Single correct option
Benzene is treated in sequence with (i) , (ii) , and (iii) . The final major product is
- A. 1-bromo-4-ethylbenzene
- B. 1-bromo-2-ethylbenzene
- C. (1-bromoethyl)benzene
- D. 1-bromo-3-ethylbenzene
Show answer and solution
Answer: (D) 1-bromo-3-ethylbenzene
Friedel-Crafts acylation gives acetophenone. The acetyl group is a meta-directing, deactivating group, so bromination gives 3-bromoacetophenone. Clemmensen reduction () converts to , giving 1-bromo-3-ethylbenzene. Doing the reduction first would make the ethyl group ortho/para-directing and give the 4-bromo isomer; this is why the order of steps matters (acylation, then halogenation).
Saved on this device. Sign in or create a free account to keep it on every device.