Which of the ...

Question

Which of the following is the strongest nucleophile?

E t O^{⊝}

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⊝ O H

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⊝ C N

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I^{⊝}

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Solution

The correct option is A $E t O^{⊝}$
Nucleophilicity is parallel to basicity.
Acidity: $H I > H C N > H_{2} O > E t O H$
Basicity and nucleophilicity:
$I^{-} < C N^{-} < O H^{-} < E t O^{-}$
Hence, strongest nucleophile is $E t O^{-}$

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