An organic compound with the molecular formul | vedclass

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Question

(A) The compound with molecular formula $C_9H_{10}O$ forms a $2,4-DNP$ derivative and reduces Tollens' reagent,which confirms it is an aldehyde.Since

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$2-ethylbenzaldehyde$

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(A) The compound with molecular formula $C_9H_{10}O$ forms a $2,4-DNP$ derivative and reduces Tollens' reagent,which confirms it is an aldehyde.Since it undergoes the Cannizzaro reaction,it must not have any $\alpha$-hydrogen atoms attached to the carbonyl carbon. However,in aromatic aldehydes,the $-CHO$ group is attached to the benzene ring,and the Cannizzaro reaction occurs if there are no $\alpha$-hydrogens on the carbon adjacent to the carbonyl group (though aromatic aldehydes generally undergo Cannizzaro regardless of ring substituents).On vigorous oxidation,it yields $1,2-benzenedicarboxylic$ acid (phthalic acid). This indicates that the original compound is an ortho-substituted benzene derivative with an ethyl group at the ortho position relative to the $-CHO$ group.Thus,the compound is $2-ethylbenzaldehyde$.

An organic compound with the molecular formula $C_9H_{10}O$ forms a $2,4-DNP$ derivative,reduces Tollens' reagent,and undergoes the Cannizzaro reaction. On vigorous oxidation,it gives $1,2-benzenedicarboxylic$ acid. Identify the compound.

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