1774-38-5

Basic information

• Product Name: BIS-(4-NITRO-PHENYL) SULFOXIDE
• Synonyms: BIS-(4-NITRO-PHENYL) SULFOXIDE
• CAS NO: 1774-38-5
• Molecular Formula: C₁₂H₈N₂O₅S
• Molecular Weight: 292.26732
• Mol File: 1774-38-5.mol

Chemical Properties

• Melting Point: 160 °C (decomp)(Solv: benzene (71-43-2))
• Boiling Point: 522.6°Cat760mmHg
• Flash Point: 269.8°C
• Appearance: /
• Density: 1.58g/cm³
• Vapor Pressure: 1.7E-10mmHg at 25°C
• Refractive Index: 1.715
• CAS DataBase Reference: BIS-(4-NITRO-PHENYL) SULFOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS-(4-NITRO-PHENYL) SULFOXIDE(1774-38-5)
• EPA Substance Registry System: BIS-(4-NITRO-PHENYL) SULFOXIDE(1774-38-5)

Safety Data

• Hazardous Substances Data: 1774-38-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
BIS-(4-NITRO-PHENYL) SULFOXIDE is used as a reagent in organic synthesis for the preparation of various organic compounds. Its unique chemical structure allows it to participate in a range of reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in Dye Production:
In the dye industry, BIS-(4-NITRO-PHENYL) SULFOXIDE is used as a starting material for the production of dyes. Its chemical properties contribute to the formation of dyes with specific color characteristics, enhancing the color palette available for various applications.
Used in Pharmaceutical Industry:
BIS-(4-NITRO-PHENYL) SULFOXIDE is utilized in the pharmaceutical industry as a starting material for the synthesis of various pharmaceutical compounds. Its presence in the synthesis process can lead to the development of new drugs with potential therapeutic benefits.
Used in Agricultural Chemicals:
BIS-(4-NITRO-PHENYL) SULFOXIDE also finds application in the agricultural chemicals sector, where it serves as a starting material for the preparation of various agrochemicals. Its role in this industry is crucial for the development of effective pest control agents and other agricultural products.

InChI:InChI=1/C12H8N2O5S/c15-13(16)9-1-5-11(6-2-9)20(19)12-7-3-10(4-8-12)14(17)18/h1-8H

Upstream product

• 100-32-3 di(p-nitrophenyl) disulfide 
• 1223-31-0 bis(4-nitrophenyl)sulfide 
• 139-66-2 diphenyl sulfide 
• 7697-37-2 nitric acid 
• 100-00-5 4-chlorobenzonitrile 
• 1849-36-1 para-nitrobenzenethiol 
• 71-43-2 benzene 
• 98-95-3 nitrobenzene 

Downstream Products

• 1156-50-9 4-nitrophenyl sulfone 
• 100-32-3 di(p-nitrophenyl) disulfide 
• 68597-89-7 p-nitrobenzenesulphinamide 
• 16447-86-2 4-<18F>-fluoronitrobenzene 
• 1223-31-0 bis(4-nitrophenyl)sulfide 

Relevant articles and documents

NMR Study of Substituent Effects in 4-Substituted and 4,4'-Disubstituted Diphenyl Sulphoxides and Sulphones

The proton and carbon NMR spectra of nine 4-X-diphenyl sulphoxides, seven 4-X-4'-NO2-diphenyl sulphoxides, eight 4,4'-X2-diphenyl sulphoxides, eight 4-X-diphenyl sulphones, seven 4-X-4'-NO2-diphenyl sulphones and eight 4,4'-X2-diphenyl sulphones have been obtained.Correlation of the 13C chemical shifts with the appropriate substituent chemical shifts (SCS) for monosubstituted benzenes (Lynch plots) does not show the enhancement of substituent effect at C-1 (para to the substituent) that was a feature of the corresponding sulphides studied earlier.Dual substituent parameter (DSP) correlations of the 13C chemical shifts with ?I/?R0 are excellent for carbons meta (C-2,6) and para (C-1) to the substituent.The trends for the series sulphides, sulphoxides, sulphones, where a decreasing response to the change of substituent is the general observation, are discussed.Changes of molecular conformation may also influence the transmission of electronic effects to the ring not carrying the variable substituent X. KEY WORDS 1H NMR 13C NMR Diphenyl sulpoxides Diphenyl sulphones Substituent effects

Photocatalytic Activity of Ruthenium(II) Complex with 1,10-Phenanthroline-3,8-dicarboxylic Acid in Aerobic Oxidation Reactions

Abstract: Mixed-ligand ruthenium(II) complex with 2,2′-bipyridine and 1,10-phenanthroline-3,8-dicarboxylic acid with the composition [Ru(phen-C)(bpy)2]Cl2·5H2O (bpy = 2,2′-bipyridine, phen-C = 1,10-phenantroline-3,8-dicarboxylic acid) has been synthesized and characterized by spectral data. The complex has been tested as photocatalyst in aerobic oxidation reactions, including transformation of arylboronic acids to phenols, primary amines to imines, and sulfides to sulfoxides in aqueous medium. The possibility of regeneration of the catalyst in the oxidation of sulfides has been demonstrated.

Thioether catalytic oxidation method for the synthesis of sulfoxide

The invention discloses a method for synthesizing sulfoxide from thioether through catalytic oxidation. According to the method, methanol is used as a solvent, hydrogen peroxide is used as an oxidizing agent, and an Au-silica catalyst is adopted, the thioether is selectively oxidized into the sulfoxide through liquid phase reaction at a temperature of 25-70 DEG C; the Au-silica catalyst is a bulk catalyst formed by Au and porous silicon dioxide, the Au content in the Au-silica catalyst is 2.5-6.0%. According to the invention, the hydrogen peroxide is used as an oxidizing agent, the conversion rate of the thioether is 86-100%, and the selectivity of the sulfoxide is 86-100%; the catalyst has excellent catalytic performance on catalytic oxidation reaction of the thioether, is simple to prepare and has good stability. Compared with the conventional production method, the method provided by the invention is gentle in reaction conditions, and has the advantages of environmental friendliness, low cost and high efficiency, thereby having a favorable industrial prospect.

Process for the selective hydrogenation of carbon two fractions (by machine translation)

The invention relates to a selective hydrogenation method for carbon two fractions, before the former deethanization of the hydrogenation process, the ethylene in the device before the effluent from the top of the tower serves the selective hydrogenation fixed bed reactor, which is characterized in that thermal insulation bed reactor Pd-Ag series catalyst is, in the course of preparing the catalyst, through the alumina series carriers and with hydroxyl bipyridilium derivatives coupled, combined with the carrier and the active component the hydroxyl is joint pyridine derivatives form metal complex; the method of the present invention can make the hydrogenation activity, greatly improved selectivity, ferrous alloys is reduced, prolonging the service life of the catalyst, at the same time can ensure the acetylene hydrogenation qualified, thereby improving the stability of the operation. (by machine translation)

Selective oxidation of sulfides to sulfoxides with cyanuric chloride and urea-hydrogen peroxide adduct

Although a number of methods have been developed for the selective oxidation of sulfides to sulfoxides, the need remains for alternative efficient, reliable strategies that can be generally applied to various sulfides and that use readily available reagents under mild reaction conditions. Herein, we report the use of urea-hydrogen peroxide adduct (UHP) and cyanuric chloride in CH 3CN at room temperature to convert sulfides to sulfoxides in excellent yields. In particular, this protocol produced sulfoxides with aromatic rings bearing electron-withdrawing groups in excellent yields.

No-carrier-added [18F]fluoroarenes from the radiofluorination of diaryl sulfoxides

No-carrier-added [18F]fluoroarenes were synthesized through the radiofluorination of diaryl sulfoxides with [18F]fluoride ion. Diaryl sulfoxides bearing a para electron-withdrawing substituent readily gave the corresponding 4-[18F]fluoroarenes in high RCYs. This process broadens the scope for preparing novel 18F-labeling synthons and PET radiotracers.

TAPC-promoted oxidation of sulfides and deoxygenation of sulfoxides

Figure presented. 1,3,5-Triazo-2,4,6-triphosphorine-2,2,4,4,6,6- tetrachloride (TAPC) was found to be an efficient promoter for the oxidation of sulfides and deoxygenation of sulfoxides. Excellent yields, short reaction time, easy and quick isolation of the products, solvent-free process, and excellent chemoselectivity are the main advantages of this procedure.

Kinetics and mechanism of (saJen)Mnlll-catalysed hydrogen peroxide oxidation of diphenyl sulphides

The kinetics of (salen)MIII complexes-catalysed oxidation of a few diphenyl sulphides by hydrogen peroxide have been investigated at 25°C in acetonitrile (80%) - water (20%) spectrophotometrically. The reaction follows first-order kinetics in (salen)Mn111 complex and zero-order kinetics in hydrogen peroxide. The order of the reaction with respect to .sulphide is fractional. The effects of nitrogenous bases, free radical inhibitor and changes in solvent composition have also been studied. A suitable mechanism involving a manganese(III)-hydroperoxide complex as reactive species has been proposed.

Oxidation kinetics of some sulfoxides with N,N-dibromobenzene sulfonamide

The kinetics of oxidation of some sulfoxides with dibromamine-B yielding sulfones was investigated in presence of HgII, and the rate equation, kobs = k3K2K′h[S]/[RNH 2] + K′h was found to be valid. The reaction involves two distinct pathways namely initial fast step and a subsequent slow step. The chloride ions have no effect on the reactivity of sulfoxides. Sulfoxides containing electron-attracting substituents retard the reactivity while those containing electron-releasing constituents accelerate the rate of oxidation. Exner plot confirms the operation of same mechanism in all the sulfoxides studied. Electrophilic addition of Br+ to sulfur atom results in an electron-deficient sulfonium centre which decomposes in a slow rate-limiting step. The rate coefficients are treated in terms of multiparametric extensions of the Hammett equation to have more insight into the mechanistic aspects.

Selective synthesis of sulfoxides and sulfones by methyltrioxorhenium-catalyzed oxidation of sulfides with hydrogen peroxide

Methyltrioxorhenium-catalyzed oxidation of sulfides with hydrogen peroxide in ethanol has been found to be an efficient catalytic system for the selective formation of sulfoxides and sulfones. The oxidation using an equimolar amount of hydrogen peroxide afforded sulfoxides in excellent yield, and the use of two molar amounts of hydrogen peroxide gave sulfones quantitatively. Strongly deactivated sulfide, bis(4-nitrophenyl) sulfide, was converted smoothly to the corresponding sulfoxide and sulfone in excellent yields. The functional group in the side chain of sulfide such as a carbon-carbon double bond was not affected under the reaction conditions, and the sulfur atom was selectively oxidized.