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JEE Advanced · Chemistry · 28. Amines

Considering the following reaction sequence,

the correct option(s) is(are)

  1. A
    \(P =\frac{ H _2}{ Pd }\), ethanol\(R =\frac{ NaNO _2}{ HCl }\)\(U =1 . H _3 PO _2\)
    \(2 . KMnO _4\) \(- KOH,\) heat
  2. B
    \(P =\frac{ Sn }{ HCl }\)\(R = HNO _2\)
  3. C
    \(U=1 \cdot CH_3 CH_2 OH\)
    2. \(KMnO _4- KOH\), heat
  4. D
    \(R =\frac{ H _2}{ Pd }\), ethanol
Verified Solution

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 LiAlH4produces 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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