1.

When benzene reacts with l-chloro-2,2-dimethylpropane (neopentyl chloride) in the presence of aluminum chloride, the major product is 2-methyl-2-phenylbutane, not 2,2-dimethyl-1-phenylpropane (neopentylbenzene). Explain this result.

Answer»

SOLUTION : The carbocation FORMED by DIRECT reaction of `AICI_3`with 1-chloro-2,2-dimethylpropane would be a primary carbocation, however, it rearranges to the more stable tertiary carbocation before it can react with the benzene RING.


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