3112-80-9

Basic information

• Product Name: Benzene,1,1'-sulfonylbis[4-methoxy-
• Synonyms: Anisole,4,4'-sulfonyldi- (6CI,7CI,8CI); 1,1'-Sulfonylbis[4-methoxybenzene];4,4'-Dimethoxydiphenylsulfone; Bis(4-methoxyphenyl) sulfone;Bis(p-methoxyphenyl) sulfone; NSC 43075
• CAS NO: 3112-80-9
• Molecular Formula: C14H14 O4 S
• Molecular Weight: 278.329
• Mol File: 3112-80-9.mol

Chemical Properties

• Boiling Point: 444.7°Cat760mmHg
• Flash Point: 222.8°C
• Density: 1.232g/cm³
• CAS DataBase Reference: Benzene,1,1'-sulfonylbis[4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene,1,1'-sulfonylbis[4-methoxy-(3112-80-9)
• EPA Substance Registry System: Benzene,1,1'-sulfonylbis[4-methoxy-(3112-80-9)

Safety Data

• Hazardous Substances Data: 3112-80-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Benzene,1,1'-sulfonylbis[4-methoxyis used as a reagent and intermediate in organic synthesis for its ability to facilitate the formation of desired products in chemical reactions.
Used in Pharmaceutical Production:
Benzene,1,1'-sulfonylbis[4-methoxyserves as a building block in the synthesis of various pharmaceuticals, contributing to the development of new drugs and medicines.
Used in Agrochemical Production:
Benzene,1,1'-sulfonylbis[4-methoxyis also utilized in the production of agrochemicals, playing a role in the creation of substances that help protect and enhance crop yields.
Used in Dye Production:
It is employed in the production of dyes, where its chemical properties contribute to the color and stability of the final products.
Used in the Synthesis of Organic Compounds and Materials:
Benzene,1,1'-sulfonylbis[4-methoxyacts as a versatile component in the synthesis of a wide range of organic compounds and materials, showcasing its utility across different industries.
It is crucial to handle Benzene,1,1'-sulfonylbis[4-methoxywith care due to its potential hazards to human health and the environment if not used properly.

Upstream product

• 1774-36-3 bis(4-methoxyphenyl) sulfoxide 
• 66110-21-2 6,6'-dimethoxy-3,3'-sulfonyl-di-benzoic acid 
• 7446-11-9 sulfur trioxide 
• 100-66-3 methoxybenzene 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 6462-50-6 sodium 4-methoxybenzenesulfinate 
• 80-09-1 4,4'-sulfonediphenol 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 3393-77-9 bis(4-methoxyphenyl)sulfide 
• 74-83-9 methyl bromide 
• 696-63-9 4-Methoxybenzenethiol 
• 1950-68-1 4-methoxybenzenesulfonyl hydrazide 
• 5720-07-0 4-methoxyphenylboronic acid 

Downstream Products

• 368-43-4 phenylsulfonyl fluoride 
• 171364-79-7 2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1423128-99-7 C₂₆H₃₆B₂O₈S 
• 66294-52-8 bis-(3-bromo-4-methoxy-phenyl)-sulfone 
• 1423129-00-3 C₂₆H₃₆B₂O₈S 
• 1423129-01-4 C₂₉H₄₂B₂O₆ 
• 80-08-0 dapsone 
• 859331-22-9 6,6'-dimethoxy-3,3'-sulfonyl-di-benzonitrile 
• 5456-51-9 4,4'-diacetoxydiphenylsulfone 
• 66110-21-2 6,6'-dimethoxy-3,3'-sulfonyl-di-benzoic acid 
• 3950-59-2 bis-(3-amino-4-methoxy-phenyl)-sulfone 
• 77-46-3 acedapsone 
• 5857-42-1 4-methoxybenzenesulfonic acid 
• 57736-08-0 bis-(4-methoxy-3,5-dinitro-phenyl)-sulfone 

Relevant articles and documents

Synthesis of cyanate esters based on mono-O-methylated bisphenols with sulfur-containing bridges

We described a synthetic approach to bisphenol-based monocyanate esters based on mono-O-methylation of parental bisphenols followed by cyanation of the residual phenolic hydroxyl. Structures of the synthesized compounds were determined by the application of IR, NMR 1H and 13C spectroscopies, EI and MALDI mass spectrometry, and purity of the final product was controlled by HPLC. We showed that stability of the cyanate esters depends on the nature of the bridging group. Temperature range of thermally initiated cyclotrimerization of synthesized monocyanate ester, as well as reaction enthalpy, was determined by differential scanning calorimetry (DSC).

Redox-Neutral Organometallic Elementary Steps at Bismuth: Catalytic Synthesis of Aryl Sulfonyl Fluorides

A Bi-catalyzed synthesis of sulfonyl fluorides from the corresponding (hetero)aryl boronic acids is presented. We demonstrate that the organobismuth(III) catalysts bearing a bis-aryl sulfone ligand backbone revolve through different canonical organometallic steps within the catalytic cycle without modifying the oxidation state. All steps have been validated, including the catalytic insertion of SO2 into Bi-C bonds, leading to a structurally unique O-bound bismuth sulfinate complex. The catalytic protocol affords excellent yields for a wide range of aryl and heteroaryl boronic acids, displaying a wide functional group tolerance.

Electrochemical oxygenation of sulfides with molecular oxygen or water: Switchable preparation of sulfoxides and sulfones

A practical and eco-friendly method for the controllable aerobic oxygenation of sulfides by electrochemical catalysis was developed. The switchable preparation of sulfoxides and sulfones was effectively controlled by reaction time, in which both molecular oxygen and water can be used as the oxygen source under catalyst and external oxidant-free conditions. The electrochemical protocol features a broad substrate scope and excellent site selectivity and is successfully applied to the modification of some sulfide-containing pharmaceuticals and their derivatives. This journal is

Heterogeneous copper-catalyzed synthesis of diaryl sulfones

A carbon-supported copper nanoparticle (Cu-NP) with high catalytic activity for the synthesis of diaryl sulfones is reported. For the first time, this Cu-NP is proved to be able to effectively promote the reaction of arylboronic acids and arylsulfonyl hydrazides to generate diaryl sulfones at room temperature. The reaction shows excellent substrate universality, and substrates with different substituents can undergo the reaction smoothly, leading to the desired products in good yields. The Cu-NP is found to be made of low valence Cu based on XRD. Hence, the reaction catalyzed by the Cu-NP is believed to involve a Cu-mediated organometallic cycle.

Visible-light-driven electron donor-acceptor complex induced sulfonylation of diazonium salts with sulfinates

This work reports an efficient sulfonylation reaction enabled by a visible-light-induced radical coupling reaction between phenyl/heterocyclic diazonium salts and sulfinates. Mechanistic experiments disclosed the formation of a versatile electron donor-acceptor (EDA) complex. This transformation is characterized by an easy operational procedure under mild conditions which avoids transition metals, ligands, catalysts, and oxidants.

Sulfonylation of Bismuth Reagents with Sulfinates or SO2through BiIII/BiV Intermediates

Studies to explore the catalytic activities of main-group elements are attractive. We report here our study of sulfonylation of bismuth reagents with sulfinates or SO2 surrogates. Under oxidative conditions, triarylbismuthines and sulfinates were transformed into diaryl sulfones. A transition-metal-like two-electron redox process at the Bi center was achieved in this reaction. Sulfur dioxide generated in situ can also replace sulfinates to deliver the corresponding symmetric diaryl sulfones. A rational mechanism for this reaction was also proposed that involves a Bi(III)-Bi(V) manifold.

Pd/NHC-catalyzed arylsulfonylation of boronic acids: A general and direct protocol to access diarylsulfones

For the first time, robust NHC-Pd complexes have been demonstrated as highly efficient catalysts in the direct arylsulfonylation of boronic acids. Remarkably, a broad number of diaryliodonium salts as powerful electrophilic arylation reagents are well compatible to form functional ortho-substituted diarylsulfones in satisfactory yields. Owing to the stronger σ-donor and weaker π-acceptor properties, the acenaphthoimidazolylidene ligands exhibit higher catalytic activities towards this challenging one-step arylsulfonylation reaction.

Synthetic method of diarylsulfone compound

The invention relates to a synthetic method of a diarylsulfone compound. The method is characterized in that a copper complex and aryl sulfonyl hydrazide are dissolved in an organic solvent, air serves as an oxidizing agent, a reaction is conducted at the room temperature, separation and purification are conducted to obtain the corresponding diarylsulfone compound, the molar ratio of the copper complex to the aryl sulfonyl hydrazide is (0.01-0.03):1.0, and the reaction time is 2-5 h. Compared with the prior art, the synthesis process provided by the invention has excellent selectivity and highyield, the catalyst copper complex in the reaction can catalyze the self-coupling of aryl sulfonyl hydrazide to synthesize the diarylsulfone compound at room temperature, and the reaction has the characteristics of mild and simple conditions, wide substrate range, convenient product separation, high reaction efficiency and the like.

Facile synthesis of diarylsulfones from arenes and 3CdSO4·xH2O via mechanochemistry

A variety of substituted diarylsulfones could be synthesized by simple arenes and 3CdSO4·xH2O in the presence of P2O5 under high-speed ball milling. It was suggest the aromatic sulfonation was performed by arene and in situ generated H2SO4, following-up by electrophilic substitution with another arene to give diarylsulfone.

Synthesis and nano-Pd catalyzed chemoselective oxidation of symmetrical and unsymmetrical sulfides

A highly chemoselective, efficient and nano-Pd catalyzed protocol for the rapid construction of sulfoxides and sulfones via the oxidation of symmetrical and unsymmetrical sulfides using H2O2 as an oxidant has been developed, respectively. The ready availability of starting materials, easy recovery and reutilization of the catalyst, wide substrate scope, and high yields make this protocol an attractive alternative. The process also involves the metal-free and microwave-promoted synthesis of symmetrical diarylsulfides, and FeCl3-mediated preparation of symmetrical diaryldisulfides through the reaction of arenediazonium tetrafluoroborates with Na2S·9H2O as a sulfur source. In addition, unsymmetrical sulfides were generated via the K2CO3-mediated reaction of arenediazonium tetrafluoroborates with symmetrical disulfides.