Predict the major organic product of each of the following reactions:
(a) Cyclohexyl bromide and potassium ethoxide
(b) Ethyl bromide and potassium cyclohexanolate
(c) sec-Butyl bromide solvolysis in methanol
(d) sec-Butyl bromide solvolysis in methanol containing 2 M sodium methoxide
Sample Solution (a) Cyclohexyl bromide is a secondary halide and reacts with alkoxide bases by elimination rather than substitution. The major organic products are cyclohexene and ethanol.
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