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Question

The correct pair(s) of the ambident nucleophiles is (are):

(A)AgCN/KCN

(B)RCOOAg/RCOOK

(C)AgNO2/KNO2

(D)AgI/KI

A
(A) and (C) only
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B
(B) only
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C
(B) and (C) only
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D
(A) only
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Solution

The correct option is A (A) and (C) only
Answer: (a)More than one electron-donating side.

Cyanide CN and NO2 ions are ambident nucleophiles and can cause nucleophilic substitution of alkyl halide by either of their atoms.
In cyanide substitution can occur through carbon atom or nitrogen atom. In nitrite ion substitution of alkyl halide can occur through by either of its oxygen atoms or nitrogen atom.

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