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Q. A hydrocarbon (A) $\left( C _{8} H _{10}\right)$ (E) is a steam volatile compound and on nitration gives two mononitro derivatives. (A) gives the following reactions. image Compound (C) is:

Haloalkanes and Haloarenes

Solution:

D.U. in $( A )=\frac{\left(2 n_{ C }+2\right)-n_{ H }}{2}=\frac{(8 \times 2+2)-10}{2}=4^{\circ}$
$4 D . U$. and $C : H \approx 1: 1$ suggest that $(A)$ contains benzene ring with two extra $C$ atoms [i.e., two (Me) groups]. Since compound (A) is steam volatile and on nitration gives two nitro-derivatives, so (A) is ortho-xylene.
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