JEE Main · 2020 · 08 Jan 2020 · Shift 1 · Haloalkanes and Haloarenes

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The decreasing order of reactivity towards dehydrohalogenation reaction of the following compounds is :
(A)
(B)
(C)
(D)
  1. (A)D B C A
    ✓ Correct
  2. (B)B A D C
  3. (C)B D C A
  4. (D)B D A C

Answer: (A)

Solution

An elimination is governed by how readily the substrate forms a carbocation in its rate-determining step, and carbocation stability falls in the order allylic (resonance-stabilized) tertiary secondary primary. The substrate giving the most stable allylic cation reacts fastest, the next a resonance-stabilized allylic cation, the third only a secondary cation and the last a primary one, so the order of reactivity is .
Structure A
A
Structure B
B
Structure C
C
Structure D
D

JEE Main · 2020 · 08 Jan 2020 · Shift 1 · Single correct option

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