Benzene was treated with (R)-2-chlorobutane in the presence of aluminum trichloride, and

Chapter 19, Problem 19.76

(choose chapter or problem)

Benzene was treated with (R)-2-chlorobutane in the presence of aluminum trichloride, and the resulting product mixture was found to be optically inactive. (a) What products are expected, assuming that conditions are chosen to favor monoalkylation? (b) Explain why the product mixture is optically inactive.

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