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BITSAT 2011
Exam
BITSAT
Year
2011
Subject
Chemistry
Chapter
General Organic Chemistry

BITSAT 2011 · Chemistry · General Organic Chemistry

The correct nucleophilicity order is

The correct nucleophilicity order is

Options

  1. ACH3−<NH2−<HO−<F−\mathrm{CH}_{3}^{-}< \mathrm{NH}_{2}^{-}< \mathrm{HO}^{-}< \mathrm{F}^{-}
  2. BCH3−≃NH2−>HO−≃F−\mathrm{CH}_{3}^{-} \simeq \mathrm{NH}_{2}^{-} > \mathrm{HO}^{-} \simeq \mathrm{F}^{-}
  3. CCH3−>NH2−>HO−>F−\mathrm{CH}_{3}^{-} > \mathrm{NH}_{2}^{-} > \mathrm{HO}^{-} > \mathrm{F}^{-}
  4. DNH2−>F−>HO−>CH3−\mathrm{NH}_{2}^{-} > \mathrm{F}^{-} > \mathrm{HO}^{-} > \mathrm{CH}_{3}^{-}

Correct answer

C. CH3−>NH2−>HO−>F−\mathrm{CH}_{3}^{-} > \mathrm{NH}_{2}^{-} > \mathrm{HO}^{-} > \mathrm{F}^{-}

Step-by-step solution

Nucleophilicity increases with the decrease in electronegativity of the central atom. Since electronegativity follows the order: F>O>N>C;\mathrm{F} > \mathrm{O} > \mathrm{N} > \mathrm{C} ; nucleophilicity of the concerned group will follow the reverse order i.e., CH3−>NH2−>OH−>F−\mathrm{CH}_{3}^{-} > \mathrm{NH}_{2}^{-} > \mathrm{OH}^{-} > \mathrm{F}^{-}
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