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Haloalkanes and Haloarenes question

2004 · Q115
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Haloalkanes and Haloarenes question

2004 · Q115

NEETChemistryHaloalkanes and HaloarenesMCQ+4 / −1
Which of the following is least reactive in a nucleophilic sibstitution reaction?
  1. A
    (CH3)3C −-− Cl
  2. B
    CH2===CHCl
  3. C
    CH3CH2Cl
  4. D
    CH2===CHCH2Cl
View written solutionFree

Correct answer: B

Chlorine of vinyl chloride (CH2==CHCl) is non-reactive substitution reaction because it shows the following resonating structure due to +M effect of –Cl atom.

AIPMT 2004 Chemistry - Haloalkanes and Haloarenes Question 32 English Explanation
In second Cl–atom has positive charge and partial double bond character with C of vinyl group, so it is more tightly attracted towards the nucleus and it does not get replaced by nucleophile in nucleophilic substitution reaction.

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