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Q. $Ph -CH_2-\overset{\underset{|}{CH_3}}{C}H-CH_3 \xrightarrow[\text{monochlorination}]{Cl_2/hv}$
How many of the statement(s) is/are correct about photochemical chlorination of the above compound?
(I) The major product will be chiral carbon atom having optically inactive compound.
(II) The intermediate free radical of the major product is resonance stabilised.
(III) The intermediate free radical is tertiary.
(IV) The intermediate free radical is planer, and stabilised by only hyperconjugation.

Haloalkanes and Haloarenes

Solution:

($I$ and $II$) Free radical mechanism $Ph -CH_2-\underset{\overset{|}{CH_3}}{C}H-CH_3$ give three type of free radicals.