diazo compound

Also known as diazo

300px|right|Diazo compounds have two main Lewis structures in resonance: R2>C−–N+≡N and R2>CH=N+=N−

~7 min read

Encyclopedic overview

16 sections

Contents

Structure
History
Synthesis
From amines or nitrosamines
From hydrazones
From diazomethyl compounds
By diazo transfer
From azides
Reactions
In cycloadditions
As carbene precursors
As nucleophile
Occurrence in nature
See also
Notes
References

300px|right|Diazo compounds have two main Lewis structures in resonance: R2>C−–N+≡N and R2>CH=N+=N−

In organic chemistry, the diazo group is an organic moiety consisting of two linked nitrogen atoms at the terminal position. Overall charge-neutral organic compounds containing the diazo group bound to a carbon atom are called diazo compounds or diazoalkanes and are described by the general structural formula . The simplest example of a diazo compound is diazomethane, . Diazo compounds () should not be confused with azo compounds () or with diazonium compounds ().

Excerpted from Wikipedia’s “diazo compound” article, available under the CC BY-SA 4.0 licence.