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Difference between Benzyne and Benzyl

 

Benzyne

Benzyl

Identification

Benzyne is identified as a triple bond between two adjacent carbon atoms in a  benzene ring.

Root- Benzyne (like the triple bond of alkyne)

Benzyl is identified as an alkyl benzene, that is, a benzene ring attached to a methylene (CH2) or a substituted methylene (CHR/CR2) group.

Root- Benzyl (a substituted alkane is called alkyl)

Structure

Difference benzyne and benzylComparison benzyne and benzyl

Stability

Benzyne is a reactive intermediate formed in aromatic organic (elimination) reactions. Therefore, it is highly unstable and reactive.

Benzyl is a relatively stable compound commonly used in several organic reactions as a starting material or as a protecting group in organic synthesis.

Reactions

Nucleophilic addition reactions, cycloadditions, Rearrangement reactions, and many Coupling reactions are carried out using benzyne intermediate.

Example: 

Reactions of benzyne versus benzyl

Various benzyl derivatives are used in halogenation, nucleophilic substitution reactions, oxidation, and reduction reactions, etc.

Example: 

Reactions of benzyl versus benzyne

 

Reactive Intermediates

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