A 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 :
- chlorobenzene and aniline
- benzoic acid and aniline
- benzoic acid
- benzoic acid and chlorobenzene
Answer
(1) chlorobenzene and aniline
Solution
Benzoic acid is an acid; with NaOH it forms sodium benzoate, which is ionic and dissolves in the aqueous layer:
C6H5COOH + NaOH C6H5COONa + H2O
Chlorobenzene (neutral) and aniline (a base) do not react with NaOH and stay in the organic (ethyl acetate) layer.
The ethyl acetate layer contains chlorobenzene and aniline.
Answer: (1)