Diazene
Diimide, also called diazene or diimine, is a compound having the formula (NH)2. It exists as two geometric isomers, ''E'' (''trans'') and ''Z'' (''cis''). The term diazene is more common for organic derivatives of diimide. Thus, azobenzene is an example of an organic diazene. Synthesis A traditional route to diimide involves oxidation of hydrazine with hydrogen peroxide or air. Alternatively the hydrolysis of diethyl azodicarboxylate or azodicarbonamide affords diimide: :(NCOOH)2 → (NH)2 + 2 CO2 Nowadays, diimide is generated by thermal decomposition of 2,4,6‐triisopropylbenzenesulfonylhydrazide. Because of its instability, diimide is generated and used ''in-situ''. A mixture of both the ''cis'' (''Z-'') and ''trans'' (''E-'') isomers is produced. Both isomers are unstable, and they undergo a slow interconversion. The ''trans'' isomer is more stable, but the ''cis'' isomer is the one that reacts with unsaturated substrates, therefore the equilibrium between them sh ...
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