1122-60-7Relevant articles and documents
Brand
, p. 2703 (1955)
Direct and Efficient Preparation of gem-Chloronitro Compounds or Nitro Compounds from gem-Bromonitro Compounds
Amrollah-Madjdabadi, A.,Beugelmans, R.,Lechevallier, A.
, p. 826 - 828 (1986)
Sodiumethanethiolate in methanol is an efficient reducing agent for gem-bromonitro compounds; treatment of the resultant nitronates with a protic acid or with N-chlorosuccinimide gives high yields of the corresponding nitro or gem-chloronitro compounds, respectively.
From azides to nitro compounds in a few seconds using HOF·CH3CN
Rozen, Shlomo,Carmeli, Mira
, p. 8118 - 8119 (2003)
HOF·CH3CN, a very efficient oxygen-transfer agent, was reacted with various azides to form the corresponding nitro compounds in excellent yields and in very short reaction times. The respective nitroso derivatives were found to be intermediates in this reaction. When the azides were reacted with MCPBA or DMDO, no reaction took place, and the starting materials were fully recovered. Copyright
Highly selective co-production of nitrocyclohexane and adipic acid from vapor phase catalytic nitration-oxidation of cyclohexane with NO2
You, Kuiyi,Jian, Jian,Xiao, Haijun,Liu, Pingle,Ai, Qiuhong,Luo, He'An
, p. 174 - 178 (2012)
A simple and efficient approach for highly selectivity co-production of nitrocyclohexane and adipic acid from vapor phase nitration-oxidation of cyclohexane with NO2 at atmospheric pressure has been successfully developed in this work. This finding provides a novel strategy for co-production of nitroalkanes and dicarboxylic acids from vapor phase nitration-oxidation of low-carbon cycloalkanes. This method may be very significant to establish such a synthesis process for aliphatic nitro-compounds and dicarboxylic acids in organic fields.
SELECTIVE C-C BOND HYDROGENATION IN UNSATURATED NITRO COMPOUNDS IN THE PRESENCE OF THE RhCl3-ALIQUAT 336 CATALYST SYSTEM
Amer, Ibrahim,Bravdo, Tamar,Blum, Jochanan,Vollhardt, K. Peter C.
, p. 1321 - 1322 (1987)
The ion pair formed from aqueous rhodium trichloride and Aliquat 336 catalyzes the selective hydrogenation of olefinic bonds of a variety of unsaturated nitro compounds in a two liquid phase system at 30 deg C.Nitrobenzene gives, under these conditions, a mixture of aniline and nitrocyclohexane.
New Method for the Facile Reduction of α-Nitro Sulfones to Nitroalkanes via an Electron-Transfer-Hydrogen Atom Abstraction Mechanism
Chen, Jian,Tanner, Dennis D.
, p. 3897 - 3900 (1988)
The mechanism for the reduction of several α-nitro sulfones with 1,3-dimethyl-2-phenylbenzimidazoline (DMBI) was investigated.The reduction proceeds by a free-radical chain process where the initiation step and one of the propagation steps involve single electron transfer reactions.The synthetic utility of the reduction was investigated.
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Bachmann,Chupp
, p. 655 (1956)
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Method for co-producing adipic acid and cyclohexanone-oxime from cyclohexane
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Paragraph 0100-0107, (2021/06/13)
The invention relates to a method for co-producing adipic acid and cyclohexanone-oxime from cyclohexane. The method comprises the following steps: (1) carrying out oxidation nitration on cyclohexane and NOx to generate adipic acid, nitrocyclohexane, nitrogen oxides and a byproduct-A, and separating to obtain crude adipic acid and nitrocyclohexane; (2) carrying out catalytic hydrogenation on the obtained nitrocyclohexane and hydrogen to generate cyclohexanone-oxime and a small amount of cyclohexylamine, separating to obtain crude cyclohexanone-oxime and cyclohexylamine, and enabling cyclohexylamine to be directly used as a byproduct or to be continuously converted into cyclohexanone-oxime. and (3) partially oxidizing the cyclohexylamine obtained in the previous step with molecular oxygen to obtain an oxidation reaction product consisting of cyclohexanone-oxime, a byproduct B and possibly unconverted cyclohexylamine, and then separating the oxidation reaction product without separation, or firstly separating part or all of water in the oxidation reaction product, carrying out hydrogenation amination reaction under the action of a catalyst, or carrying out hydrogenation and amination reaction, or only carrying out hydrogenation reaction, and then separating to obtain the cyclohexanone-oxime. The method can realize high-selectivity co-production of adipic acid and cyclohexanone-oxime, and is short in process flow, low in equipment investment and low in material consumption, energy consumption and cost.
Nitroalkene reduction in deep eutectic solvents promoted by BH3NH3
Benaglia, Maurizio,Boselli, Monica Fiorenza,Faverio, Chiara,Gonzalez, Patricia Camarero,Puglisi, Alessandra
supporting information, p. 1041 - 1047 (2021/05/17)
Deep eutectic solvents (DESs) have gained attention as green and safe as well as economically and environmentally sustainable alternative to the traditional organic solvents. Here, we report the combination of an atom-economic, very convenient and inexpensive reagent, such as BH3NH3, with bio-based eutectic mixtures as biorenewable solvents in the synthesis of nitroalkanes, valuable precursors of amines. A variety of nitrostyrenes and alkyl-substituted nitroalkenes, including α- and β-substituted nitroolefins, were chemoselectively reduced to the nitroalkanes, with an atom economy-oriented, simple and convenient experimental procedure. A reliable and easily reproducible protocol to isolate the product without the use of any organic solvent was established, and the recyclability of the DES mixture was successfully investigated.
