A solution of m-chloronailimne, m-chlorophenol and m-chlorobenzoic acid in ethyal acetate was extracted initially with a saturated solution of NaHCO3 to give fraction A. The left over organic phase was extracted with dilute NaoH solution tio give fraction B. The final organiic layer was labelled as fraction C. Fractions A,B and C, contain respectively :
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- m-chlorobenzoic acid, m-chloroaniline and m-chlorophenol.
- m-chlorobenzoic acid, m-chlorophenol and m-chloroaniline.
- m-chlorophenol, m-chlorobenzoic acid and m-chloronailine.
- m-chloroaniline m-chlorobenzoic acid and m-chlorophenol.
The Correct Option is B
Solution and Explanation
Fraction B (extracted next with dilute NaOH): m-chlorophenol (pKa about 9; too weak to react with NaHCO3 but reacts with NaOH) forms the soluble sodium phenoxide.
Fraction C (remaining ethyl acetate layer): m-chloroaniline, a weak base that does not react with either base.
So A, B, C = m-chlorobenzoic acid, m-chlorophenol, m-chloroaniline.
Answer: (B)
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