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Basics of Organic Chemistry question

2022 · 26 Jun · Shift 2 · Q7
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Basics of Organic Chemistry question

2022 · 26 Jun · Shift 2 · Q7

JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
The correct order of nucleophilicity is
  1. A
    F −-− > OH −-−
  2. B
    JEE Main 2022 (Online) 26th June Evening Shift Chemistry - Basics of Organic Chemistry Question 138 English Option 2
  3. C
    JEE Main 2022 (Online) 26th June Evening Shift Chemistry - Basics of Organic Chemistry Question 138 English Option 3
  4. D
    NH 2−_2^ -2−​ > NH3NH_3NH3​
View written solutionFree

Correct answer: D

  1. Concept used: Nucleophilicity is the tendency of a species to donate an electron pair to an electron-deficient center.

  2. General trend: For species with the same attacking atom, nucleophilicity usually increases with:

    • greater negative charge,
    • lower electronegativity,
    • higher availability of lone pair.
  3. Check option A: F−>OH−\mathrm{F^- > OH^-}F−>OH−

    • Compare F−\mathrm{F^-}F− and OH−\mathrm{OH^-}OH−.
    • The attacking atoms are F and O.
    • Oxygen is less electronegative than fluorine, so the lone pair on OH−\mathrm{OH^-}OH− is generally more available for donation than on F−\mathrm{F^-}F−.
    • Thus, OH−\mathrm{OH^-}OH− is generally more nucleophilic than F−\mathrm{F^-}F−.
    • So option A is incorrect.
  4. Check option D: NH2−>NH3\mathrm{NH_2^- > NH_3}NH2−​>NH3​

    • Both have nitrogen as the donor atom.
    • NH2−\mathrm{NH_2^-}NH2−​ carries a negative charge, while NH3\mathrm{NH_3}NH3​ is neutral.
    • The anion has greater electron density and donates its lone pair more readily.
    • Therefore, NH2−>NH3\mathrm{NH_2^- > NH_3}NH2−​>NH3​
    • So option D is correct.
  5. Since among the visible options, D gives a correct nucleophilicity order, the answer is: NH2−>NH3\boxed{\mathrm{NH_2^- > NH_3}}NH2−​>NH3​​

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