5184-70-3

Basic information

• Product Name: 4-Bromophenyl 4-methylphenyl sulfone
• Synonyms: (4-Bromophenyl)(4-methylphenyl) sulfone;(4-Methylphenyl)(4-bromophenyl) sulfone;(p-Bromophenyl)p-tolyl sulfone;4-Bromophenyl 4-methylphenyl sulfone;4-Bromophenyl p-tolyl sulfone;p-Tolyl 4-bromophenyl sulfone;1-BroMo-4-tosylbenzene;1-Bromo-4-[(4-methylphenyl)sulfonyl]benzene
• CAS NO: 5184-70-3
• Molecular Formula: C₁₃H₁₁BrO₂S
• Molecular Weight: 311.19
• Mol File: 5184-70-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Bromophenyl 4-methylphenyl sulfone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromophenyl 4-methylphenyl sulfone(5184-70-3)
• EPA Substance Registry System: 4-Bromophenyl 4-methylphenyl sulfone(5184-70-3)

Safety Data

• Hazardous Substances Data: 5184-70-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-Bromophenyl 4-methylphenyl sulfone is used as a synthetic intermediate for the preparation of various organic compounds. Its unique structure allows for versatile chemical reactions, making it a valuable building block in the synthesis of complex organic molecules.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 4-Bromophenyl 4-methylphenyl sulfone is used as a key intermediate in the synthesis of pharmaceuticals. Its presence in the molecular structure can impart specific biological activities, contributing to the development of new drugs with improved therapeutic properties.
Used in Material Science:
4-Bromophenyl 4-methylphenyl sulfone is utilized in material science for the development of novel materials with unique properties. Its incorporation into polymers, for instance, can enhance their thermal stability, mechanical strength, or other desirable characteristics.
Used in Agrochemicals:
In the agrochemical industry, 4-Bromophenyl 4-methylphenyl sulfone is used as an intermediate in the synthesis of various agrochemicals, such as pesticides and herbicides. Its unique structure can contribute to the development of more effective and environmentally friendly agrochemicals.
Used in Industrial Applications:
Due to its physical and chemical properties, 4-Bromophenyl 4-methylphenyl sulfone is valuable for various industrial applications. It can be used in the production of dyes, pigments, and other specialty chemicals, where its unique characteristics can enhance the performance of the final products.
Further research and testing on 4-Bromophenyl 4-methylphenyl sulfone could reveal its full potential in different fields, opening up new avenues for its application and utilization.

Upstream product

• 589-87-7 1,4-bromoiodobenzene 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 108-86-1 bromobenzene 
• 104-15-4 toluene-4-sulfonic acid 
• 106-40-1 4-bromo-aniline 
• 536-57-2 p-toluene sulfinic acid 
• 5153-29-7 tris(4-bromophenyl)bismuthane 
• 941-55-9 4-toluenesulfonyl azide 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 98-59-9 p-toluenesulfonyl chloride 
• 5467-74-3 4-Bromophenylboronic acid 
• 106-45-6 para-thiocresol 
• 126403-71-2 p-tolylzinc bromide 
• 98-58-8 4-bromobenzenesulfonyl chloride 

Downstream Products

• 1361970-42-4 N₁-[4-(4-bromophenylsulfonyl)benzoyl]-N₄-(4-trifluoromethoxyphenyl)-thiosemicarbazide 
• 1361970-46-8 N₁-[4-(4-bromophenylsulfonyl)benzoyl]-N₄-(3,4,5-trimethoxyphenyl)-thiosemicarbazide 
• 1361970-48-0 5-(4-(4-bromophenylsulfonyl)phenyl)-4-(4-trifluoromethoxyphenyl)-2H-1,2,4-triazol-3(4H)-thione 
• 1361970-50-4 5-(4-(4-bromophenylsulfonyl)phenyl)-4-(3,4,5-trimethoxyphenyl)-2H-1,2,4-triazol-3(4H)-thione 
• 1361970-52-6 5-(4-(4-bromophenylsulfonyl)phenyl)-N-(4-trifluoromethoxyphenyl)-1,3,4-thiadiazol-2-amine 
• 1361970-54-8 5-(4-(4-bromophenylsulfonyl)phenyl)-N-(3,4,5-trimethoxyphenyl)-1,3,4-thiadiazol-2-amine 
• 20721-09-9 p-(4-Bromophenylsulphonyl) benzoic acid hydrazide 
• 141212-55-7 C₁₄H₁₂BrN₃O₃S₂ 
• 141212-53-5 ethyl 4-(4-bromophenylsulfonyl)ethylbenzoate 
• 293758-43-7 5-(4-bromo-benzenesulfonyl)-2-methyl-benzenesulfonyl chloride 
• 96462-91-8 4-(4-bromo-benzenesulfonyl)-benzoic acid 
• 132180-32-6 (4-bromomethyl-phenyl)-(4-bromo-phenyl)-sulfone 

Relevant articles and documents

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.

Regiospecific Cleavage of S-N Bonds in Sulfonyl Azides: Sulfonyl Donors

Sulfonyl azides have been widely used as sulfonamido, diazo, and azido donors, as well as all-nitrogen 1,3-dipoles donors in synthetic chemistry. Here, the sulfonyl azides were used as efficient sulfonyl donors, which is very unusual. Trifluoromethanesulfonic acid-induced formation of the sulfonyl cation reactive species from sulfonyl azides was developed and used for the first time to couple various inactivated arenes to prepare sulfones at ambient temperature.

Copper-mediated sulfonylation of aryl iodides and bromides with arylsulfonyl hydrazides in PEG-400

Sulfonylation using stable and readily available arylsulfonyl hydrazides and aryl iodides or bromides mediated by cupric acetate has been achieved. Using polyethylene glycol (PEG-400) as an eco-friendly medium, the coupling reaction could afford a series of unsymmetrical diaryl sulfones in moderate to good yields without the presence of additional ligands and base.

An efficient Cu-catalyzed microwave-assisted synthesis of diaryl sulfones

An efficient and microwave-assisted simple protocol for the synthesis of symmetrical/asymmetrical diaryl sulfones through the Cu(II)-catalyzed reaction of sodium salt of sulfinic acid with aryl boronic acid has been described. Various diaryl sulfones have been synthesized in very short reaction times with moderate to very good yields. Additionally, the method is also useful for the synthesis of aryl vinyl sulfones.

Based on 4,4 the structure of the- [...][...] 9, the 9-bit [...] a main body material and its application (by machine translation)

Based on 4,4 the structure of the- [...][...] 9, the 9-bit [...] a main body material and its application, the present invention discloses a kind HOMO line condition and at the same time has a high level and the main material with excellent performance, its to 4, the 4-bit connected [...][...] as the molecule skeleton structure, in its 9,9 the connecting substituent [...] -position, which can be connected with transmission performance of the cavity diphenylammonium unit Dn, but also can be connected with electronic transmission performance unit An: phosphorusoxychloride unit, sulfur and oxygen unit, in addition to the two special spiral ring-like structure can be formed. The main body material of the present invention synthetic method is simple and easy to operate, which is suitable to be widely used. Main body material by the present invention of the organic electroluminescent light-emitting device is phosphorescent blue light, has high efficiency, high brightness, low efficiency low starting voltage attenuation and electroluminescent performance, can be widely applied to the organic electroluminescent field. (by machine translation)

Design, synthesis, characterization and antimicrobial evaluation of some heterocyclic condensed systems with bridgehead nitrogen from thiazolotriazole class

In the present study, a series of new heterocyclic condensed systems with bridgehead nitrogen from the thiazolo[3,2-b][1,2,4]triazoles class was synthesized starting from some 4-(4-X-phenylsulfonyl)phenyl)-4H-1,2,4-triazole-3-thioles 1a-c (X=H, Cl, Br). The intermediates of S-alkylated 1,2,4-triazoles, 2-(5-(4-(4-X-phenylsulfonyl)phenyl)-2H-1,2,4-triazol-3-ylthio)-1-(4-fluorophenyl)ethanones 2a-c, were obtained by treatment of triazoles 1a-c with 2-bromo-4'-fluoroacetophenone. The 2-(4-(4-X-phenylsulfonyl)phenyl)-6-(4-fluorophenyl)thiazolo[3,2-b][1,2,4]triazoles 3a-c were obtained by cyclization of S-alkylated 1,2,4-triazoles 2a-c in sulfuric acid media, at 0°C. For the synthesis of 2-(4-(4-X-phenylsulfonyl)phenyl)-5-(4-fluorobenzylidene)-thiazolo[3,2-b][1,2,4]triazol-6(5H)-ones 4a-c, the triazoles 1a-c were treated with 4-fluorobenzaldehyde, chloroacetic acid and anhydrous sodium acetate, in the presence of acetic acid and acetic anhydride. The structures of the newly synthesized compounds have been confirmed by elemental analysis and spectral methods (IR, 1H-NMR,13C-NMR, MS). The antimicrobial activity of all new compounds has been screened against some bacteria and yeasts.

CuI catalyzed sulfonylation of organozinc reagents with sulfonyl halides

In this study, a facile CuI catalyzed synthesis of sulfones involving a nucleophilic addition of functionalized organozinc reagents to organic sulfonyl chlorides is realized. This reaction proceeds efficiently at room temperature, giving rise to various functional group substituted sulfones, generally in moderate to high yields. The method provides a novel, simple, and promising strategy for functionalized sulfone synthesis in the research field of sulfur chemistry. the Partner Organisations 2014.

A mild and base-free synthesis of unsymmetrical diaryl sulfones from arylboronic acids and arylsulfonyl hydrazides

A mild and efficient synthesis of diaryl sulfones from arylboronic acids and arylsulfonyl hydrazides is described. Promoted by cupric acetate and in the absence of additional ligand and base, the cross-coupling reaction could afford a series of unsymmetrical diaryl sulfones in moderate to good yields at room temperature under neutral and ambient conditions. Georg Thieme Verlag Stuttgart New York.

A Metal-Free and Microwave-Assisted Efficient Synthesis of Diaryl Sulfones

An efficient and general protocol for the synthesis of diaryl sulfones via the metal-free coupling of readily available diaryliodonium salts and arenesulfinates in PEG-400 under microwave irradiation has been developed. Utilizing this metal-free and eco-friendly protocol, we have prepared various diaryl sulfones in high yields and shorter reaction times under mild conditions. Furthermore, the coupling of diaryliodonium with arenesulfinate salts with and without copper iodide provides a convenient access to various diaryl sulfones with high selectivity. Georg Thieme Verlag Stuttgart · New York.