Laboratory Experiments of B.Sc. II Sem BT/FS/CBZ - Experiment: 7

  Laboratory Experiments of B.Sc. II Sem BT/FS/CBZ

 

Dr. Navdeep Sharma
Institute of Sciences
SAGE University, Indore (M.P.)

 

Experiment: 7


Objective:

Benzoylation of Phenols

Principle:

Benzoylation is an acylation reaction in which the hydrogen atom of –OH group is replaced by a benzoyl group (C₆H₅CO–).
This reaction is carried out in the presence of aqueous NaOH to neutralize the HCl formed.

The general reaction is:

C6H5OH + C6H5COCl → NaOHC6H5OCOC6H5 + HCl

This reaction is also called the Schotten–Baumann reaction.

Materials Required:

Chemicals

Apparatus

Phenol or Aniline

Beaker (100 mL)

Benzoyl chloride

Measuring cylinder

Sodium hydroxide (NaOH)

Stirring rod

Distilled water

Funnel and filter paper

Ice (optional)

Conical flask

 

Procedure:

  1. Dissolve 2 g of phenol in 10 mL of 10% NaOH solution in a beaker.
  2. Cool the solution in an ice bath.
  3. Slowly add 2.5 mL of benzoyl chloride with continuous stirring.
  4. Stir vigorously for 15–20 minutes until the white solid appears.
  5. Filter the product, wash with cold water to remove unreacted materials.
  6. Recrystallize the product from hot ethanol.
  7. Dry and note the melting point of phenyl benzoate.

Observation Table:

Compound Used

Product Formed

Appearance

Melting Point (°C)

Phenol

Phenyl benzoate

White crystals

~69–70 °C

 

Result:

The benzoylation reaction of phenol was successfully carried out to yield the corresponding benzoyl derivative.

Precautions:

  • Benzoyl chloride is corrosive and irritating—handle with care.
  • Carry out the experiment in a well-ventilated area or fume hood.
  • Maintain low temperature using ice during addition.
  • Stir continuously to ensure complete reaction.

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