what is an ambident group? give two examples
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An ambident nucleophile is an anionic nucleophile in which the negative charge is delocalized over two unlike atoms.
Explanation:
A nucleophile is a chemical species that can donate an electron pair and form a bond to a carbon atom. For example,
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The word ambident comes from two Latin words: ambi = "on both sides" + dens = "tooth".
So an ambident nucleophile has "teeth" on two sides.
It can attack from two different places and form two different products.
For example, the thiocyanate ion, SCN−, is a resonance hybrid.
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Both the S and the N atoms can act as nucleophiles.
So, the SN2 reaction of an alkyl halide with SCN− often leads to a mixture of an alkyl thiocyanate and an alkyl isothiocyanate.
R-X+SCN⁻→X−+R-SCNalkyl thiocyanate+R-NCSalkyl isothiocyanate
A common ambident nucleophile in organic chemistry is the enolate ion.
For example, the resonance forms of acetone enolate are
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Both the C and the O atoms can act as nucleophiles.
Thus, the reaction of the enolate with methyl iodide gives a mixture of a ketone (1) and an enol ether (2).
Explanation:
A nucleophile is a chemical species that can donate an electron pair and form a bond to a carbon atom. For example,
www.naontiotami.com
The word ambident comes from two Latin words: ambi = "on both sides" + dens = "tooth".
So an ambident nucleophile has "teeth" on two sides.
It can attack from two different places and form two different products.
For example, the thiocyanate ion, SCN−, is a resonance hybrid.
www.axeleratio.com
Both the S and the N atoms can act as nucleophiles.
So, the SN2 reaction of an alkyl halide with SCN− often leads to a mixture of an alkyl thiocyanate and an alkyl isothiocyanate.
R-X+SCN⁻→X−+R-SCNalkyl thiocyanate+R-NCSalkyl isothiocyanate
A common ambident nucleophile in organic chemistry is the enolate ion.
For example, the resonance forms of acetone enolate are
chem.libretexts.org
Both the C and the O atoms can act as nucleophiles.
Thus, the reaction of the enolate with methyl iodide gives a mixture of a ketone (1) and an enol ether (2).
Answered by
1
Answer:
Cyanides and Isocyanides are examples of ambident groups.
Explanation:
An ambident group exists as a group that exists competent in creating bonds by contributing electrons through two sites.
In the case of isocyanides, the CN group can be connected to the alkyl or the aryl group either through the carbon or the nitrogen atom. Such a group that can be connected through two different sides are ambident nucleophiles.
An example of an ambident group exists in the Cyanides and Isocyanides group.
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