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Question

Identify the binary mixture(s) that can be separated into individual compounds, by differential extraction, as shown in the given scheme.


A
C6H5OH and C6H5COOH
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B
C6H5COOH and C6H5CH2OH
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C
C6H5CH2OH and C6H5OH
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D
C6H5CH2OH and C6H5CH2COOH
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Solution

The correct options are
B C6H5COOH and C6H5CH2OH
D C6H5CH2OH and C6H5CH2COOH

For separation by differential extraction one of the component must form salt with the given

base so that the salt will be extracted in aqueous layer leaving other component in organic layer.

(a) Both phenol and benzoic acid forms salt with NaOH, hence this mixture can't be separated.

(b) Benzoic acid forms salt with NaOH while benzyl alcohol does not, hence the mixture can be separated using NaOH. Also benzoic acid forms salt with NaHCO3 but benzyl alcohol does not, hence NaHCO3 can be used for separation.

(c) Neither benzyl alcohol nor phenol forms salt with NaHCO3, mixture cannot be separated using NaHCO3.

(d) C6H5CH2COOH forms salt with NaOH,C6H5CH2OH does not, hence mixture can be separated using NaOH. C6H5CH2COOH forms salt with NaHCO3. C6H5CH2OH does not, hence mixture can be separated using NaHCO3.

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