Kharasch, MS; Lommen, FWM; Jacobsohn, IM
1. The nitronic acid structure for the nitro-anilines is discussed. Evidence is given that is compatible with the assumption that, in alcoholic solution, the o- and p-nitro-anilines exist in two or more tautomeric forms. The fundamental difference between the mercury salts of the o- and p-nitro-anilines and that formed by the meta compound is pointed out. 2. The mercurization of the nitro-anilines is discussed. 3. The positions taken by the entering mercury in the nitro-anilines has been established as ortho or para, or ortho-para, to the amino group. 4. The preparation of the following compounds is described: p-quinone-imide-aci-nitro mercury salt, o-acetoxymercuri-p-nitro-aniline, o-chloromercuri-p-nitro-aniline, o-,oâ²-di-acetoxymercuri-p-nitro-aniline, quinone-(1)-imide-aci-(4)nitro-(2)-mercury, o,oâ²-mercury-bis-p-nitro-aniline, o-acetoxymercuri - acetyl - p-nitro - aniline, quinone-(1) - imide - aci - (2)-nitro mercury salt, p-acetoxymercuri-o-nitro-aniline, p-chloro-mercuri-o-nitro-aniline, quinone-(1)-imide-aci-(2)nitro-(4)-mercury, p-acetoxymercuridi-acetyl-o-nitro-aniline, p-acetoxymercuri-acetyl-o-nitro-aniline, N-isomer-curic acetate m-nitrophenylammonium acetate, p-acetoxymercuri-m-nitro-aniline, o, p-diacetoxymercuri - m - nitro-aniline, p-acetoxymercuriacetyl-m-nitro-aniline. © 1922, American Chemical Society. All rights reserved.