Question

Select the best combination of reagents which will bring the following conversion.

• A. $CH _{3} Cl / AlCl _{3} ; KMnO _{4} ; CH _{3} Cl / AlCl _{3} ; NBS / hv LiAlH _{4} / H _{2} O ; NaOH$
• B. $CH _{3} COCl / AlCl _{3} ; Br _{2} / FeBr _{3} ; NaBH _{4} / CH _{3} OH$
• C. $Br _{2} / FeBr _{3} ; HNO _{3} / H _{2} SO _{4} ; NaOH ; H _{2} / Pt$
• D. $CH _{3} Cl / AlCl _{3} ; HNO _{3} / H _{2} SO _{4} ; NBS / hv / NaOH$

Answer 1

Answer: (A)

Since, the product is meta, so first step is the insertion of a meta directing group. Since, all the inserted groups are o/p except $CH _{3} COCl$ (in case of which other reagents are not suitable) so we than oxidized the group introduced in step (i) to $-COOH$, which is meta directing.