4028-15-3Relevant articles and documents
Electrooxidative coupling of salts of nitro compounds with halide, nitrite, cyanide, and phenylsulfinate anions
Ilovaisky,Merkulova,Ogibin,Nikishin
, p. 1585 - 1592 (2007/10/03)
Electrolysis of salts of primary and secondary nitro compounds (nitroethane, 1- and 2-nitropropanes, nitrocyclohexane, and nitrocycloheptane) in the presence of excess halide, nitrite, cyanide, and phenylsulfinate anions under undivided and divided amperostatic electrolysis conditions in a two-phase medium (CH2Cl2/H2O) produces geminal nitrohalides (35-85% yields), dinitro compounds (15-51%), nitronitriles (6-27%), and nitrosulfones (50-70%). The salts of secondary nitro compounds form the products of oxidative coupling with halide and phenylsulfinate anions under the undivided electrolysis conditions. In all other cases, divided electrolysis is required.
Radical-Nucleophilic (SRN1) Reactions. Part 4. Preparation, Reactions, and Electron Spin Resonance Studies of α-Nitro Azides
Al-Khalil, Suleiman I.,Bowman, W. Russell,Symons, Martyn C. R.
, p. 555 - 566 (2007/10/02)
2-Azido-2-nitropropane and 1-azido-1-nitrocyclohexane have been prepared by syntheses involving intermediate radical-anions (SRN1 and oxidative addition).SRN1 Reactions between α-nitroazides and azide, benzenesulphinate, and p-chlorobenzenethiolate proceed with loss of nitrite.The SRN1 reaction between 1-azido-1-nitrocyclohexane and the anion of 2-nitropropane proceeds with loss of azide.Reactions between 2-azido-2-nitropropane and the anions of 2-nitropropane and diethyl ethylmalonate yield oxidative dimerisation.E.s.r. spectroscopy has been used to observe electron-capture by 2-azido-2-nitropropane and its dissociation to nitrite and an ill-defined radical which may be (Me2CN3)..The addition of benzenesulphinate and the anion of 2-nitropropane to Me2C.NO2, formed by a minor dissociation route from 2C(N3)NO2>-., has been observed by e.s.r. spectroscopy.
Oxidative Substitution of Nitroparaffin Salts
Kornblum, Nathan,Singh, Haribansh K.,Kelly, William J.
, p. 332 - 337 (2007/10/02)
α,α-Dinitro compounds, α-nitro sulfones, and α-nitro nitriles are obtained in excellent yields when nitroparaffin salts are coupled to nitrite, benzenesulfinate, and cyanide ions by the agency of potassium ferricyanide.