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Why does NO2 act as ambident nucleophile?

Why does NO2 act as ambident nucleophile?

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.

Is NO2 an ambident?

NO^ – 2 is an ambident ligand.

Why nitrite group is called ambident?

Ambident nucleophiles: In nitrite ion (NO2-) , both Nitrogen and Oxygen have unshared pair of the electron which can donate to the electron-deficient site of the substrate ( i.e. haloalkane).

Is NO2 a nucleophile?

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NO2-is a nucleophile while NO3- is not.

What is an ambident nucleophile?

An ambident nucleophile is an anionic nucleophile whose negative charge is delocalized by resonance over two unlike atoms or over two like but non-equivalent atoms. The most common ambident nucleophiles are enolate ions. For example, the resonance forms of acetone enolate are shown below.

What is ambident nucleophile .give two example?

The nucleophiles that can attack through two different sites are known as ambident nucleophiles. For example, cyanide ion is an ambident nucleophile. It can attack through either C atom or N atom to form alkyl cyanide or alkyl isocyanide.

How do you prove CN and NO2 nucleophile act as ambident nucleophile?

Yes, both CN- and NO2 – are ambident nucleophile. Ambidentate nucleophile means a species which has two electron rich sites from where it can attack. CN- has two sites of attack C and N, but at a time only site can attach itself to the electrophillic centre.

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Which is an example of ambident nucleophile?

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.

What are ambident nucleophiles give two examples of it?

Is NO2 Ambident nucleophile?

Attack By NO2- Ambident nucleophile(-O-N=O) alkane nitrite nitro alkane In NO 2- , oxygen (negatively charged) will be a hard base as compared to nitrogen. Primary alkyl halide with AgNO2 chiefly gives nitro alkane but if secondary and tertiary alkyl halides are used then AgNO2 will yield nitrite as the major product.

Is NO2 nucleophile or electrophile?

It is not nucleophile because it cannot donate the other pair of electron on oxygen since Oxygen has positive charge and it will be reluctant with its electronegativity. Positive charge is on oxygen and its octet is filled therefore its not an electrophile. NO2 is not an electrophile.

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Is NO2 an ambident nucleophile?