Suggest reasonable explanations for each of the following observations: (a) The

Question

Suggest reasonable explanations for each of the following observations:

(a) The first-order rate constant for the solvolysis of (CH3)2C=CHCH2Cl in ethanol is over 6000 times greater than that of allyl chloride (25 degrees C).

(b) After a solution of 3-buten-2-ol in aqueous sulfuric acid had been allowed to stand for 1 week, it was found to contain both 3-buten-2-ol and 2-buten-1-ol.

(c) Treatment of CH3CH=CHCH2OH with hydrogen bromide gave a mixture of 1-bromo-2-butene and 3-bromo-1-butene.

(d) Treatment of 3-buten-2-ol with hydrogen bromide gave the same mixture of bromides as in part (c).

(e) The major product in parts (c) and (d) was 1-bromo-2-butene.

Explanation / Answer

(e) The major product in parts (c) and (d) was 1-bromo-2-butene.

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