Other polynitro aliphatic compounds

A new general method of preparing polynitro aliphatic compounds was recently described by Frankel [92], The reaction consists in acting with 2-bromo-2,2-dinitro-ethyl acetate (I) on metallic salts of organic and inorganic compounds having active hydrogen atoms. 

The following mechanism is given by the author, for the formation of 2,2,4,4-tetranitrobutyl acetate (V)  

It is suggested that the reaction occurs through the intermediate formation of 1,1-dinitroethylene (III). The reaction was described as dinitroethylation . 

Urbanski and Gedroyc [93] prepared dinitrophenylnitromethane (I) -a trinitrotoluene isomer - by nitration of phenylnitromethane. The compound has proved to have explosive properties similar to those of TNT. 

Milone and Massa [94] prepared another isomer of trinitrotoluene, namely nitrophenyl dinitromethane (II) by the action of nitrogen dioxide on benzaldoxime followed by the nitration of the resultant product  

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