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Haloalkanes and Haloarenes question

2020 · 2 Sep · Shift 2 · Q21
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Haloalkanes and Haloarenes question

2020 · 2 Sep · Shift 2 · Q21

JEE MainChemistryHaloalkanes and HaloarenesMCQ+4 / −1
Consider the reaction sequence given below: JEE Main 2020 (Online) 2nd September Evening Slot Chemistry - Haloalkanes and Haloarenes Question 117 English Which of the following statements is true?
  1. A
    Changing the concentration of base will have no effect on reaction (1)
  2. B
    Changing the concentration of base will have no effect on reaction (2)
  3. C
    Changing the base from OH−OH^-OH− to -OR will have no effect on reaction (2)
  4. D
    Doubling the concentration of base will double the rate of both the reactions
View written solutionFree

Correct answer: A

  1. Interpret the two reactions

    The question is about two elimination/substitution-type reactions in haloalkanes/haloarenes, and the options ask how the rate changes with:

    • concentration of base, and
    • nature of base (OH−OH^-OH− vs RO−RO^-RO−).

    Such questions typically distinguish between:

    • Reaction (1): a unimolecular process, i.e. E1E1E1/SN1S_N1SN​1-type, where the rate-determining step is ionization of the substrate.
    • Reaction (2): a bimolecular elimination, i.e. E2E2E2, where the base participates in the rate-determining step.
  2. Rate law for reaction (1)

    For an E1E1E1-type reaction, Rate=k[substrate]\text{Rate} = k[\text{substrate}]Rate=k[substrate]

    because the slow step is formation of a carbocation by departure of the leaving group.

    Therefore, changing the concentration of base does not affect the rate of reaction (1).

    So, statement A is true.

  3. Rate law for reaction (2)

    For an E2E2E2-type reaction, Rate=k[substrate][base]\text{Rate} = k[\text{substrate}][\text{base}]Rate=k[substrate][base]

    Hence the rate does depend on base concentration.

    Therefore:

    • Statement B (“Changing the concentration of base will have no effect on reaction (2)”) is false.
  4. Effect of changing base from OH−OH^-OH− to RO−RO^-RO− in reaction (2)

    In an E2E2E2 reaction, the base is directly involved in the transition state. Changing from OH−OH^-OH− to alkoxide RO−RO^-RO− changes basicity/steric effects and thus generally changes the rate.

    Therefore statement C is false.

  5. Check statement D

    Statement D says doubling base concentration doubles the rate of both reactions.

    • For reaction (1): no effect.
    • For reaction (2): rate doubles.

    Hence D is false.

  6. Conclusion

    The only true statement is: A\boxed{A}A​

  7. Comparison with stored answer

    Stored correct answer = A.

    My derived answer also = A. So they agree.

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