31. "' Borane tetrahydrofuran "'is a dipolar bond complex composed of borane and tetrahydrofuran ( THF ). 32. "' Borane tetrahydrofuran "'is a dipolar bond complex composed of borane and tetrahydrofuran ( THF ). 33. In particular, they have been observed to aggregation into clusters has been observed in various organic solvents, such as tetrahydrofuran . 34. The advantages of BMS over other borane reagents, such as borane-tetrahydrofuran , are its increased stability and higher solubility. 35. However, in tetrahydrofuran , methylborane only reacts with one part alkene to make an alkylmethylborane . ( RCH 3 BH ) 2 36. For the coupling of aryl halides with aryl Grignard reagents, nickel chloride in tetrahydrofuran ( THF ) is also a good catalyst. 37. In the laboratory, it may also be obtained via the oxidation of tetrahydrofuran ( THF ), for example with aqueous sodium bromate. 38. The compound is commercially available as a solution in tetrahydrofuran and as a solid . 9-BBN is especially useful in Suzuki reactions. 39. It is known that magnesium center in Grignard reagents typically coordinates two molecules of ether such as diethyl ether or tetrahydrofuran ( THF ). 40. Or as the non-pyrophoric tetrahydrofuran ( THF ) adduct, by the analogous reaction of calcium borohydride and aluminium chloride in THF: