JEE Main · 2019 · 12 Apr 2019 · Shift 2 · Haloalkanes and Haloarenes

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An 'Assertion' and a 'Reason' are given below. Choose the correct answer from the following options.
Assertion (A): Vinyl halides do not undergo nucleophilic substitution easily.
Reason (R): Even though the intermediate carbocation is stabilized by loosely held p-electrons, the cleavage is difficult because of strong bonding.
  1. (A)Both (A) and (R) are correct statements but (R) is not the correct explanation of (A)
  2. (B)Both (A) and (R) are wrong statements
  3. (C)Both (A) and (R) are correct statements and (R) is the correct explanation of (A)
  4. (D)(A) is a correct statement but (R) is a wrong statement.✓ Correct

Answer: (D)

Solution

The assertion is true: vinyl halides resist nucleophilic substitution because the halogen lone pair conjugates with the double bond, giving the bond partial double-bond character that makes it short and strong. The reason is false: the resistance has nothing to do with a carbocation intermediate, since vinyl halides do not ionise that way. So a correct assertion is paired with a wrong reason.

JEE Main · 2019 · 12 Apr 2019 · Shift 2 · Single correct option

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