Q.

Mixture of 1 g each of chlorobenzene, aniline and benzoic acid is dissolved in 50 mL ethyl acetate and placed in a separating funnel, 5 M NaOH (30 mL) was added in the same funnel. The funnel was shaken vigorously and then kept aside. The ethyl acetate layer in the funnel contains:          [2025]

1 benzoic acid  
2 benzoic acid and aniline  
3 benzoic acid and chlorobenzene  
4 chlorobenzene and aniline  

Ans.

(4)