1157-84-2

Usage

Chemical Properties

solid

Uses

Benzaldehyde-?2,?4-?dinitrophenylhydrazo?ne. Dyes and metabolites.

InChI:InChI=1/C13H10N4O4/c18-16(19)11-6-7-12(13(8-11)17(20)21)15-14-9-10-4-2-1-3-5-10/h1-9,15H

Upstream product

• 100-52-7 benzaldehyde 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 28867-76-7 benzaldehyde benzylidenehydrazone 
• 7064-06-4 3-methyl-5-phenyl-4,5-dihydroisoxazole 
• 5960-64-5 1-(benzylamino)-9,10-anthraquinone 
• 77484-53-8 1-(benzylideneamino)-2-((ethoxycarbonyl)nitromethylene)imidazoline 
• 121-69-7 N,N-dimethyl-aniline 
• 62236-09-3 4-Acetyl-2-amino-5-phenyl-Δ².1,3,4-thiadiazoline 
• 76195-86-3 2,4-dinitrophenylhydrazine hydrochloride 
• 611-71-2 MANDELIC ACID 
• 14642-79-6 benzyloxy-trimethylsilane 
• 7417-81-4 benzyl phenyl sulfoxide 
• 622-79-7 benzyl azide 

Downstream Products

• 115591-27-0 1-(2,4-Dinitro-phenyl)-5-methyl-3-phenyl-1H-[1,2,4]triazole 
• 86451-30-1 (2,4-Dinitro-phenyl)-(2-phenyl-aziridin-1-yl)-amine 
• 78818-71-0 1-(2,4-Dinitrophenyl)-3,5-diphenylformazan 
• 100-52-7 benzaldehyde 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 615-71-4 benzene-1,2,4-triamine 
• 7499-58-3 benzil 2,4-dinitro phenyl hydrazone 
• 17359-83-0 N'-(2,4-dinitrophenyl)benzhydrazide 
• 74519-43-0 N-(α-Brom-benzyliden)-N'-(2,4-dinitro-phenyl-hydrazon) 
• 51-28-5 2,4-Dinitrophenol 
• 7664-41-7 ammonia 
• 51317-70-5 N₁-acetyl-N₂-benzoyl-2,4-dinitrophenylhydrazine 
• 115591-28-1 1-(2,4-Dinitro-phenyl)-5-ethyl-3-phenyl-1H-[1,2,4]triazole 
• 74519-27-0 (2,4-Dinitro-phenyl)-[phenyl-(triphenyl-λ⁵-phosphanylidene)-methyl]-diazene 

Relevant academic research and scientific papers

H2SO4/SiO2 as an efficient catalyst for the preparation of phenylhydrazones and 2,4-dinitrophenylhydrazones under solvent-free conditions

H2SO4 mixed with silica gel (1:1) by weight produces a white powder which is an effective catalyst for the conversion of carbonyl compounds to their corresponding phenylhydrazones and 2,4-dintrophenylhydrazones under solvent-free conditions.

Synthesis and Antimicrobial Resistant Modulatory Activity of 2,4-Dinitrophenylhydrazone Derivatives as Agents against Some ESKAPE Human Pathogens

A library of six novel phenylhydrazones were synthesized and evaluated for their in vitro antimicrobial and resistance modulating activity against a panel of Gram-positive, Gram-negative, and fungal species. The compounds were produced in good yields of 6

Noncovalent interaction stabilizes the 2,4-Dinitrophenylhydrazone Derivatives over g-C3N4 surface to enhance optical properties: Synthesis, characterization, and DFT investigation

Immobilization of organic compounds on semiconductor surface was recently exploited to enhance the semiconductor light absorption and photocatalytic performance. Here, synthesis of 2,4-Dinitrophenylhydrazone-benzaldehyde (DPHH), 2,4-Dinitrophenylhydrazone

A small molecule that mimics the metabolic activity of copper-containing amine oxidases (CuAOs) toward physiological mono- and polyamines

Primary aliphatic biogenic amines have been successfully oxidized using a quinonoid species that mimics the metabolic activity of copper-containing amine oxidase (CuAO) enzymes. Especially, high catalytic performances were observed with aminoacetone, a threonine catabolite, and methylamine, a metabolite of adrenaline, and with the primary amino groups of putrescine and spermidine which are both decarboxylation products of ornithine and S-adenosyl-methionine. Furthermore, contrary to flavine adenine dinucleotide (FAD)-dependent amine oxidase enzymes, no activity was found toward secondary and tertiary amines.

Synthesis and properties of 4,9-methanoundecafulvenes and their transformation to 3-substituted 7,12-methanocycloundeca[4,5]furo[2,3-d] pyrimidine-2,4(1H,3H)-diones: Photo-induced autorecycling oxidizing reaction toward amines

The synthesis and properties of 4,9-methanoundecafulvene [5-(4,9-methanocycloundeca-2′,4′,6′,8′, 10′-pentaenylidene)pyrimidine-2,4,6(1,3,5H)-trione] derivatives 8a,b were studied. Their structural characteristics were investigated on the basis of the 1H and 13C NMR and UV-vis spectra. The rotational barrier (ΔG?) around the exocyclic double bond of 8a was found to be 12.55 kcal mol-1 by the variable temperature 1H NMR measurement. The electrochemical properties of 8a,b were also studied by CV measurement. Furthermore, the transformation of 8a,b to 3-substituted 7,12-methanocycloundeca[4,5]furo[2,3-d]pyrimidine-2,4(1H,3H)-diones 16a,b was accomplished by oxidative cyclization using DDQ and subsequent ring-opening and ring-closure. The structural details and chemical properties of 16a,b were clarified. Reaction of 16a with deuteride afforded C13-adduct 19 as the single product, and thus, the methano-bridge controls the nucleophilic attack to prefer endo-selectivity. The photo-induced oxidation reaction of 16a and a vinylogous compound, 3-methylcyclohepta[4,5]furo[2,3-d]pyrimidine-2,4(3H)-dione 2a, toward some amines under aerobic conditions were carried out to give the corresponding imines (isolated by converting to the corresponding 2,4-dinitrophenylhydrazones) with the recycling number of 6.1-64.0 (for 16a) and 2.7-17.2 (for 2a), respectively.

Benzaldehyde 2,4-dinitrophenyl-hydrazone

Crystals of the title compound, C13H10N4O4, were obtained from a condensation reaction of benzaldehyde and 2,4-dinitrophenylhydrazine. The molecule assumes an approximately planar E configuration. Within the din

Preparation, structure, and oxidative reactivity of (dichloroiodo)pyridines: Recyclable hypervalent iodine reagents

New pyridine-based hypervalent iodine reagents, (dichloroiodo)pyridines, were prepared by chlorination of 2-, 3-, or 4-iodopyridines with NaOCl-HCl at room temperature. Structures of 2-(dichloroiodo)pyridine and 2-(dichloroiodo)-3-propoxypyridine were established by X-ray crystallography. The new (dichloroiodo)pyridines can be used as efficient reagents for oxidation of alcohols to carbonyl compounds and also as chlorinating reagents. The reduced form of the reagents such as 2-iodo-3-propoxypyridine, can be recovered from the reaction mixture in good yields by an acid-base liquid-liquid biphasic protocol.

Kinetics and mechanism of oxidation of alcohols

This paper describes the kinetics and mechanism of oxidation of several monohydric alcohols to the corresponding aldehydes and ketones by bis(quinuclidine)bromine(I) bromide in the presence of pyridinium trifluoroacetate. All evidence from the thermodynamic parameters, deuterium kinetic isotope effect, and Hammett reaction constants supports a two-step mechanism and suggests that the transfer of hydride ion from the substrate to the oxidant is the rate-determining step.

Ring transformation of cyclohepta[b]pyrimido[5,4-d]furan-8(7H),10(9H)- dionylium ion to the corresponding pyrrole derivatives via troponeimine intermediates: Photo-induced autorecycling oxidizing reactions of some amines

Ring transformation of 7,9-dimethylcyclohepta[b]pyrimido[5,4-d]furan- 8(7H),10(9H)-dionylium tetrafluoroborate 4+·BF 4- to 7,9-dimethylcyclohepta[b]pyrimido[5,4-d]pyrrrole- 8(7H),10(9H)-dionylium tetrafluoroborate 6a-d+·BF 4- consists of the reaction of 4+· BF4- with amines and subsequent exchange of the counter-ion using aq. HBF4. Reactions of 4+·BF 4- with aniline and 4-substituted anilines afforded the corresponding pyrrole derivatives 6a-c+·BF4 - directly in good yields. On the other hand, reaction of 4 +·BF4- with benzylamine gave the troponeimine intermediate 9, which was not converted to 6d+· BF4- and reverted to 4+·BF 4- by adding HBF4; however, it was converted to 6d+·BF4- upon treatment with (COCl)2 or SOCl2, followed by exchange of the counter-ion. In a search for the characteristics of 9, inspection and comparison of the X-ray crystal analyses, NMR and UV-vis spectra, and CV measurement of 9 and N,N-disubstituted troponeimine derivatives 12 were carried out to suggest the remarkable structure of 12 having ionic C-O bonding between the imine-carbon atom and the oxygen atom of the barbituric acid moiety in the solid state. Thus, characteristics of 9 were ascribed to the sterically hindered and favorable conformation of N-protonated troponeimine intermediates. Furthermore, novel photo-induced oxidation reactions of a series of 4+·BF 4-, 5+·BF4-, and 6a,e+·BF4- towards some amines under aerobic conditions were carried out to give the corresponding imines in 455-8362% yields [based on compounds 4+, 5+, and 6a,e +], suggesting the oxidation reaction occurs in an autorecycling process. Mechanistic aspects of the amine-oxidation reaction are also postulated.

Highly efficient RuCl3-catalyzed disproportionation of (diacetoxyiodo)benzene to iodylbenzene and iodobenzene; leading to the efficient oxidation of alcohols to carbonyl compounds

(Diacetoxyiodo)benzene (DIB) selectively oxidizes primary and secondary alcohols to the respective carbonyl compounds in the presence of RuCl3 (0.8-1.0 mol %) at room temperature in aqueous acetonitrile. This reaction proceeds via an initial instantaneous Ru-catalyzed disproportionation of DIB to iodobenzene and iodylbenzene with the latter acting as the actual stoichiometric oxidant toward alcohols.