The best sequence of reactions to prepare 2-h | vedclass

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Question

(C) To prepare $2$-heptanone $(CH_{3}COCH_{2}CH_{2}CH_{2}CH_{2}CH_{3})$,we need a terminal alkyne that,upon hydration,yields the ketone at the $C-2$ p

Vedclass · Accepted Answer

$1$-hexyne $\xrightarrow{NaNH_{2}} X$ $\xrightarrow{CH_{3}Br} Y$ $\xrightarrow{H_{2}O, H_{2}SO_{4}, Hg^{2+}}$

Vedclass · Answer

(C) To prepare $2$-heptanone $(CH_{3}COCH_{2}CH_{2}CH_{2}CH_{2}CH_{3})$,we need a terminal alkyne that,upon hydration,yields the ketone at the $C-2$ position. $1$-hexyne $(CH_{3}CH_{2}CH_{2}CH_{2}C \equiv CH)$ reacts with $NaNH_{2}$ to form the acetylide ion $(CH_{3}CH_{2}CH_{2}CH_{2}C \equiv C^-)$. This ion reacts with $CH_{3}Br$ via an $S_{N}2$ mechanism to form $2$-heptyne $(CH_{3}CH_{2}CH_{2}CH_{2}C \equiv C-CH_{3})$. Finally,the acid-catalyzed hydration of $2$-heptyne using $H_{2}O, H_{2}SO_{4}, Hg^{2+}$ follows Markovnikov's rule to produce $2$-heptanone. Thus,option $C$ is the correct sequence.

The best sequence of reactions to prepare $2$-heptanone is

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