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Diazo




Diazo refers to a type of Organic Compound that has two linked nitrogen (azo) compounds. The general formula is R2C=N2. The simplest example of a diazo compound is Diazomethane . The electronic structure of diazo compounds involves a positive charge on the central nitrogen and negative charge distributed between the terminal nitrogen and the carbon. Some of the most stable diazo compounds are α-diazoketones and α-diazoesters since the negative charge is delocalized into the carbonyl. In contrast, most alkyldiazo compounds are explosive.

Diazo compounds are used as precursors to reacts with P-toluenesulfonyl Hydrazide to the Hydrazone .Its sodium salt reacts with N-Vinylphthalimide and Rhodium Acetate , a Phase Transfer Catalyst and PTC to the cyclopropane. The phthalimide group is removed by Hydrazine . The product is the Cis Isomer but by switching to ClFeTPP the amount of trans isomer increases to 33% in ''scheme 1'' in which the sodium salt of benzaldehyde Tosyl Hydrazone is converted to a Rhodium Metal Carbene through the diazo intermediate.

An unusual October 31, 2006 Link .

Another commercially relevant diazocompound is Ethyl diazoacetate N2CH2COOEt.


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