JEE Advanced levelSingle correct optionDifficulty 3 of 3hc158
Ethylbenzene is treated with ClX2 in sunlight (1 mol, monochlorination at the side chain, major product), then with alcoholic KOH, and the resulting hydrocarbon is subjected to OX3 followed by Zn / HX2O. The carbonyl products are
Abenzaldehyde and methanal
Bbenzoic acid and methanal
Cbenzaldehyde and ethanal
Dacetophenone and methanal
Answer: A
Radical chlorination occurs mainly at the benzylic secondary carbon: CX6HX5−CHCl−CHX3. Alcoholic KOH eliminates HCl to give styrene, CX6HX5−CH=CHX2. Reductive ozonolysis gives CX6HX5CHO and HCHO.