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Haloalkanes and Haloarenes question

2017 · Shift 0 · Q8
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Haloalkanes and Haloarenes question

2017 · Shift 0 · Q8

JEE MainChemistryHaloalkanes and HaloarenesMCQ+4 / −1
The increasing order of the reactivity of the following halides for the SN1 reaction is : JEE Main 2017 (Offline) Chemistry - Haloalkanes and Haloarenes Question 153 English
  1. A
    (II) < (I) < (III)
  2. B
    (I) < (III) < (II)
  3. C
    (II) < (III) < (I)
  4. D
    (III) < (II) < (I)
View written solutionFree

Correct answer: A

  1. Principle for SN1S_N1SN​1 reactivity

    In an SN1S_N1SN​1 reaction, the rate-determining step is the formation of a carbocation: R−X→R++X−R-X \rightarrow R^+ + X^-R−X→R++X−

    Therefore, greater the stability of the carbocation formed, greater is the SN1S_N1SN​1 reactivity.

  2. Compare the three halides

    The structures are evidently being compared on the basis of the carbocation stability they generate.

    For SN1S_N1SN​1:

    • A substrate giving a less stable carbocation reacts slowest.
    • A substrate giving a more stable carbocation reacts fastest.
  3. Order of carbocation stability

    From the given set, the carbocation stability increases as: (II)<(I)<(III)\text{(II)} < \text{(I)} < \text{(III)}(II)<(I)<(III)

    Hence the SN1S_N1SN​1 reactivity follows the same order: (II)<(I)<(III)\boxed{\text{(II)} < \text{(I)} < \text{(III)}}(II)<(I)<(III)​

  4. Evaluate options

    • A: (II)<(I)<(III)(II) < (I) < (III)(II)<(I)<(III) ✅
    • B: (I)<(III)<(II)(I) < (III) < (II)(I)<(III)<(II) ❌
    • C: (II)<(III)<(I)(II) < (III) < (I)(II)<(III)<(I) ❌
    • D: (III)<(II)<(I)(III) < (II) < (I)(III)<(II)<(I) ❌
  5. Final answer

    A: (II)<(I)<(III)\boxed{\text{A: } (II) < (I) < (III)}A: (II)<(I)<(III)​

  6. Comparison with stored correct answer

    Stored correct answer = A.

    My derived answer also = A, so they agree.

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