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Question: Answered & Verified by Expert
An ‘Assertion’ and a ‘Reason’ is 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 π- electrons, the cleavage is difficult because of the strong bonding.
ChemistryHaloalkanes and HaloarenesJEE MainJEE Main 2019 (12 Apr Shift 2)
Options:
  • A Both A and R are correct statements but R is not the correct explanation of A.
  • B Both (A) and (R) are wrong statements.
  • C Both A and R are wrong statements and (R) is the correct explanation of A.
  • D A is a correct statement but R is a wrong statement.
Solution:
2505 Upvotes Verified Answer
The correct answer is: A is a correct statement but R is a wrong statement.
CH2=CH-Cl does not undergo unimolecular nucleophilic substitution (SN1) reaction due to the formation of highly unstable cation CH2=CH, which can not be delocalized by π- electrons. It does not give SN2 because π e- cloud is exposed, so, hindrance is there.

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