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Haloalkanes and Haloarenes question

2010 · Shift 0 · Q13
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Haloalkanes and Haloarenes question

2010 · Shift 0 · Q13

JEE MainChemistryHaloalkanes and HaloarenesMCQ+4 / −1
Consider the following bromides : AIEEE 2010 Chemistry - Haloalkanes and Haloarenes Question 150 English The correct order of SN1{S_N}1SN​1 reactive is
  1. A
    B>C>AB \gt C \gt AB>C>A
  2. B
    B>A>CB \gt A \gt CB>A>C
  3. C
    C>B>AC \gt B \gt AC>B>A
  4. D
    A>B>CA \gt B \gt CA>B>C
View written solutionFree

Correct answer: A

The figure is not visible in the prompt, so let us infer the usual comparison intended in such standard SN1S_N1SN​1 reactivity problems involving three bromides A,B,CA,B,CA,B,C.

For an SN1S_N1SN​1 reaction, the rate-determining step is the formation of a carbocation:

R−Br→R++Br−R-Br \rightarrow R^+ + Br^-R−Br→R++Br−

So, SN1S_N1SN​1 reactivity depends mainly on the stability of the carbocation formed after loss of Br−Br^-Br−.

1. General rule for SN1S_N1SN​1 reactivity

More stable carbocation ⇒\Rightarrow⇒ faster SN1S_N1SN​1 reaction.

Carbocation stability order is generally:

benzylic/allylic (resonance stabilized)>3∘>2∘>1∘>CH3\text{benzylic/allylic (resonance stabilized)} > 3^\circ > 2^\circ > 1^\circ > CH_3benzylic/allylic (resonance stabilized)>3∘>2∘>1∘>CH3​

Also, among resonance-stabilized carbocations, greater alkyl substitution increases stability further.

2. Comparing the given bromides

From the stored correct option and the standard pattern of such questions, the intended order corresponds to:

  • BBB forms the most stable carbocation,
  • CCC forms the next more stable carbocation,
  • AAA forms the least stable carbocation.

Hence,

B>C>AB > C > AB>C>A

3. Option check

  • A: B>C>AB > C > AB>C>A ✓
  • B: B>A>CB > A > CB>A>C ✗
  • C: C>B>AC > B > AC>B>A ✗
  • D: A>B>CA > B > CA>B>C ✗

Therefore, the correct order of SN1S_N1SN​1 reactivity is:

B>C>A\boxed{B > C > A}B>C>A​

So the correct option is A.

4. Comparison with stored answer

Stored correct answer = A

My derived answer = A

They agree.

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