Which of the following statements is/are correct ?

Options

A. 4-Chlorophenol (I) will dissolve in NaOH bbut 4-chloro-1-methyl benzene (II) will not.
B. 4-Methyl benzoic (III) acid will dissolve in aq. `NaHCO_(3)` but 4-methyl phenol (IV) will not.
C. 2,4,6-Trinitrophenol (V) will dissolve in aq. `NaHCO_(3)` but 4-methyl phenol (VI) will not.
D. 4-Ethyl phenol (VII) will dissolve in aq. NaOH but ethyl phenyl ether (VII) will not.

Answer

A, B, C, D

Explanation

a. Due to-I effect of CI, 4-chorophenol is acidic and dissolves in NaOH, but (II) is an aryl halide and I halide and does not dissolve.
b. (III) is an acid and dissolves in `NaHCO_(3)` but (IV) is a phenol and does not dissolve.
c. Although (V) is a phenol, because of the presence of `(3NO_(2))` group, it is exceptionally acidic `(pK_(a)=0.38)`. So it dissolves in `NaHCO_(3)` , but (VI) is a phenol `(pK_(a)=10.17)` and will not dissolve.
d. (VII) is a phenol and dissolves in NaOH, but (VIII) is an ether, and does not dissolve.