Treating a hindered alkene such as 2-methyl-2-butene with BH3:THF leads to the for-

Chapter 8, Problem 8.12

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Treating a hindered alkene such as 2-methyl-2-butene with BH3:THF leads to the for- PRACTICE 8.12 mation of a dialkylborane instead of a trialkylborane. When 2 mol of 2-methyl-2-butene is added to 1 mol of BH3, the product formed is bis(3-methyl-2-butyl)borane, nicknamed disiamylborane. Write its structure. Bis(3-methyl-2-butyl)borane is a useful reagent in certain syntheses that require a sterically hindered borane. (The name disiamyl comes from disecondary-iso-amyl, a completely unsystematic and unacceptable name. The name amyl is an old common name for a five-carbon alkyl group.)

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