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Question

Which of these reactions are possible?

JEE Main 2020 Paper With Solutions Chemistry Shift 2


A

A and D

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B

B and D

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C

B, C, and D

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D

A and B

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Solution

The correct option is B

B and D


Aryl halides

Aryl halides are frequently used as synthetic intermediates in the manufacture of other natural antioxidants. Chlorobenzene, for example, is a source of benzenol as well as the initiating aryl halide for DDT manufacturing.

Vinyl halide

A vinyl halide is an inorganic compound. Any alkenyl group is repeatedly alluded to as vinyl. As a basis, alkenyl halides exhibiting the formula RCH=CHX are often known as vinyl halides.

The explanation for correct reaction (options B):

  1. Because chlorine creates partial double bonds in aryl halides, the aryl cation is not created.
  2. Because the intermediate produced (vinyl cation) is unstable, vinyl halides do not undergo the Friedel-Crafts process.

JEE Main 2020 Papers With Solutions Chemistry Shift 2

The explanation for incorrect reactions (options A, C, and D):

  1. Due to the resonance stabilization and sp2 hybridization of the C linked to the halide, aryl halide is less reactive than alkyl halide towards nucleophilic substitution.
  2. Resonance causes the carbon-chlorine bond to take on the characteristics of a partial double bond, which makes it shorter and stronger and prevents nucleophiles from quickly replacing it.
  3. The sp2 character of the C atom, to which chlorine is bonded, further strengthens this impact.

Conclusion

Therefore, the correct option is B.


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