1228-53-1

Basic information

• Product Name: 3-Nitrophenyl sulphone
• Synonyms: BIS(3-NITROPHENYL)SULFONE;BIS(3-NITROPHENYL)SULPHONE;BIS(M-NITROPHENYL) SULFONE;3,3'-DINITRODIPHENYLSULFONE;3,3'-DINITRODIPHENYLSULPHONE;3-Nitrophenyl sulphone;1,1'-sulfonylbis[3-nitro-benzen];1,1'-Sulfonylbis(3-nitrobenzene)
• CAS NO: 1228-53-1
• Molecular Formula: C₁₂H₈N₂O₆S
• Molecular Weight: 308.27
• EINECS: 214-965-2
• Mol File: 1228-53-1.mol

Chemical Properties

• Melting Point: 252-255°C
• Boiling Point: 541.1 °C at 760 mmHg
• Flash Point: 281 °C
• Appearance: /
• Density: 1.53 g/cm³
• Vapor Pressure: 1.28E-10mmHg at 25°C
• Refractive Index: 1.637
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-Nitrophenyl sulphone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Nitrophenyl sulphone(1228-53-1)
• EPA Substance Registry System: 3-Nitrophenyl sulphone(1228-53-1)

Safety Data

• RTECS: WR4700000
• Hazardous Substances Data: 1228-53-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-Nitrophenyl sulphone is used as a reagent in organic synthesis for the preparation of a variety of compounds. Its role in the formation of sulfonamides is particularly notable, given the importance of sulfonamides in the pharmaceutical industry for their antimicrobial properties.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Nitrophenyl sulphone is utilized as a precursor for the synthesis of certain drugs. Its ability to contribute to the development of new pharmaceutical compounds makes it a valuable component in medicinal chemistry.
Used in Dye Synthesis:
3-Nitrophenyl sulphone is also employed in the synthesis of dyes, where its chemical properties are leveraged to create a range of colorants used in various applications, including textiles, plastics, and printing inks.
Used in Organic Light-Emitting Diodes (OLEDs):
3-Nitrophenyl sulphone has been studied for its potential use in the development of organic light-emitting diodes. Its properties make it a candidate for improving the performance and efficiency of OLEDs, which are used in display technologies and lighting.
Used as a Corrosion Inhibitor:
Additionally, 3-Nitrophenyl sulphone has been explored for its potential as a corrosion inhibitor. This application could be significant in industries where materials are prone to corrosion, such as in the automotive, aerospace, and construction sectors, where protection against corrosion is crucial for the longevity and performance of materials.

InChI:InChI=1/C12H8N2O6S/c15-13(16)9-3-1-5-11(7-9)21(19,20)12-6-2-4-10(8-12)14(17)18/h1-8H

Upstream product

• 71-43-2 benzene 
• 127-63-9 diphenyl sulphone 
• 139-66-2 diphenyl sulfide 
• 7697-37-2 nitric acid 
• 98-95-3 nitrobenzene 
• 945-51-7 1,1'-sulfinylbisbenzene 

Downstream Products

• 1315509-19-3 3-(3-nitrophenylsulfonyl)aniline 
• 599-61-1 3,3'-diaminodiphenyl sulfone 

Relevant articles and documents

Systematic study of synthesizing various heteroatom-substituted rhodamines from diaryl ether analogues

The dye rhodamine, as the most popular scaffold to construct fluorescent labels and probes, has been explored extensively on its structure-fluorescence relationships. Particularly, the replacement of the oxygen atom in the 10th position with heteroatoms obtained various new rhodamines with improved photophysical properties, such as brightness, photostability, red-shifted emission and fluorogenicity. However, the applications of heteroatom-substituted rhodamines have been hindered by difficult synthetic routes. Herein, we explored the condensation strategy of diaryl ether analogues and o-tolualdehyde to synthesize various heteroatom-substituted rhodamines. We found that the electron property and steric effect in the rhodamine 10th position determined the synthetic yield. It's concluded that this condensation method was more suitable for the synthesis of heteroatom-substituted rhodamines with small or electron-donating groups like rhodamine, S-rhodamine and Si-rhodamine. We hope these results will benefit the design and synthesis of heteroatom-substituted rhodamines.

Convenient one-pot procedure for converting aryl sulfides to nitroaryl sulfones

When treated with nitrogen dioxide and ozone in inert solvent at 0°C or below, aryl sulfides underwent smooth oxidative nitration to give nitroaryl sulfones in good yield. Using this methodology, a series of mono- and di-nitrated aryl sulfones were prepared from methyl phenyl sulfide and diphenyl sulfide and their physical data are presented.

Process for the production of nitro derivatives of aromatic compounds

Nitroderivates of aromatic compounds which are difficult to nitrate, can readily be obtained by nitration providing that the aromatic compound is treated with nitric acid or another nitrating agent in the presence of aliphatic or cycloaliphatic hydrocarbons monosubstituted or polysubstituted by halogen, the nitro group or an alkyl sulphonyl group, and the nitro derivative formed subsequently isolated.