Fundamentholfundamenthol
JEE Main2019Chemistry
Q.

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 - electrons, the cleavage is difficult because of strong bonding.

  1. A

    Both (A) and (R) are correct statements and (R) is the correct explanation of (A). 

  2. B

    Both (A) and (R) are correct statements but (R) is not the correct explanation of (A). 

  3. C

    Both (A) and (R) are wrong statements. 

  4. D

    (A) is a correct statement but (R) is a wrong statement. 

Solution

Due to partial double bond character of C – Halogen bond, Halogen leaves with great difficulty, if at all it does. Hence, vinyl halides do not undergo nucleophilic substitution easily.

Assertion is correct.

Intermediate carbocation is not stabilised by loosely held -electrons because empty orbital (see Fig. (3)), being at 90°, cannot overlap with p-orbitals of bond. Reason is wrong

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