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

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(A) The ester $(A)$ is $C_6H_5COOC_2H_5$ (ethyl benzoate).Reaction with excess $CH_3MgBr$ proceeds as follows:$C_6H_5COOC_2H_5 + 2CH_3MgBr \rightarrow

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$C_6H_5COOC_2H_5$

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(A) The ester $(A)$ is $C_6H_5COOC_2H_5$ (ethyl benzoate).Reaction with excess $CH_3MgBr$ proceeds as follows:$C_6H_5COOC_2H_5 + 2CH_3MgBr \rightarrow C_6H_5-C(OH)(CH_3)_2 + Mg(OC_2H_5)Br + Mg(OH)Br$.Dehydration with $H_2SO_4$ gives the olefin $(B)$: $C_6H_5-C(CH_3)=CH_2$ ($2$-phenylpropene).Ozonolysis of $(B)$ yields $C_6H_5COCH_3$ (acetophenone) and $HCHO$.Acetophenone $(C_6H_5COCH_3)$ contains a $CH_3CO-$ group and thus gives a positive iodoform test.

An ester $(A)$ with molecular formula $C_9H_{10}O_2$ was treated with excess of $CH_3MgBr$ and the complex so formed was treated with $H_2SO_4$ to give an olefin $(B)$. Ozonolysis of $(B)$ gave a ketone with molecular formula $C_8H_8O$ which shows positive iodoform test. The structure of $(A)$ is

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