JEE Advanced · Chemistry · 28. Amines
Considering the following reaction sequence,

the correct option(s) is(are)
- A
\(P =\frac{ H _2}{ Pd }\), ethanol \(R =\frac{ NaNO _2}{ HCl }\) \(U =1 . H _3 PO _2\)
\(2 . KMnO _4\) \(- KOH,\) heat - B
\(P =\frac{ Sn }{ HCl }\) \(R = HNO _2\) 
- C


\(U=1 \cdot CH_3 CH_2 OH\)
2. \(KMnO _4- KOH\), heat - D

\(R =\frac{ H _2}{ Pd }\), ethanol 
Answer & Solution
Correct Answer
(A) \(P =\frac{ H _2}{ Pd }\), ethanol \(R =\frac{ NaNO _2}{ HCl }\) \(U =1 . H _3 PO _2\)
\(2 . KMnO _4\) \(- KOH,\) heat
Step-by-step Solution
Detailed explanation
First step of the reaction involves reduction of nitro group to primary amine this can be done using Sn in presence of HCl or H2/Pd, but aromatic nitro compounds on reaction with produces azo products. Second step of the reaction involves diazotization, which involves the use of HNO2 (or) NaNO2 in HCl as the reagent ,Para toluene diazonium chloride formed is formed which on hydrolysis produces para-cresol.
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