23018-39-5

Basic information

• Product Name: 1,4-dimethyldibenzo[b,d]thiophene 5,5-dioxide
• CAS NO: 23018-39-5
• Molecular Formula: C₁₄H₁₂O₂S
• Molecular Weight: 244.3089
• Mol File: 23018-39-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 449.3°C at 760 mmHg
• Flash Point: 288.8°C
• Density: 1.303g/cm³
• Vapor Pressure: 7.7E-08mmHg at 25°C
• Refractive Index: 1.639
• CAS DataBase Reference: 1,4-dimethyldibenzo[b,d]thiophene 5,5-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-dimethyldibenzo[b,d]thiophene 5,5-dioxide(23018-39-5)
• EPA Substance Registry System: 1,4-dimethyldibenzo[b,d]thiophene 5,5-dioxide(23018-39-5)

Safety Data

• Hazardous Substances Data: 23018-39-5(Hazardous Substances Data)

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule of the compound.

Explanation

A heterocyclic compound is a cyclic compound that contains atoms of at least two different elements, in this case, carbon, sulfur, hydrogen, and oxygen.

Explanation

The compound has a sulfur atom in its ring structure, which is a characteristic feature of thiophenes.

Explanation

The compound serves as a building block for the synthesis of various organic compounds.

Explanation

Due to its unique structure and properties, 1,4-dimethyldibenzo[b,d]thiophene 5,5-dioxide has potential uses in the development of new materials and pharmaceutical products.

Explanation

The compound can be synthesized through different chemical reactions, allowing for flexibility in production methods.

Explanation

1,4-dimethyldibenzo[b,d]thiophene 5,5-dioxide can be obtained from chemical suppliers, making it accessible for research and industrial applications.

Explanation

The compound's properties and uses make it a valuable component in the synthesis of a wide range of organic compounds and materials.

Heterocyclic compound

Yes

Contains sulfur atom

Yes

Used in organic synthesis

Yes

Potential applications

Materials science and pharmaceuticals

Synthesis methods

Various chemical reactions

Availability

Purchase from chemical suppliers

Importance

Building block in production of organic compounds and materials

Upstream product

• 81064-10-0 2,3-bis(phenylsulphonyl)-1,4-dimethylbenzene 
• 108-98-5 thiophenol 
• 110348-50-0 4-Methoxy-benzenethiolatetetrabutyl-ammonium; 
• 110348-49-7 3-Chloro-benzenethiolatetetrabutyl-ammonium; 
• 4670-62-6 tetra-N-butylammonium benzenethiolate 
• 6127-91-9 sodium 2,4,6-trimethylbenzenethiolate 
• 930-69-8 sodium thiophenolate 

Relevant articles and documents

Electrochemical Evidence for an Unusual Base-Catalysed Chain Mechanism in an Intramolecular Homolytic Arylation

Cyclic voltammetry and controlled-potential electrolysis of the disulphone (1a) in dimethyl sulphoxide show that its transformation into the dibenzothiophene dioxide (2a), in the presence of a base, is an efficient electrocatalytic process.

Electrochemical Reduction of Some o-Bis(phenylsulphonyl)benzene Derivatives. Effect of the Substrate Structure and of the Addition of Bases on the Product Distribution.

A study of the electrochemical behaviour of the o-bis(phenylsulphonyl)benzene derivatives (1a-e) in dimethyl sulphoxide containing 0.1M-tetrabutylammonium tetrafluoroborate has been undertaken.The results from cyclic voltammetry, controlled-potential electrolysis, and coulometry strongly argue in support of a mechanism involving initial formation of the radical anion (1)-. which fragments into the ? radical (2) and PhSO2-.Competing pathways for (2) are (a) intramolecular homolytic arylation eventually leading to dibenzothiophene (4) together with dihydrodibenzothiophene (5) derivatives and (b) hydrogen-atom transfer leading to monosulphones (6).The fact that compounds (1a,b) undergo mainly cyclization, whereas the hydrogen-atom transfer predominates in the case of compounds (1c,d), indicates that the structure of the starting substrate is a major governing factor for the above competition.An explanation, based on a concomitance of steric effects of the methyl groups ortho to the phenylsulphonyl substituents, is given.Experiments carried out in the presence of different bases show that the intramolecular arylation leading to the cyclized product can occur also through an unprecedented chain mechanism whose efficiency, which increases as the strength and the concentration of the base is increased, is found in turn to be dependent on the substrate structure.Finally, when arenethiolates are used as bases, a third pathways (the nucleophile-radical coupling step of the SRN1 process) is found to compete for the intermediate ? radical (2) eventually leading to sulphides resulting from the overall substitution of an arylthio for a moiety in (1).When the intramolecular cyclization does not compete efficiently almost quantitative yields of sulphides are obtained via an SRN1 route.

Normal SNAr, Telesubstitution, and Electron-Transfer Pathways in the Reactions of Methyl-Substituted o-Bis(phenylsulfonyl)benzene Derivatives with Sodium Arenethiolates in Dimethyl Sulfoxide

1,4-Dimethyl-2,3-bis(phenylsulfonyl)-(6a) and 1,2-bis(phenylsulfonyl)-3,4,5,6-tetramethylbenzene (6b) react with sodium benzenethiolate or 2,4,6-trimethylbenzenethiolate in Me2SO at 120 deg C to give mainly products (7a,b,9, and 10a) resulting from the no