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JEE Main 202622 JanuaryMorning Shift
Exam
JEE Main
Year
2026
Date
22 January
Shift
Morning Shift
Subject
Chemistry
Chapter
Haloalkanes and Haloarenes

JEE Main 2026 · 22 January · Morning Shift · Chemistry · Haloalkanes and Haloarenes

The correct order of reactivity of CH_ 3 Br in methanol with the...

The correct order of reactivity of CH3Br\mathrm{CH}_{3} \mathrm{Br} in methanol with the following nucleophiles is F−,\mathrm{F}^{-},\mathrm{I}−,C2H5O−^{-}, \mathrm{C}_{2} \mathrm{H}_{5} \mathrm{O}^{-}and C6H5O−\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{O}^{-}

Options

  1. AI−>C2H5O−>F−>C6H5O−\mathrm{I}^{-}>\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{O}^{-}>\mathrm{F}^{-}>\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{O}^{-}
  2. BI−>C2H5O−>C6H5O−>F−\mathrm{I}^{-}>\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{O}^{-}>\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{O}^{-}>\mathrm{F}^{-}
  3. CI−>F−>C6H5O−>C2H5O−\mathrm{I}^{-}>\mathrm{F}^{-}>\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{O}^{-}>\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{O}^{-}
  4. DI−>C6H5O−>F−>C2H5O−\mathrm{I}^{-}>\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{O}^{-}>\mathrm{F}^{-}>\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{O}^{-}

Correct answer

B. I−>C2H5O−>C6H5O−>F−\mathrm{I}^{-}>\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{O}^{-}>\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{O}^{-}>\mathrm{F}^{-}

Step-by-step solution

In methanol (protic solvent), nucleophilicity is determined by basicity and solvation effects. Smaller ions are heavily solvated by the protic solvent, reducing their effective nucleophilicity.

C₂H₅O⁻ (ethoxide) is the strongest nucleophile as it is less solvated and highly basic.

C₆H₅O⁻ (phenoxide) is weaker due to resonance stabilization by the benzene ring.

F⁻ is highly solvated despite high basicity, reducing its nucleophilicity significantly.

I⁻ is the best nucleophile because it is the largest ion and least solvated in methanol.

The correct order is I⁻ > C₂H₅O⁻ > C₆H₅O⁻ > F⁻.
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