Question

Which statements is/are correct about photochemical chlorination of the above compound?

$Ph-C{H}_2-\stackrel{C{H}_3}{\stackrel{|}{C}H}-C{H}_3\underset{\left(monochlorination\right)}{\overset{C{l}_2/h\upsilon }{\to }}$

• A. The major product will have chiral carbon atom but is optically inactive.
• B. The intermediate free radical of the major product is resonance stabilised.
• C. The intermediate free radical is tertiary for major product.
• D. The intermediate free radical is planar, and stabilised by only hyper conjugation.

Answer 1

Answer: (A), (B)

The correct options are
A The major product will have chiral carbon atom but is optically inactive.
B The intermediate free radical of the major product is resonance stabilised.

The major photochemical chlorination product would be 1-phenyl-2-chloropropane because the second carbon is more unstable when compared to other carbons. Also, it forms a chiral carbon as it is surrounded by different groups.