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Standard XIII
Chemistry
Acidity of Alcohols and Phenols
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Question

A solution of m-chloroaniline, m-chlorophenol, m-chlorobenzoic acid in ethyl acetate was extracted initially with a saturated solution of NaHCO3 to give fraction A. The leftover organic phase was extracted with dilute NaOH to give fraction B. The final organic layer was labelled as fraction C. Fractions A, B and C, contain respectively:

A
m-chlorophenol, m-chlorobenzoic acid and m-chloroaniline
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B
m-chlorobenzoic acid, m-chlorophenol and m-chloroaniline
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C
m-chloroaniline, m-chlorobenzoic acid and m-chlorophenol
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D
m-chlorobenzoic acid, m-chloroaniline and m-chlorophenol
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Solution

The correct option is B m-chlorobenzoic acid, m-chlorophenol and m-chloroaniline
m-chlorobenzoic acid being the most acidic can be separated by a weak base like NaHCO3 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.

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Q. A solution of m-chloroaniline, m-chlorophenol, m-chlorobenzoic acid in ethyl acetate was extracted initially with a saturated solution of NaHCO3 to give fraction A. The leftover organic phase was extracted with dilute NaOH to give fraction B. The final organic layer was labelled as fraction C. Fractions A, B and C, contain respectively:
Q. A solution of m-chloroaniline, m-chlorophenol, m-chlorobenzoic acid in ethyl acetate was extracted initially with a saturated solution of NaHCO3 to give fraction A. The leftover organic phase was extracted with dilute NaOH to give fraction B. The final organic layer was labelled as fraction C. Fractions A, B and C, contain respectively:
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