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Question

Which one of the following works best as a base to quantitatively convert ethyl acetate CH3COOCH2CH3 to its enolate?

A
NaOH
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B
KOC(CH3)3
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C
CH3Li
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D
[(CH3)2CH]2NLi
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Solution

The correct option is A KOC(CH3)3
Bulky base will work as better H ion acceptor and it will work poorly as nucleophile so it will convert ester into its enolate form.

Hence, the correct option is B.

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