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JEE Main 20238 AprilMorning Shift
Exam
JEE Main
Year
2023
Date
8 April
Shift
Morning Shift
Subject
Chemistry
Chapter
Haloalkanes and Haloarenes

JEE Main 2023 · 8 April · Morning Shift · Chemistry · Haloalkanes and Haloarenes

Choose the halogen which is most reactive towards SN1 reaction in...

Choose the halogen which is most reactive towards SN1 reaction in the given compounds (A, B, C & D)

A. Choose the halogen which is most reactive towards SN1 reaction in the given compounds (A, B, C & D) A. B. C. D.

B. Choose the halogen which is most reactive towards SN1 reaction in the given compounds (A, B, C & D) A. B. C. D.

C. Choose the halogen which is most reactive towards SN1 reaction in the given compounds (A, B, C & D) A. B. C. D.

D. Choose the halogen which is most reactive towards SN1 reaction in the given compounds (A, B, C & D) A. B. C. D.

Options

  1. AA−Br(b);B−I(a);C−Br(a);D−Br(a)A - {Br}_{( b )}; B - {I}_{( a )}; C - {Br}_{( a )}; D - {Br}_{( a )}
  2. BA−Br(b);B−I(b);C−Br(b);D−Br(b)A - Br ( b ) ; B - {I}_{( b )}; C - Br ( b ) ; D - Br ( b )
  3. CA−Br(a);B−I(a);C−Br(b);D−Br(a)A - {Br}_{( a )}; B - {I}_{( a )}; C - {Br}_{( b )}; D - {Br}_{( a )}
  4. DA−Br(a);B−I(a);C−Br(a);D−Br(a)A - {Br}_{( a )}; B - {I}_{( a )}; C - {Br}_{( a )}; D - {Br}_{( a )}

Correct answer

C. A−Br(a);B−I(a);C−Br(b);D−Br(a)A - {Br}_{( a )}; B - {I}_{( a )}; C - {Br}_{( b )}; D - {Br}_{( a )}

Step-by-step solution

The leaving group which results in the formation of more stable carbocation will be more reactive towards SN1 reaction.

Choose the halogen which is most reactive towards SN1 reaction in the given compounds (A, B, C & D) A. B. C. D.

In the above molecule, by leaving of Br(a){Br}_{( a )} benzyl carbocation is formed. Benzyl carbocation is more stable than aliphatic carbocation.

Choose the halogen which is most reactive towards SN1 reaction in the given compounds (A, B, C & D) A. B. C. D.

By replacing I(a){I}_{( a )} in the above molecule, allyl carbocation is formed. Allyl carbocation is more stable than aliphatic carbocation.

Choose the halogen which is most reactive towards SN1 reaction in the given compounds (A, B, C & D) A. B. C. D.

In the above molecule, it is difficult to replace Br(a){Br}_{( a )}, as carbocation formed at bridge head position is very difficult. Hence, Br(b){Br}_{( b )} is more reactive.

Choose the halogen which is most reactive towards SN1 reaction in the given compounds (A, B, C & D) A. B. C. D.

Br(a){Br}_{( a )} is more reactive than Br(b){Br}_{( b )} in the above molecule, because tertiary carbocation is more stable than primary carbocation.

Hence, the correct answer is option (3).

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