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Question

Phenol Zn−−−−−−→distillationA conc.HNO3−−−−−−−−−−−−→conc.H2SO4at60°CB Zn−−−−→NaOH C


In the above reactions, the compounds (A), (B) and (C) respectively are :

A
benzene, nitrobenzene and hydrazobenzene
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B
benzene, nitrobenzene and aniline
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C
benzene, dinitrobenzene and m-nitroaniline
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D
toulene, m-nitrobenzene and m-toulidine
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Solution

The correct option is A benzene, nitrobenzene and hydrazobenzene
Phenol on heating with zinc dust produces benzene. Benzene on treatment with nitrating mixture (conc. HNO3 and H2SO4) produces nitrobenzene. Nitrobenzene is partially reduced to hydrazobenzene using ZnNaOH.
The reactions are as follows:
PhOHZndistillation−−−−−−−−PhH
PhHconc. H2SO4 at 60o−−−−−−−−−−conc. HNO3PhNO2
PhNO2ZnNaOH−−−−−−PhNHNHPh

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