Problem

Explain the following observation. When 3-methyl-2-butanol is treated with HBr, a single a...

Explain the following observation. When 3-methyl-2-butanol is treated with HBr, a single alkyl bromide is isolated, resulting from a 1,2-shift. When 2-methyl-1-propanol is treated with HBr, no rearrangement occurs to form an alkyl bromide.

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