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JEE Main · 2022 · 26 Jun 2022 · Shift 2 · General Organic Chemistry

The correct order of nucleophilicity is

(A) $F X^{-} > OH X^{-}$
(B) $H X_{2} O > OH X^{-}$
(C) $ROH > RO X^{-}$
(D) $NH X_{2} X^{-} > NH X_{3}$ ✓ Correct

Answer: (D)

Solution

Nucleophilicity depends on:

Electron density on the donor atom (higher electron density → higher nucleophilicity)
Charge (negative species are more nucleophilic than neutral)
Electronegativity (lower EN → higher nucleophilicity for same period)

Analyzing the options:

(A) $F X^{-}$ vs $OH X^{-}$ : F is more electronegative, so $OH X^{-}$ is more nucleophilic
(B) $H X_{2} O$ vs $OH X^{-}$ : Negatively charged $OH X^{-}$ is more nucleophilic than neutral $H X_{2} O$
(C) $ROH$ vs $RO X^{-}$ : Negatively charged $RO X^{-}$ is more nucleophilic than neutral $ROH$
(D) $NH X_{2} X^{-}$ vs $NH X_{3}$ : Negatively charged $NH X_{2} X^{-}$ has higher electron density and is more nucleophilic than neutral $NH X_{3}$ ✓

Therefore, option (D) is correct.

JEE Main · 2022 · 26 Jun 2022 · Shift 2 · Single correct option

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