useful intermediates. The following organoboron reagents are prepared from borane-THF: 9-borabicyclo[3.3.1]nonane, Alpine borane, diisopinocampheylborane. It is also used as a source of borane (BH3) for the formation of adducts.
The solution is highly sensitive to air, requiring the use of air-free techniques.
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