JEE Main 2023 · ChemistryMultiple choiceDiagram basedHardMulti-step

JEE Main 15 April 2023, Shift 1, Chemistry Q75

Question 75 of 90 in this shift, Chemistry question 15 of 30, Section A.

[figure: 4-nitrotoluene (benzene ring with

\mathrm{CH_3}

at top and

\mathrm{NO_2}

at bottom)

\longrightarrow\longrightarrow

benzoic acid ring bearing

\mathrm{COOH}

at top,

\mathrm{Br}

on the adjacent carbon at upper right and

\mathrm{Cl}

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

The figure, in words

Reaction scheme: benzene ring with CH3 (top) and NO2 (bottom) para to each other, two arrows, to a ring with COOH (top), Br (upper right) and Cl (bottom).

(1)(i) $\mathrm{Br_2/Fe}$ , (ii) $\mathrm{Fe/H^+}$ , (iii) $\mathrm{KMnO_4}$ , (iv) $\mathrm{Cl_2}$
(2)(i) $\mathrm{KMnO_4}$ , (ii) $\mathrm{Br_2/Fe}$ , (iii) $\mathrm{Fe/H^+}$ , (iv) $\mathrm{Cl_2}$
(3)(i) $\mathrm{Br_2/Fe}$ , (ii) $\mathrm{Fe/H^+}$ , (iii) HONO, (iv) CuCl, (v) $\mathrm{KMnO_4}$ Official answer
(4)(i) $\mathrm{Fe/H^+}$ , (ii) HONO, (iii) CuCl, (iv) $\mathrm{KMnO_4}$ , (v) $\mathrm{Br_2}$

Official answer

Option 3

NTA final key.

Chapter: Amines
Topic: Diazonium Salts
Idea tested: Sandmeyer Reaction

Same idea in other shifts

Asked 7× in all

Question text from the official JEE Main paper published by NTA; answer from the final answer key. Chapter, topic and idea tags, difficulty and skill are Lumi’s. This question needs a figure we do not reproduce; it is described in words above. Lumi analyses 108 of the 174 JEE Main shifts held from 2017 to 2026.