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Byju's Answer

Standard XII

Chemistry

Reactions of Aryl Amines (Diazo Salts)

Compound A ...

Question

Compound $A$ when reacted with $P C l_{5}$ and then with ammonia gave $B . B$ when treated with bromine and caustic potash produced $C . C$ on treatment with $H C l$ and $N a N O_{2}$ at $0^{\circ} C$ and then on boiling produced ortho-cresol. Compound $A$ is :

o

-Toluic acid

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o

-Chlorotoluene

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o

-Bromotoluene

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m

-Toluic acid

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Solution

The correct option is A $o$ -Toluic acid
The carboxylic group of o-Toluic acid is converted to amide by treatment with phosphorus pentachloride followed by ammonia.
Amide group is converted to amino group by treatment with bromine in presence of caustic potash.
The amide group is then diazotized and the diazo group is replaced with $- O H$ to obtain o-cresol.
The complete reaction sequence has been given.

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Compound A when reacted with PCl5 and then with ammonia gave B.B when treated with bromine and caustic potash produced C.C on treatment with HCl and NaNO2 at 0∘C and then on boiling produced ortho-cresol. Compound A is :

Compound $A$ when reacted with $P C l_{5}$ and then with ammonia gave $B . B$ when treated with bromine and caustic potash produced $C . C$ on treatment with $H C l$ and $N a N O_{2}$ at $0^{\circ} C$ and then on boiling produced ortho-cresol. Compound $A$ is :