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Question

Which of the following is not a ambident nucleophile?

A
CN
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B
OH
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C
NO2
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D
All of the above.
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Solution

The correct option is B OH
OH is not an ambident nucleophile. It can form bond only through O atom.
a and c have have more than one donor atoms within the same donor group. hence both are ambident nucleophiles.
NO2 can form a bond either through N atom or through O atom.
CN can form a bond either through C atom or through N atom

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