A C_8H_{10} hydrocarbon is nitrated by HNO_3 | vedclass

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Question

(B) The hydrocarbon $C_8H_{10}$ can be ethylbenzene or one of the three xylenes (ortho,meta,or para).$1$. Ethylbenzene: Nitration occurs at ortho,meta

Vedclass · Accepted Answer

ortho-xylene

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(B) The hydrocarbon $C_8H_{10}$ can be ethylbenzene or one of the three xylenes (ortho,meta,or para).$1$. Ethylbenzene: Nitration occurs at ortho,meta,and para positions,yielding three isomers.$2$. Ortho-xylene ($1,2$-dimethylbenzene): Nitration can occur at the $3$-position or $4$-position,yielding two isomers.$3$. Meta-xylene ($1,3$-dimethylbenzene): Nitration can occur at the $2, 4,$ or $5$-position,yielding three isomers.$4$. Para-xylene ($1,4$-dimethylbenzene): Nitration occurs at only one equivalent position,yielding only one isomer.Since the question states that exactly two isomers are obtained,the hydrocarbon must be ortho-xylene.

Column-$I$	Column-$II$
$(i)$ $\text{Benzene} + \text{Conc. } HNO_3 + \text{Conc. } H_2SO_4 \rightarrow \text{Nitrobenzene}$	$(A)$ $\text{Halogenation}$
$(ii)$ $\text{Benzene} + Cl_2 \xrightarrow{\text{Anhy. } AlCl_3} \text{Chlorobenzene}$	$(B)$ $\text{Nitration}$
$(iii)$ $\text{Benzene} + CH_3Cl \xrightarrow{\text{Anhy. } AlCl_3} \text{Toluene}$	$(C)$ $\text{Friedel-Crafts acylation}$
$(iv)$ $\text{Benzene} + CH_3COCl \xrightarrow{\text{Anhy. } AlCl_3} \text{Acetophenone}$	$(D)$ $\text{Friedel-Crafts alkylation}$

$A$ $C_8H_{10}$ hydrocarbon is nitrated by $HNO_3$ and sulphuric acid. Two,and only two,$C_8H_9NO_2$ isomers are obtained. Which of the following fits this evidence?

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