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Haloalkanes and Haloarenes

JEE Main 2025 (Online) 28th January Evening ShiftMCQMedium📈 Topic in 16% papers+4−1
Ques. 1JEE Main 2025, 28 January (Evening Shift)

The product B formed in the following reaction sequence is: [figure]

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]

Answer

(4) [figure]

Solution

Step 1 (HCl, electrophilic addition): H+ adds to the side-chain double bond so that the more stable carbocation is formed. Addition of H+ to the terminal-side carbon gives a secondary benzylic carbocation, stabilised by resonance with the ring (and by hyperconjugation/+I of the p-methyl group):

Ar-CH=CH-CH3 H+ Ar- +CH-CH2-CH3 (Ar = 4-methylphenyl)

Cl- attacks the benzylic carbon: (A) = Ar-CHCl-CH2-CH3 (major).

Step 2 (AgCN): AgCN is mainly covalent, so only the nitrogen lone pair of the cyanide group is free to attack; the C–N bond is formed and an isocyanide results.

Ar-CHCl-CH2CH3 + AgCN Ar-CH(NC)-CH2CH3 + AgCl

(B) = 1-(1-isocyanopropyl)-4-methylbenzene: the –NC group is on the benzylic carbon and the side chain is three carbons long, as drawn in option (4).

Options (1) and (3) place –NC on the wrong carbon (anti-Markovnikov position) and option (2) is a nitrile with a two-carbon chain.

Answer: (4)

Keep practising — Haloalkanes and Haloarenes

Ques. 2JEE Main 2025, 28 January (Evening Shift)

The major product of the following reaction is: [figure]

  1. 6-Phenylhepta-3,5-diene
  2. 6-Phenylhepta-2,4-diene
  3. 2-Phenylhepta-2,4-diene
  4. 2-Phenylhepta-2,5-diene
Ques. 3JEE Main 2025, 24 January (Morning Shift)

Given below are two statements: In the light of the above statements, choose the correct answer from the options given below

  1. Statement I is false but Statement II is true
  2. Statement I is true but Statement II is false
  3. Both Statement I and Statement II are false
  4. Both Statement I and Statement II are true
Ques. 4JEE Main 2025, 24 January (Evening Shift)

The structure of the major product formed in the following reaction is : [figure]

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 5JEE Main 2025, 23 January (Morning Shift)

Match the List - I with List - II Choose the correct answer from the options given below:

  1. A-II, B-III, C-I, D-IV
  2. A-II, B-I, C-III, D-IV
  3. A-IV, B-I, C-III, D-II
  4. A-IV, B-III, C-I, D-II
Ques. 6JEE Main 2025, 23 January (Evening Shift)

The ascending order of relative rate of solvolysis of following compounds is : [figure]

  1. (C) < (D) < (B) < (A)
  2. (D) < (A) < (B) < (C)
  3. (D) < (B) < (A) < (C)
  4. (C) < (B) < (A) < (D)
Ques. 7JEE Main 2025, 22 January (Morning Shift)

Given below are two statements : In the light of the above statements, choose the most appropriate answer from the options given below :

  1. Both Statement I and Statement II are incorrect
  2. Both Statement I and Statement II are correct
  3. Statement I is correct but Statement II is incorrect
  4. Statement I is incorrect but Statement II is correct
Ques. 8JEE Main 2025, 22 January (Evening Shift)

[figure] The maximum number of RBr producing 2-methylbutane by above sequence of reactions is . (Consider the structural isomers only)

  1. 5
  2. 3
  3. 4
  4. 1

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