A solution of m-chloroaniline, m-chlorophenol and m-chlorobenzoic acid in ethyl acetate was extracte — Hydrocarbons Chemistry Question
Question
A solution of m-chloroaniline, m-chlorophenol and m-chlorobenzoic acid in ethyl acetate was extracted initially with a saturated solution of NaHCO to give fraction A. The left over organic phase was extracted with dil. NaOH solution to give fraction B. The final organic layer was labelled as fraction C. Fractions A, B and C, contain respectively: 3 3 (A) m-chlorobenzoic acid, m-chlorophenol and m-chloroaniline (B) m-chlorophenol, m-chlorobenzoic acid and m-chloroaniline (C) m-chloroaniline, m-chlorobenzoic acid and m-chlorophenol (D) m-chlorobenzoic acid, m-chloroaniline and m-chlorophenol
💡 Solution & Explanation
m-chlorobenzoic acid being the most acidic can be separated by a weak base like NaHCO and hence will be labelled fraction A. m-chlorophenol is not as acidic as m-chlorobenzoic acid, and can be separated by a stronger base like NaOH, and hence can be labelled as fraction B m-chloroaniline being a base, does not react with either of the bases and hence would be labelled as fraction C.