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Borane Tetrahydrofuran


Other Names:

BH3-THF







General Information:


Structure:



CAS Number: 14044-65-6

Molecular Weight: 85.94 g/mol


Borane-tetrahydrofuran (BH3-THF) is a complex of borane with tetrahydrofuran, and is generally purchased as a solution in THF. BH3-THF can decompose violently, therefore BH3-THF is typically only available in 1 M concentration. It is recommended that BH3-THF solutions be stored at 0-5 C, and that reactions are performed at under 35 C. Borane-dimethylsulfide (BH3-SMe2) is more stable than BH3-THF and is available in much higher concentrations (10 M).




Common Uses:


Reagent for the reduction of carboxylic acids to alcohols





Reagent for the reduction of nitriles to amines





Safety:


The decomposition of BH3-THF generates H2 and B(On-Bu)3. It is recommend that BH3-THF solutions be stored at 0-5 C, and that reactions are performed at under 35 C. BH3-THF in THF is a flammable liquid.




References:


1) WO2016014463, page 88

2) WO2014149164, page 315

3) Wikipedia: Borane–tetrahydrofuran (link)

4) www.sigmaaldrich.com: Borane tetrahydrofuran complex solution (link)

5) Anderson, N. G.; Practical Process Research and Development, a Guide for Organic Chemists, 2nd Edition

6) Burke, S. D.; Danheiser, R. L.; Handbook of Reagents for Organic Synthesis, Oxidizing and Reducing Agents