- Electrooxidative coupling of salts of nitro compounds with halide, nitrite, cyanide, and phenylsulfinate anions
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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.
- Ilovaisky,Merkulova,Ogibin,Nikishin
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p. 1585 - 1592
(2007/10/03)
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- Catalyzed Oxidative Nitration of Nitronate Salts
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Nitronate salts are converted to gem-dinitro compounds with nitrite ion and persulfate, in the presence of a catalytic amount of ferricyanide.The use of cyanide or sulfinate salts in place of nitrile gave gem-cyanonitro compounds and α-nitro sulfones, respectively.
- Garver, Lee C.,Grakauskas, V.,Baum, Kurt
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p. 1699 - 1702
(2007/10/02)
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- Oxidative Substitution of Nitroparaffin Salts
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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.
- Kornblum, Nathan,Singh, Haribansh K.,Kelly, William J.
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p. 332 - 337
(2007/10/02)
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- Radical-Nucleophilic Substitution (SRN1) Reactions: Preparation and Reactions of α-Nitrosulphides
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α-Nitrosulphides were prepared by SRN1 reaction of 2-bromo-2-nitropropane with thiolate anions, and by SN2 attack of sodium 2-nitropropan-2-ide on symmetrical disulphides.The α-nitrosulphides undergo radical-nucleophilic substitution (SRN1) by nitronate, sulphinate, and malonate anions, but not by thiolate anions.
- Bowman, W. Russell,Richardson, Geoffrey D.
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p. 1407 - 1413
(2007/10/02)
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