Experiment No.
9
Aim of the experiment: To synthesize phenyl benzoate from phenol.
Apparatus required: Apparatus: Iodine flask /Erlen Meyer flask with a cork, measuring
cylinder, funnel, filter paper, glass rod etc.
Chemicals required: Phenol-1g, Benzoyl chloride-2ml, Sodium hydroxide (10%)-15ml.
Principle: Phenyl benzoate is prepared by Schotten- Baumann method of benzoylation. In
this method of benzoylation phenols are reacted with benzoyl chloride in presence of aqueous
sodium hydroxide and the reaction mixture is shaken vigorously. Benzoylation proceeds
smoothly under these conditions and the solid benzoyl compound being insoluble in water
separates out. Phenols when subjected to the Schotten- Baumann benzoylation, first dissolves
in sodium hydroxide to give sodium phenoxide, which then undergoes benzoylation to give
phenyl benzoate.
Reaction:
Procedure: Dissolve phenol in 10%sodium hydroxide solution contained in an Iodine flask
or Erlen Meyer flask with a cork of about 250ml capacity. Then add benzoyl chloride, cork
the flask securely and shake the mixture vigorously for 15 minutes. The solid product
obtained is filtered off, washed with water, dried and submitted.
Calculation
Percentage yield = (practical yield/theoretical yield)×100