What are ambident nucleophiles explain with an examples – it has two different doner sites or group.

Learn more Ambidentate ligands, examples of ambidentate ligands?

What are ambident nucleophiles?

Ambident nucleophiles contain more then one doner atom in the same doner groups. this mean, ambident nucleophiles has two negative sites (two doner groups).

The ambident nucleophiles is a nucleophiles that can react through two different negative sites are know as ambident nucleophiles.

Ambident nucleophiles is a type of nucleophilic attack in which nucleophilic attack from two or more different places in the molecules or ion. this mean, it has two nucleophilic sites through which they can attack. this is called ambident nucleophiles.

for examples,

Nitrite ion ( NO2-) these are the best example of ambident ligands

lets know with example,

what are ambident nucleophiles explain with an examples

There are two different way to nitrite ion can attack,

  1. Through oxygen &
  2. Through nitrogen

1. When nitrite ion can attack through oxygen as a result alkyl nitrites is formed.

For example,

Alkyl nitrites

2. When nitrite ion can attack through nitrogen as a result nitro alkanes is formed.

For example,

Nitro Alkanes

Examples of ambident nucleophiles

Ambident nucleophiles is an anionic which has two nucleophilic sites (two negative sites) through which they can attack. as a results new product is formed. the another best example for ambident nucleophiles is,

  1. Cyanide
  2. Thiocyanate


examples of ambident nucleophiles


Nucleophile system

Donate atleast one electron (e- pair) = Lewis base = Nucleophile.

this mean, If donate atleast one electron pair then it comes in Lewis base that is called nucleophile. you can understand with the help of examples.

Examples is,

-vely charge

F , Cl, Br, and CN have negative charge this mean, F is donate atleast one electron (one electron pair) this mean, F, Cl, Br, CN all atoms is nucleophile.


In case of neutral, accepting electron to complete octat. so, we can say that this is nucleophile.

H – O – H

R – O – H

R – O – R

+ vely charge

Donating Electrophile, due to this, it is called nucleophile.

NH3 – NH3

Electrophile system

+ vely charge

Here, atoms have positive charge, this mean, it required electron and it is accept electron to complete octat. If atom required to accept atleast one electron pair, this is called Electrophile.


In this case, both have accepting electrons. so we can say that, it is considered as a electrophile.

-vely charge

In this case, accepting electrons, due to this, this is called Electrophile.


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