24535-53-3

Basic information

• Product Name: Benzene, 1-chloro-4-[(4-nitrophenyl)sulfinyl]-
• CAS NO: 24535-53-3
• Molecular Formula: C12H8ClNO3S
• Molecular Weight: 281.719
• Mol File: 24535-53-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzene, 1-chloro-4-[(4-nitrophenyl)sulfinyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-chloro-4-[(4-nitrophenyl)sulfinyl]-(24535-53-3)
• EPA Substance Registry System: Benzene, 1-chloro-4-[(4-nitrophenyl)sulfinyl]-(24535-53-3)

Safety Data

• Hazardous Substances Data: 24535-53-3(Hazardous Substances Data)

Usage

General Description

Benzene, 1-chloro-4-[(4-nitrophenyl)sulfinyl]- is a chemical compound that contains a benzene ring with a chlorine atom at position 1 and a sulfinyl group with a nitrophenyl substituent at position 4. It is also known as nitrobenzaldehyde sulfoxide and is used as a reagent in organic synthesis. Benzene, 1-chloro-4-[(4-nitrophenyl)sulfinyl]- is known to be a chiral sulfoxide and has been studied for its potential use in asymmetric synthesis. It is also used in the pharmaceutical industry as a building block for the synthesis of various pharmaceutical drugs and related compounds. Additionally, it has been studied for its potential biological and pharmacological properties.

Upstream product

• 106-54-7 p-Chlorothiophenol 
• 100-00-5 4-chlorobenzonitrile 
• 21969-11-9 1-(4-chlorophenylthio)-4-nitrobenzene 

Downstream Products

• 21969-11-9 1-(4-chlorophenylthio)-4-nitrobenzene 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 100-32-3 di(p-nitrophenyl) disulfide 
• 16096-86-9 p-chlorobenzenesulphinamide 

Relevant articles and documents

Tetrabutylammonium tribromide impregnated MCM-48 as a heterogeneous catalyst for selective oxidation of sulfides

We report here tetrabutylammonium tribromide supported on MCM-48 as a highly efficient heterogeneous catalyst for the selective oxidation of sulfides, in ethanolic medium using hydrogen peroxide as an oxidant. The aforementioned oxidation reactions were found to proceed rapidly (20 min) and in good yield (85-99%) (17 examples). The oxidation products were characterized by 1H NMR, 13C NMR and elemental analysis. The catalytic properties were analysed by TEM, XRD and BET-surface area measurement. No over-oxidation of the substrates was observed (analysed by GC), and the catalyst was effectively recycled for five consecutive cycles without any significant loss in its catalytic activity.

Copper-Schiff base complex catalyzed oxidation of sulfides with hydrogen peroxide

A straightforward, efficient, and selective oxidation of sulfide to sulfoxide with 30% H2O2 catalyzed by copper(II)-Schiff base complex is described. The reactions proceed under mild conditions in acetonitrile at room temperature to provide a variety of aryl and alkyl sulfoxides in excellent yield.

Kinetics and mechanism of oxygenation of aromatic sulfides and arylmercaptoacetic acids by peroxomonophosphoric acid

The oxygenation of aryl methyl sulfides and diaryl sulfides by peroxomonophosphoric acid in acetonitrile-water mixture follows an overall second-order kinetics, first-order in each reactant. The study of the influence of [H+] on the oxidation of phenyl methyl and diphenyl sulfides reveals that H2PO5- and HPO52- are the oxidising species in the oxidation process. In substituted phenyl methyl sulfides and diphenyl sulfides, the rate of oxygenation is accelerated by electron-donating substituents and retarded by electron-withdrawing groups, indicating the nucleophilic displacement by the sulfide sulfur on the peroxide oxygen. The negative ρ value obtained in the correlation analysis of rate constants with σ constants also shows the formation of a more positively charged sulfur species in the rate-limiting step. Studies with different alkyl phenyl sulfides (C6H5SR; R=Me, Et, Pri or But) indicate that the rate is retarded by bulky R groups. Similar kinetic results are also obtained in the peroxomonophosphoric acid oxidation of sodium phenylmercaptoacetate. On the basis of the kinetic studies, a common mechanism has been proposed.