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JEE Advanced 2022Paper 1
Exam
JEE Advanced
Year
2022
Paper
Paper 1
Subject
Chemistry
Chapter
Amines

JEE Advanced 2022 · Paper 1 · Chemistry · Amines

Considering the following reaction sequence, the correct option(s)...

Considering the following reaction sequence,

Considering the following reaction sequence, the correct option(s) is(are)

the correct option(s) is(are)

Options

  1. A
    P=H2PdP = \dfrac{{H}_{2}}{Pd}, ethanol R=NaNO2HClR = \dfrac{{NaNO}_{2}}{HCl} U=1.H3PO2U = 1 . {H}_{3}{PO}_{2}
    2.KMnO4−KOH2 . {KMnO}_{4} - KOH, heat
  2. B
    P=SnHClP = \dfrac{Sn}{HCl} R=HNO2R = {HNO}_{2} Salicylaldehyde is synthesized from phenol, when reacted with
  3. C
    Salicylaldehyde is synthesized from phenol, when reacted with Salicylaldehyde is synthesized from phenol, when reacted with U = 1 · {CH}_{3}{CH}_{2}OH
    2.KMnO4−KOH2 . {KMnO}_{4} - KOH, heat
  4. D
    Salicylaldehyde is synthesized from phenol, when reacted with R=H2PdR = \dfrac{{H}_{2}}{Pd}, ethanol Salicylaldehyde is synthesized from phenol, when reacted with

Correct answer

A.

P=H2PdP = \dfrac{{H}_{2}}{Pd}, ethanol R=NaNO2HClR = \dfrac{{NaNO}_{2}}{HCl} U=1.H3PO2U = 1 . {H}_{3}{PO}_{2}
2.KMnO4−KOH2 . {KMnO}_{4} - KOH, heat

Step-by-step solution

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 LiAlH4{LiAlH}_{4}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.

And Para toluene diazonium chloride can be converted to benzoic acid by using H3PO2orC2H5OH{H}_{3}{PO}_{2}or{C}_{2}{H}_{5}OH followed by reaction with KMnO4inalkalinemedium{KMnO}_{4}inalkalinemedium

Considering the following reaction sequence, the correct option(s) is(are)

→P\to P may be →H2Pd\to \dfrac{{H}_{2}}{Pd}, ethanol; SnHCl\dfrac{Sn}{HCl}

→R\to R may be →NaNO2/HCl;HNO2\to {NaNO}_{2} / HCl; {HNO}_{2}

→U\to U may be →\to (i) H3PO2{H}_{3}{PO}_{2}, (ii) KMnO4−KOH,Δ{KMnO}_{4} - KOH, \Delta or (i) CH3−CH2−OH{CH}_{3} - {CH}_{2} - OH, (ii) KMnO4−KOH,Δ{KMnO}_{4} - KOH, \Delta

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