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Title: Methods for performing electrochemical nitration reactions

Abstract

A method for the electrochemical synthesis of dinitro compounds is disclosed. The method comprises using an anode to oxidize an inactive chemical mediator, such as a ferrocyanide (Fe(CN).sub.6.sup.-4) ion, to an active chemical mediator or oxidizing agent, such as a ferricyanide (Fe(CN).sub.6.sup.-3) ion, in the presence of a differential voltage. The oxidizing agent reacts with a nitro compound and a nitrite ion to form a geminal dinitro compound. The anode may continuously oxidize ferrocyanide to regenerate active ferricyanide, thus keeping sufficient amounts of ferricyanide available for reaction..

Inventors:
;
Issue Date:
Research Org.:
Idaho National Laboratory (INL), Idaho Falls, ID (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1176281
Patent Number(s):
7713401
Application Number:
11/836,009
Assignee:
Battelle Energy Alliance, LLC (Idaho Falls, ID)
Patent Classifications (CPCs):
C - CHEMISTRY C25 - ELECTROLYTIC OR ELECTROPHORETIC PROCESSES C25B - ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS
DOE Contract Number:  
AC07-05ID14517
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Lister, Tedd Edward, and Fox, Robert Vincent. Methods for performing electrochemical nitration reactions. United States: N. p., 2010. Web.
Lister, Tedd Edward, & Fox, Robert Vincent. Methods for performing electrochemical nitration reactions. United States.
Lister, Tedd Edward, and Fox, Robert Vincent. Tue . "Methods for performing electrochemical nitration reactions". United States. https://www.osti.gov/servlets/purl/1176281.
@article{osti_1176281,
title = {Methods for performing electrochemical nitration reactions},
author = {Lister, Tedd Edward and Fox, Robert Vincent},
abstractNote = {A method for the electrochemical synthesis of dinitro compounds is disclosed. The method comprises using an anode to oxidize an inactive chemical mediator, such as a ferrocyanide (Fe(CN).sub.6.sup.-4) ion, to an active chemical mediator or oxidizing agent, such as a ferricyanide (Fe(CN).sub.6.sup.-3) ion, in the presence of a differential voltage. The oxidizing agent reacts with a nitro compound and a nitrite ion to form a geminal dinitro compound. The anode may continuously oxidize ferrocyanide to regenerate active ferricyanide, thus keeping sufficient amounts of ferricyanide available for reaction..},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue May 11 00:00:00 EDT 2010},
month = {Tue May 11 00:00:00 EDT 2010}
}

Works referenced in this record:

Electrolytic preparation of gem-dinitroparaffins
journal, June 1963


Substitution reactions which proceed via radical anion intermediates. 26. Oxidative substitution of nitroparaffin salts
journal, February 1983


Catalyzed Oxidative Nitration of Nitronate Salts
journal, May 1985


Electrochemical synthesis of geminal azidonitro compounds
journal, November 2004