Match List - I with List - II. Choose the correct answer from the options given below :
- A-II, B-III, C-I, D-IV
- A-III, B-IV, C-II, D-I
- A-IV, B-III, C-I, D-II
- A-IV, B-III, C-II, D-I
Answer
(4) A-IV, B-III, C-II, D-I
Solution
As per NCERT, the C–Cl bond in chlorobenzene has partial double-bond character, so replacement of Cl by OH needs drastic conditions. -NO2 groups at ortho/para positions withdraw electron density and stabilise the carbanion intermediate, so the reaction becomes easier as their number increases:
(A) Chlorobenzene → phenol: NaOH, 623 K, 300 atm, then H3O+ → IV
(B) 4-Nitrochlorobenzene → 4-nitrophenol: NaOH, 443 K, then H3O+ → III
(C) 2,4-Dinitrochlorobenzene → 2,4-dinitrophenol: NaOH, 368 K, then H3O+ → II
(D) 2,4,6-Trinitrochlorobenzene → picric acid: warm water → I
A-IV, B-III, C-II, D-I
Answer: (4)