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JEE Main 201912 AprilEvening Shift
Exam
JEE Main
Year
2019
Date
12 April
Shift
Evening Shift
Subject
Chemistry
Chapter
Haloalkanes and Haloarenes

JEE Main 2019 · 12 April · Evening Shift · Chemistry · Haloalkanes and Haloarenes

An ‘Assertion’ and a ‘Reason’ is given...

An ‘Assertion’ and a ‘Reason’ is given below. Choose the correct answer from the following options:
Assertion (A)\left(A\right): Vinyl halides do not undergo nucleophilic substitution easily.
Reason \left(R\right):Eventhoughtheintermediatecarbocationisstabilizedbylooselyheld: Even though the intermediate carbocation is stabilized by loosely held\pi -$ electrons, the cleavage is difficult because of the strong bonding.

Options

  1. ABoth (A)\left(A\right) and \left(R\right)arecorrectstatementsbut(R)are correct statements but \left(R\right) is not the correct explanation of \left(A\right) .
  2. BBoth (A)( A ) and (R)( R ) are wrong statements.
  3. CBoth (A)\left(A\right) and \left(R\right)arewrongstatementsandare wrong statements and( R )isthecorrectexplanationof(A).is the correct explanation of \left(A\right) .
  4. D(A)\left(A\right) is a correct statement but (R)\left(R\right) is a wrong statement.

Correct answer

D. (A)\left(A\right) is a correct statement but (R)\left(R\right) is a wrong statement.

Step-by-step solution

{\text{CH}_{2} = CH - Cl does not undergo unimolecular nucleophilic substitution (SN1)( S{N}^{1} ) reaction due to the formation of highly unstable cation (CH2=CH⊕),\left(C{H}_{2} = \overset{⊕}{CH}\right), which can not be delocalized by π−\pi - electrons. It does not give SN2S{N}_{2} because πe−\pi{e}^{-} cloud is exposed, so, hindrance is there.
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