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Haloalkanes and Haloarenes question

2016 · 10 Apr · Shift 1 · Q5
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Haloalkanes and Haloarenes question

2016 · 10 Apr · Shift 1 · Q5

JEE MainChemistryHaloalkanes and HaloarenesMCQ+4 / −1
Which one of the following reagents is not suitable for the elimination reaction ? JEE Main 2016 (Online) 10th April Morning Slot Chemistry - Haloalkanes and Haloarenes Question 142 English
  1. A
    NaOHNaOHNaOH/H2OH_2OH2​O
  2. B
    NaOEt/EtOH
  3. C
    NaOHNaOHNaOH/H2OH_2OH2​O-EtOHEtOHEtOH
  4. D
    NaI
View written solutionFree

Correct answer: D

  1. Concept: Elimination in haloalkanes

    Elimination of HX from an alkyl halide to form an alkene is usually favored by:

    • a strong base,
    • often in alcoholic medium,
    • reagents such as alcoholic KOHKOHKOH, NaOEt/EtOHNaOEt/EtOHNaOEt/EtOH, etc.

    A reagent is not suitable for elimination if it does not act as a base to remove a β\betaβ-hydrogen.

  2. Check each option

    Option A: NaOH/H2ONaOH/H_2ONaOH/H2​O

    • Aqueous NaOHNaOHNaOH mainly favors nucleophilic substitution.
    • However, under suitable conditions it can still give some elimination, though it is not the best reagent.
    • So it is not completely unsuitable.

    Option B: NaOEt/EtOHNaOEt/EtOHNaOEt/EtOH

    • Sodium ethoxide in ethanol is a strong base in alcoholic medium.
    • This is a classic elimination reagent.
    • Hence, it is suitable.

    Option C: NaOH/H2ONaOH/H_2ONaOH/H2​O-EtOHEtOHEtOH

    • Hydroalcoholic medium with base can promote elimination better than pure aqueous base.
    • So this is also used for elimination.
    • Hence, it is suitable.

    Option D: NaINaINaI

    • NaINaINaI provides I−I^-I−, which is a good nucleophile but a weak base.
    • It is used in substitution reactions such as Finkelstein reaction, not for elimination.
    • Therefore, it is not suitable for elimination.
  3. Conclusion

    The reagent that is not suitable for elimination reaction is: D  :  NaI\boxed{D\;:\; NaI}D:NaI​

  4. Comparison with stored correct answer

    Stored correct answer = DDD

    My derived answer also = DDD

    So they agree.

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