What are ambident nucleophiles? Explain with an example.
Ambident Nucleophile- An anionic nucleophile, which has two nucleophilic centers, or two negative sites is known as an ambident nucleophile. This negative charge is delocalized due to resonance.
Example – Cyanide and Thiocyanate are examples of ambident nucleophiles.
-C≡N ↔ :C=N-
S=C=N- ↔ -S - C≡ N
Ambident nucleophiles are nucleophiles having two nucleophilic sites. Thus, ambident nucleophiles have two sites through which they can attack.
For example, nitrite ion is an ambident nucleophile.
Nitrite ion can attack through oxygen resulting in the formation of alkyl nitrites. Also, it can attack through nitrogen resulting in the formation of nitroalkanes.
Video Tutorials For All Subjects
- Chemical Reactions of Haloalkanes and Haloarenes - Reactions of Haloalkanes - Nucleophilic Substitution Reactions