Diazotetrazole, carbon atom generation

Flash pyrolysis of l,4-bis(tetrazol-5-yl)benzene at 600°C has been explored as a possible route to the dicarbene, CH-C( H4-CH . The product was phenylethyne which carried a C label from the tetrazole C-5, confirming that a CgH, species had been generated <87JA2534>. Thermal degradation of C-labelled 5-diazotetrazole has provided a source of atomic carbon for carbene reactions... 

A more extensively investigated precursor to chemically generated C atoms is diazotetrazole (6), which is easily prepared from readily available 5-aminotetrazole (7). " In this method, 7 is converted into the corresponding diazonium chloride 8, which is coated on the walls of a flask and pyrolysed in the presence of a gaseous substrate (Eq. 6). This technique has the drawback that 8 is extremely explosive and only small quantities can be prepared at a time. " However, the synthesis of 7 with a labeled carbon is quite simple, allowing convenient evaluation of the fate of the reacting carbon. " ... 

Thermolysis of diazotetrazole (718) gives rise to atomic carbon in the presence of propane, a mixture of but-l-ene, cis- and rrans-but-2-ene, isobutene, and methylcyclopropane, as well as propene, methane, and acetylene, is obtained/ Tris(methylimino)methane (720), the first nitrogen analogue of tri-methylenemethane, is generated by low-temperature photolysis of the tetrazoline l-Methoxy-5-phenyltetrazole (721) rearranges to the tetrazole 7V-oxide (722) at 200 The main product of the reaction of diazomethane with the tetrazolyl disulphide (723) is the rearranged thione (724)/ Irradiation of the... 

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