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JEE Main 202315 AprilMorning Shift
Exam
JEE Main
Year
2023
Date
15 April
Shift
Morning Shift
Subject
Chemistry
Chapter
Amines

JEE Main 2023 · 15 April · Morning Shift · Chemistry · Amines

In the above conversion the correct sequence of reagents to be...

In the above conversion the correct sequence of reagents to be added is

In the above conversion the correct sequence of reagents to be added is

Options

  1. A(i)KMnO4,\left(i\right){KMnO}_{4},\left(ii\right){Br}_{2} / Fe, (iii)Fe/H+,(iv)Cl2\left(iii\right)Fe / {H}^{+}, \left(iv\right){Cl}_{2}
  2. B(i)Br2/Fe,\left(i\right){Br}_{2} / Fe,\left(ii\right)Fe / {H}^{+}, (iii)KMnO4,(iv)Cl2\left(iii\right){KMnO}_{4}, \left(iv\right){Cl}_{2}
  3. C(i)Fe/H+,\left(i\right)Fe / {H}^{+},\left(ii\right)HONO, (iii)CuCl,(iv)KMnO4(v)Br2\left(iii\right)CuCl, \left(iv\right){KMnO}_{4}\left(v\right){Br}_{2}
  4. D(i)Br2/Fe,\left(i\right){Br}_{2} / Fe,\left(ii\right)Fe / {H}^{+}, (iii)HONO,(iv)CuCl(v)KMnO4\left(iii\right)HONO, \left(iv\right)CuCl\left(v\right){KMnO}_{4}

Correct answer

D. (i)Br2/Fe,\left(i\right){Br}_{2} / Fe,\left(ii\right)Fe / {H}^{+}, (iii)HONO,(iv)CuCl(v)KMnO4\left(iii\right)HONO, \left(iv\right)CuCl\left(v\right){KMnO}_{4}

Step-by-step solution

The required product can be obtained by the following method. In this method nitro toluene is subjected to bromination, bromo group is substituted at ortho position to the methyl as it is more activating group. Then nitro group is reduced to amine group with iron metal in acid. The amine group undergoes diazotisation with nitrous acid. The diazonium group is replaced with chloro group in the presence of cuprous chloride. Finally, methyl group is oxidised in the presence of potassium permanganate.

In the above conversion the correct sequence of reagents to be added is

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