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For the above reaction
I. $X= Cl$; ortho and para-isomers can be separated out
II. $X= I$; reaction does not occur due to high reactivity of iodine
III. $X= F$; reaction with fluorine is reversible.
Select the most appropriate option with respect to correct statements.

Haloalkanes and Haloarenes

Solution:

The ortho and para-isomers of chlorotoluene can be easily separated out due to large difference in their melting points. Reactions with iodine are reversible in nature and require the presence of an oxidising agent $\left( HNO _{3}\right.$ or $\left.HIO _{4}\right)$ to oxidise $HI$ formed during iodination. Fluoro compounds are not prepared by this method due to high reactivity of fluorine.