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The aciton of bromine water (excess) on ...

The aciton of bromine water (excess) on salicylic acid results in the formation of

A

B

C

D

Text Solution

Verified by Experts

The correct Answer is:
D

Bromination (and nitration) of salicylic acid causes displacement of the carboxyl group with formation of the corresponding `2,4,6-`trisubstutude phenol.

Displacement of the carboxyl group occurs by the following mechanism:

Decarboxylation in alkaline solution takes place similarly (a proton from water is the attacking agent instead of `Br^(+)`) Notice that these displacements of the carboxyl group occur when the reactions are carried out in aqueous solution. They do not occur in acetic acid solution:
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Knowledge Check

  • The action of bromine water (excess) on salicylic acid results in the formation of :

    A
    B
    C
    D
  • Salicylic acid is used

    A
    as an antiseptic
    B
    as a medicine for rheumatic pain
    C
    in the preparation of azo dyes
    D
    all of the above
  • The action of Br_(2)//H_(2)O on salicylic acid results in the formation of :

    A
    B
    C
    D
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