ORGANIC cHEMISTRY - II

BSCM302

Experiment 3

Aim of the Experiment

To Prepare 2,4,6-tribromophenol from phenol.

Principle

Bromination of phenol using bromine solution is electrophilic substitution reaction.

Materials required

Chemicals: Phenol, liquid Bromine, Glacial acetic acid

Apparatus: Beaker, funnel, conical flask, glass rod

Procedure

Dissolve 1 g of phenol in 10 ml of glacial acetic acid. Carefully add solution of 3 ml of liquid bromine in 10 ml of glacial acetic acid. Allow the mixture to stand for 15 minutes. Pour the reaction mixture in 100 ml of cold water. Filter the bromocompound and wash with cold water. Calculate the theoretical and percentage yield.

Use: It is used as a fungicide, as a wood preservative, and an intermediate in the preparation of flame retardants.

preparation of 2,4,6 TribromoAniline.mp4

Observation:

i) Amount of phenol taken = g.

ii) Amount of 2,4,6-tribromo phenol formed = g.

iii) Melting point of 2, 4,6-tribromo phenol = ⁰C.

Calculation:

94 g of phenol with 3 g of bromine yields 331g of Tribromo phenol

i.e. 1 g of phenol yields 1 x331/ 94 g of Tribromo Phenol

Thus,

Theoretical yield of Tribromo Phenol = g

Experimental yield = g

^{%Yield =}x 100 %

Result & Conclusion

i) Yield of 2,4,6-tribromophenol = %

ii) Melting point of 2,4,6-tribromophenol = ⁰C. (Reported value = 95.5°C)

Reference Material:

Reference

Questions:

Explian why bromination of aniline and phenol are o and p directive.

Developed by

Dr. Parin Kanaiya,

Assistant Professor, Chemistry

parin.kanaiya@gsfcuniversity.ac.in

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