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JEE Main 202330 JanuaryEvening Shift
Exam
JEE Main
Year
2023
Date
30 January
Shift
Evening Shift
Subject
Chemistry
Chapter
Haloalkanes and Haloarenes

JEE Main 2023 · 30 January · Evening Shift · Chemistry · Haloalkanes and Haloarenes

In the above conversion of compound ( X ) to product ( Y ), the...

In the above conversion of compound ( X ) to product ( Y ), the sequence of reagents to be used will be:

In the above conversion of compound (XX) to product (YY), the sequence of reagents to be used will be:

Options

  1. A

    (i) Br2,Fe{Br}_{2}, Fe

    (ii) Fe,H+Fe, {H}^{+}

    (iii) LiAlH4{LiAlH}_{4}

  2. B

    (i) Br2(aq){Br}_{2}\left(aq\right)

    (ii) LiAlH4{LiAlH}_{4}

    (iii) H3O+{H}_{3}{O}^{+}

  3. C

    (i) Fe,H+Fe, {H}^{+}

    (ii) Br2(aq){Br}_{2}\left(aq\right)

    (iii) HNO2{HNO}_{2}

    (iv) CuBrCuBr

  4. D

    (i) Fe,H+Fe, {H}^{+}

    (ii) Br2(aq){Br}_{2}\left(aq\right)

    (iii) HNO2{HNO}_{2}

    (iv) H3PO2{H}_{3}{PO}_{2}

Correct answer

D.

(i) Fe,H+Fe, {H}^{+}

(ii) Br2(aq){Br}_{2}\left(aq\right)

(iii) HNO2{HNO}_{2}

(iv) H3PO2{H}_{3}{PO}_{2}

Step-by-step solution

The nitro group on the benzene ring is reduced to amine group with metal and acid. Now, the methyl and nitro groups present on the benzene ring are ortho-para directing groups and amine group is the strong activator. Hence, bromine water reacts with respect to amino group. The amino group on the benzene ring undergoes diazotization with nitrous acid. The diazonium part reduces to benzene with hypophosphorous acid.

In the above conversion of compound ( X ) to product ( Y ), the sequence of reagents to be used will be:

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