There is a question in my Orgo homework and it is asking for a method to separat

Question

There is a question in my Orgo homework and it is asking for a method to separate phenol from a mixture containing benzene, benzoic acid, phenol and methyl benzoate. I thought of distillation but I am not sure if distillation work for compounds with boiling point higher than 150 degrees Celcius. THe boiling point is:

Benzene:             80.1 oC

Phenol:               181.7oC

Benzoic acid:      249.2 oC

Methyl benzoate -15 oC

There is a question in my Orgo homework and it is asking for a method to separate phenol from a mixture containing benzene, benzoic acid, phenol and methyl benzoate. I thought of distillation but I am not sure if distillation work for compounds with boiling point higher than 150 degrees Celsius. The boiling point is:

Explanation / Answer

firstly you can try to dissolve them in NaOH...only phenol and benzoic acid will be soluble

now we need to decide between phenol and benzoic acid

react solid sodium bicarbonate with both of them.

phenol will not react whereas benzoic acid will react to give CO2 gas which turns lime water mily

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