JEE Main Chemistry question

Which of the following reactions is/are feasible? CH_3CH_2Br + Na^+O^-C(CH_3)_3 \rightarrow ?

(A) (substitution product, Williamson ether)Correct
(B)CH_3CH_2-O-CH_2-C(CH_3)_2 (rearranged ether)
(C)Both (a) and (b)
(D)None of the above

Answer: (A)

Solution

Here the alkyl halide (ethyl bromide, a primary, unhindered substrate) is primary and reacts well via , while the alkoxide (tert-butoxide) is the bulky nucleophile; since the halide (not the nucleophile) is the sterically demanding

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Question ID VK-148643