1589-62-4

Usage

Uses

Used in Elemental Analysis:
CYCLOHEXANONE 2,4-DINITROPHENYLHYDRAZONE is used as a standard for elemental analysis, which is crucial in determining the composition of various substances. Its role as a standard allows for accurate and reliable measurements in this field.
Used in Pharmaceutical Industry:
CYCLOHEXANONE 2,4-DINITROPHENYLHYDRAZONE is also utilized as a pharmaceutical intermediate. In this capacity, it serves as a key component in the synthesis of various drugs, contributing to the development of new medications and therapies.

InChI:InChI=1/C12H14N4O4/c17-15(18)10-6-7-11(12(8-10)16(19)20)14-13-9-4-2-1-3-5-9/h6-8,14H,1-5H2

Upstream product

• 108-94-1 cyclohexanone 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 4278-87-9 dicyclohexylidenehydrazine 
• 100-64-1 cyclohexanone-oxime 
• 105002-68-4 1-(3,5-dinitrophenyl)hydrazine 
• 13871-89-1 trimethylsilyl cyclohexyl ether 
• 74970-67-5 1-(methyldiphenylsiloxy)cyclohexene 
• 108-91-8 cyclohexylamine 
• 108-93-0 cyclohexanol 
• 2043-61-0 cyclohexanecarbaldehyde 
• 51673-53-1 2-(2-Nitro-phenyl)-1,4-dioxa-spiro[4.5]decane 
• 10468-40-3 cyclohexanone N-cyclohexylimine 
• 37457-08-2 cyclohexane-1,1-diylbis(phenylsulfane) 

Downstream Products

• 108-94-1 cyclohexanone 
• 615-71-4 benzene-1,2,4-triamine 
• 79968-08-4 N-Cyclohexylidene-N'-(2,4-dinitro-phenyl)-hydrazine; compound with GENERIC INORGANIC NEUTRAL COMPONENT 
• 97-02-9 2,4-Dinitroanilin 
• 52727-82-9 C₁₂H₁₃N₅O₆ 
• 1233237-80-3 C₁₄H₁₆N₄O₅S 
• 35040-24-5 2-cyclohexyl-6-nitro-2H-benzo[d][1,2,3]triazole 1-oxide 

Relevant academic research and scientific papers

Oxidative Dehomologation of Aldehydes with Oxygen as a Terminal Oxidant

A mild, efficient protocol for oxidative cleavage of C-C bonds in aldehydes has been developed that employs alkali metal hydrides as reagents and oxygen from air as a terminal oxidant. The method is applicable to a broad substrate range.

Synthesis, spectral investigation of Ni(II) schiff base complexes: Antimicrobial activities and catalytic oxidation of alcohols

Air stable Ni(II) Schiff base complexes viz. [Ni(L1)(PPh3)] and [Ni(L2)(PPh3)] [where L1 and L2 are dianions of Schiff base ligands, respectively] have been synthesized and characterized by analytical and spectral (electronic, FT-IR, 1H, 13C and 31P NMR) methods. The assignment of all the aromatic carbon-hydrogen resonances is made on the basis of 1H-13C HSQC spectrum of the complexes. The Schiff base ligands behave as a bibasic tridentate ligands and bonded through ONO and ONS mode. A square planar structure has been proposed on the basis of spectral data. Novel Ni(II) Schiff base complexes exhibited good antimicrobial activity towards the strains Staphylococcus epidermidis and Escherichia coli. Thermal and air stability of the complexes offer the advantage of oxidation of alcohols.

Copper(I)/ABNO-catalyzed aerobic alcohol oxidation: Alleviating steric and electronic constraints of Cu/TEMPO catalyst systems

Cu/TEMPO catalyst systems promote efficient aerobic oxidation of sterically unhindered primary alcohols and electronically activated substrates, but they show reduced reactivity with aliphatic and secondary alcohols. Here, we report a catalyst system, consisting of (MeObpy)CuI(OTf) and ABNO (MeObpy =4,4′-dimethoxy-2,2′-bipyridine; ABNO = 9-azabicyclo[3.3.1]nonane N-oxyl), that mediates aerobic oxidation of all classes of alcohols, including primary and secondary allylic, benzylic, and aliphatic alcohols with nearly equal efficiency. The catalyst exhibits broad functional group compatibility, and most reactions are complete within 1 h at room temperature using ambient air as the source of oxidant.

2-Iodoxybenzoic acid organosulfonates: Preparation, X-ray structure and reactivity of new, powerful hypervalent iodine(v) oxidants

New powerful hypervalent iodine(v) oxidants, tosylate and mesylate derivatives of 2-iodoxybenzoic acid (IBX), were prepared by the reaction of IBX with the corresponding sulfonic acids. Single crystal X-ray crystallography of the diacetate derivative of IBX-tosylate revealed an unusual heptacoordinated iodine geometry without any significant intermolecular secondary interactions.

Facile preparation and reactivity of bifunctional ionic liquid-supported hypervalent iodine reagent: A convenient recyclable reagent for catalytic oxidation

Novel, efficient, and recyclable bifunctional catalysts bearing ionic liquid supported (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) and iodoarene moieties were developed and used for environmentally benign catalytic oxidation of alcohols. The reactions using peracetic acid as a green and practical co-oxidant afforded the corresponding carbonyl compounds in high yields under mild conditions and convenient work-up. Furthermore, these ionic liquid supported bifunctional catalysts could be simply recovered and reused.

Facile preparation and reactivity of polystyrene-supported (dichloroiodo)benzene: A convenient recyclable reagent for chlorination and oxidation

A facile one-pot preparation of polystyrene-supported (dichloroiodo)benzene (loading of -ICl2 up to 1.35 mmol/g) from polystyrene, iodine, and bleach has been developed. This recyclable reagent is useful for efficient chlorination of organic substrates and selective oxidation of various alcohols to the corresponding carbonyl compounds in high yields under mild conditions. The final products are conveniently separated from the polymeric byproduct by simple filtration and isolated in good purity after evaporation of solvent.

Fe (III) complexes of a bis-benzimidazolyl diamide ligand: Spectral and Catalytic studies

A new tetradentate bis benzimidaozlyl diamide ligand N,N′-Bis (benzimidazol-2-yl-methyl)-hexane-1,6-dicarboxamide (GBSA) has been synthesized and utilized to prepare new Fe(III) complexes with exogenous anionic ligand X = Cl- and NO3-. Isomer shift values are in the range found for Iron in the +3 oxidation state while Quadrupole Splitting indicates large distortion from a six coordinate geometry, a finding supported by low temperature EPR work. The E1/2 values are found to be quite cathodic indicating stability of the Iron (III) complexes. The oxidation of alcohols was investigated using [Fe(GBSA)Cl3] as the catalyst with TBHP as an alternate source of oxygen. The respective carbonyl products have been isolated and characterized by 1H NMR, electronic spectroscopy, mass and IR spectral studies.

Synthesis, characterization, redox, catalytic, and antibacterial activities of binuclear ruthenium(III) schiff base complexes containing triphenylphosphine as co-ligand

New hexa-coordinated binuclear Ru(III) Schiff base complexes of the type [(PPh3)2X2Ru]2L (where, X = Cl or Br; L = binucleating N2O2 Schiff bases) have been synthesized and characterized by elemental analysis, magnetic susceptibility measurement, FT-IR, UV-vis, 13C1H-NMR, ESR, cyclic voltammetric, SEM and powder X-ray diffraction pattern. The new complexes have been used as catalyst in C C coupling reaction and the oxidation of alcohols to their corresponding carbonyl compounds by using molecular oxygen atmosphere at ambient temperature. Further, the new Schiff base ligands and their Ru(III) complexes were also screened for their antibacterial activity against K. pneumoniae, Shigella sp., M. luteus, E. coli and S. typhi. From this study, it was found out that the activity of the ruthenium(III) Schiff base complexes almost reaches the effectiveness of the conventional bacteriocide standards. Copyright Taylor & Francis Group, LLC.

Efficient solvent-free synthesis of thiazolidin-4-ones from phenylhydrazine and 2,4-dinitrophenylhydrazine

An efficient solvent-free synthesis of thiazolidinones from reaction of mercaptoacetic acid, aldehydes (benzaldehyde and valeraldehyde) or ketones (cyclopentanone and cyclohexanone), and hydrazines (phenylhydrazine and 2,4-dinitrophenylhydrazine) is reported. The compounds were generally characterized by spectroscopic techniques and specifically for 2-cyclohexanyl-3-(N-phenyl)-1,3-thiazolidin-4-one by X-ray crystallography.

Biocidal and catalytic efficiency of ruthenium(III) complexes with tridentate Schiff base ligands

The reaction of the Schiff bases (obtained by condensing isatin with o-aminophenol/o-aminothiophenol/o-aminobenzoic acid) with [RuX 3(EPh3)3] (where X = Cl/Br; E = P/As) in benzene afforded new, air-stable Ru(III) complexes of the general formula [Ru(L)X(EPh3)2] (L = dianion of tridentate Schiff bases). In all these reactions, the Schiff base ligand replaces one triphenylphosphine/ triphenylarsine and two chlorides/bromides from the ruthenium precursors. The complexes were characterized by elemental analyses, spectral (FT-IR, UV-vis,1H and 13C NMR for the ligands, and EPR) and electrochemical studies. All the metal complexes exhibit characteristic LMCT absorption bands in the visible region. The catalytic reactivity proved these complexes to be efficient catalysts in the oxidation of alcohols and C-C coupling. All the complexes were screened for their biocidal efficiency against bacteria such as Staphylococcus epidermidis and Escherichia coli and fungi such as Botrytis cinerea and Aspergillus niger at 0.25,0.50 and 1 % concentrations.