13059-86-4

Usage

InChI:InChI=1/C10H13N3O4/c1-2-3-6-11-9-5-4-8(12(14)15)7-10(9)13(16)17/h4-5,7,11H,2-3,6H2,1H3

Upstream product

• 709-49-9 1-iodo-2,4-dinitrobenzene 
• 109-73-9 N-butylamine 
• 64-17-5 ethanol 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 2486-07-9 2,4-dinitrophenyl phenyl ether 
• 99-65-0 meta-dinitrobenzene 
• 2734-77-2 1-(2-naphthoxy)-2,4-dinitrobenzene 
• 13181-10-7 2,4-dinitrophenyl ether of acetone oxime 
• 75008-95-6 5-amino-1-(2,4-dinitrophenyl)-1H-pyrazole-4-carbonitrile 
• 22113-86-6 ethylammonium nitrate 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 54247-05-1 1,3-dinitrobenzene-d₄ 
• 619-16-9 1-chloro-2,5-dinitrobenzene 
• 1126-78-9 N-(n-butyl)aniline 

Downstream Products

• 86824-87-5 Butyl-(2,4,6-trinitro-phenyl)-nitramin 
• 64899-09-8 N-(n-butyl)-2,4-dinitrotrifluoroacetanilide 
• 56136-72-2 N¹-butyl-4-nitrobenzene-1,2-diamine 
• 51-28-5 2,4-Dinitrophenol 
• 97-02-9 2,4-Dinitroanilin 

Relevant academic research and scientific papers

Molecular recognition-based catalysis in nucleophilic aromatic substitution: A mechanistic study

Nucleophilic aromatic substitution for nitro-activated substrates in the presence of glymes and crown ethers is reported. The kinetic study reveals the many-sided nature of the polyether-catalyzed SNAr mechanism as well as the main features aff

Reactions of Primary Amines with 2,4-Dinitrochlorobenzene in Microemulsions

Reactions of 2,4-dinitrochlorobenzene with n-butyl, n-amyl, and n-hexylamine have been examined in microemulsions of n-octane and cetyltrimethylammonium bromide (CTABr) or sodium dodecul sulfate (SDS) with amine as cosurfactant.The second-order rate const

Characterization of solvent mixtures. Part 8 - Preferential solvation of chemical probes in binary solvent systems of a polar aprotic hydrogen-bond acceptor solvent with acetonitrile or nitromethane. Solvent effects on aromatic nucleophilic substitution r

The use of chemical probes for the characterization of chemical properties was explored for completely non-aqueous aprotic binary solvent mixtures. The Dimroth-Reichardt ET(30) betaine dye, 4-nitrophenol, 4-nitroanisole, 4-nitroaniline and N,N-

Kinetic Study of the Reaction of N-(2,4-Dinitrophenyl)imidazole with Piperidine and n-Butylamine

The reaction of N-(2,4-dinitrophenyl)imidazole, 1, with piperidine and n-butylamine was studied.The reaction with piperidine is catalyzed by hydroxide ions and by the amine while the reaction with n-butylamine is weakly catalyzed by hydroxide ion.The hydrolysis of the substrate competes with the aminolysis reaction.The base catalysis in the reaction of 1 with piperidine is shown to be a consequence of rate-limiting deprotonation of the zwitterionic intermediate complex, followed by spontaneous (noncatalyzed) leaving group expulsion.On the other hand, the small rateacelaration observed in the reaction of butylamine as well as the catalysis of the hydrolysis reaction by n-butylamine and piperidine is considered of unclear origin.

Catalysis in Micellar Media. Kinetics and Mechanism for the Reaction of 1-Fluoro-2,4-dinitrobenzene with n-Butylamine and Piperidine in n-Hexane and AOT/n-Hexane/Water Reverse Micelles

The nucleophilic aromatic substitution SNAr reaction of 1-fluoro-2,4-dinitrobenzene with n-butylamine and piperidine was studied in n-hexane and AOT/n-hexane/water reverse micelle media. The kinetic profile of the reactions was investigated as

Catalysis by Cyclodextrins in Nucleophilic Aromatic Substitution Reactions. 2. Amines as Nucleophiles

The kinetics of the reactions of 1-chloro-2,4-dinitrobenzene and 1-fluoro-2,4-dinitrobenzene with piperidine, butylamine, and morpholine in the presence of β-cyclodextrin (CD) was studied.There is an increase in the observed rate constant for the reactions of the first two amines at pH AH when CD is added, but there is no change in the rate for these two reactions at pH > pKAH and for the reaction of morpholine either at pH AH or at pH > pKAH.The three amines (A) as well as their conjugated acids (AH) form inclusion complexes with the CD.The association equilibrium constants for the amines are 50.3, and 17 M-1 for piperidine, butylamine, and morpholine, respectively.Part of the observed catalysis is attributed to the fact that the amines and the complexed amines (ACD) react with the substrate at similar rates and at constant pH, the ratio (A + ACD)/(AH + AHCD) increases with the concentration of CD.Besides that, the complexed substrates react with the complexed amines at faster rates than that of the free substrate with the free amine.The latter reaction is not detected in the reactions at high pH and in the reactions of morpholine.

Direct formation of aromatic C-N bonds. Regioselective amination of m- dinitrobenzene via fluoride promoted nucleophilic aromatic photosubstitution for hydrogen

Useful yields are achieved in the regioselective direct formation of anilines and aromatic amides through hydrogen nucleophilic aromatic photosubstitution of m-dinitrobenzene with primary amines and amides, promoted by fluoride anion.

Solvent effects on chemical processes: New solvents designed on the basis of the molecular-microscopic properties of (molecular solvent + 1,3-dialkylimidazolium) binary mixtures

The purpose of this work was to analyze the microscopic feature of binary solvent systems formed by a molecular solvent (acetonitrile or dimethylformamide or methanol) and an ionic liquid (IL) cosolvent [1-(1-butyl)-3- methylimidazolium tetrafluoroborate

Photoacoustic Spectroscopy of Chemically Bonded Chromatographic Stationary Phases

A qualitative study of chemically-bonded, chromatographic stationary phases was undertaken to assess the applicability of photoacoustic spectroscopy (PAS) to the characterization of chemically-modified surfaces.The ability of this technique to identify co

Direct coupling of nucleophiles with nitroaromatic compounds via fluoride-promoted oxidative nucleophilic aromatic substitution for hydrogen

Useful yields are achieved in the regioselective direct coupling of amines, amides, and ketones with m-dinitrobenzene, 1-nitronaphthalene, and 1,3-dinitronaphthalene, through oxidatively activated nucleophilic aromatic substitution for hydrogen promoted by fluoride anions.