Which of the following ketones will NOT give | vedclass

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(C) Enamine formation is a nucleophilic addition-elimination reaction between a carbonyl compound (having at least one $\alpha$-hydrogen) and a second

Vedclass · Accepted Answer

$Di-tert-butyl \ ketone$ $((t-Bu)_2CO)$

Vedclass · Answer

(C) Enamine formation is a nucleophilic addition-elimination reaction between a carbonyl compound (having at least one $\alpha$-hydrogen) and a secondary amine.In the case of $Di-tert-butyl \ ketone$ $((t-Bu)_2CO)$,the carbonyl carbon is highly sterically hindered by two bulky $tert-butyl$ groups.Due to this extreme steric hindrance,the secondary amine cannot approach the carbonyl carbon to initiate the nucleophilic attack,thus preventing the formation of an enamine.

Column-$I$ (Reactions)	Column-$II$ (Reagents)
$(A).$ Benzophenone $\to$ Diphenylmethane	$(1).$ $LiAlH_4$
$(B).$ Benzaldehyde $\to$ $1-$Phenylethanol	$(2).$ $DiBAL-H$
$(C).$ Cyclohexanone $\to$ Cyclohexanol	$(3).$ $Zn(Hg) / \text{Conc. } HCl$
$(D).$ Phenyl benzoate $\to$ Benzaldehyde	$(4).$ $CH_3MgBr$

Which of the following ketones will $NOT$ give an enamine upon treatment with secondary amines?

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