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Give structures of the products you would expect when each of the following alcohol reacts with (a) HCl-ZnCl2 (b) HBr and (c) SOCl2.
When 3-methylbutan-2-ol is treated with HBr, the following reaction takes place: CH3-CH(CH3)-CH(OH)-CH3 + HBr → CH3-C(Br)(CH3)-CH2-CH3 Give a mechanism for this reaction. (Hint: The secondary carbocation formed in step II rearranges to a more stable tertiary carbocation by a hydride ion shift from 3rd carbon atom.)
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