An ester (A) with molecular formula C_9H_{10} | vedclass

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Question

(A) $1$. The ester $(A)$ is $C_6H_5COOC_2H_5$ (Ethyl benzoate).$2$. Reaction with excess $CH_3MgBr$ followed by hydrolysis yields a tertiary alcohol:

Vedclass · Accepted Answer

$C_6H_5COOC_2H_5$

Vedclass · Answer

(A) $1$. The ester $(A)$ is $C_6H_5COOC_2H_5$ (Ethyl benzoate).$2$. Reaction with excess $CH_3MgBr$ followed by hydrolysis yields a tertiary alcohol: $C_6H_5C(OH)(CH_3)_2$.$3$. Dehydration of this alcohol with concentrated $H_2SO_4$ gives the alkene $(B)$: $C_6H_5C(CH_3)=CH_2$ ($2$-phenylpropene).$4$. Ozonolysis of $(B)$ $(C_6H_5C(CH_3)=CH_2)$ gives acetophenone ($C_6H_5COCH_3$,which is $C_8H_8O$) and formaldehyde $(HCHO)$.$5$. Thus,the structure of $(A)$ is $C_6H_5COOC_2H_5$.

An ester $(A)$ with molecular formula $C_9H_{10}O_2$ is reacted with an excess of $CH_3MgBr$. The resulting product is treated with concentrated $H_2SO_4$ to form an olefin $(B)$. Ozonolysis of $(B)$ yields a ketone with the formula $C_8H_8O$. What is the structure of $(A)$?

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Give the expected product of the following reaction.

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