23038-36-0

Basic information

• Product Name: 1-Bromo-4-(phenylsulfonyl)benzene
• Synonyms: 1-bromo-4-(phenylsulphonyl)benzene;4-Bromophenyl phenyl sulfone;1-Bromo-4-(phenylsulfonyl)benzene;p-Bromophenyl phenyl sulfone;Phenyl 4-bromophenyl sulfone;Phenyl(4-bromophenyl) sulfone;4-(Phenylsulfonyl)bromobenzene;4-Bromodiphenyl sulfone
• CAS NO: 23038-36-0
• Molecular Formula: C₁₂H₉BrO₂S
• Molecular Weight: 297.17
• EINECS: 245-392-6
• Mol File: 23038-36-0.mol

Chemical Properties

• Melting Point: 108-108.5 °C
• Boiling Point: 418.5 °C at 760 mmHg
• Flash Point: 206.9 °C
• Appearance: Off white or white powder
• Density: 1.531 g/cm³
• Vapor Pressure: 7.92E-07mmHg at 25°C
• Refractive Index: 1.618
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-Bromo-4-(phenylsulfonyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Bromo-4-(phenylsulfonyl)benzene(23038-36-0)
• EPA Substance Registry System: 1-Bromo-4-(phenylsulfonyl)benzene(23038-36-0)

Safety Data

• Hazardous Substances Data: 23038-36-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 74, p. 394, 1952 DOI: 10.1021/ja01122a032

InChI:InChI=1/C12H9BrO2S/c13-10-6-8-12(9-7-10)16(14,15)11-4-2-1-3-5-11/h1-9H

Upstream product

• 108-86-1 bromobenzene 
• 98-09-9 benzenesulfonyl chloride 
• 98-58-8 4-bromobenzenesulfonyl chloride 
• 71-43-2 benzene 
• 6999-03-7 1-bromo-4-(trimethylsilyl)benzene 
• 141212-58-0 5-p-(p-bromophenylsulphonyl)phenyl-3-mercapto-1,2,4-triazole 
• 139-66-2 diphenyl sulfide 
• 589-87-7 1,4-bromoiodobenzene 
• 98-80-6 phenylboronic acid 
• 873-55-2 sodium benzenesulfonate 
• 106-40-1 4-bromo-aniline 
• 34176-08-4 sodium 4-bromobenzenesulfinate 
• 603-33-8 triphenylbismuthane 
• 5467-74-3 4-Bromophenylboronic acid 

Downstream Products

• 70714-83-9 4-hydrazinodiphenylsulfone 
• 7402-69-9 p-hydroxyphenyl p-tolyl sulfone 
• 96462-92-9 2-benzenesulfonyl-5-bromo-benzoic acid 
• 88519-45-3 (4-bromo-3-nitro-phenyl)-(3-nitro-phenyl)-sulfone 
• 128253-59-8 (R)-(+)-1-Phenylethyl benzene-p-sulphonylphenyl sulphide 
• 108-86-1 bromobenzene 
• 97442-87-0 1-ethynyl-4-(phenylsulfonyl)benzene 
• 62489-11-6 bis [4-(phenylsulfonyl)phenyl] phosphinic acid 
• 1186436-32-7 C₁₇H₁₃NO₂S 
• 1620885-50-8 3,6-di-tert-butyl-9-(4-(phenylsulfonyl)phenyl)-9H-carbazole 
• 1450622-01-1 1,1,1-trifluoro-2-(6-(4-(phenylsulfonyl)phenyl)-5-(1-propyn-1-yl)-3-pyridinyl)-2-propanol 
• 1450622-03-3 2-(5-chloro-6-(4-(phenylsulfonyl)phenyl)pyridin-3-yl)-1,1,1-trifluoropropan-2-ol 

Relevant articles and documents

Deep-blue thermally activated delayed fluorescence emitters containing diphenyl sulfone group for organic light emitting diodes

Novel blue thermally activated delayed fluorescence (TADF) emitters, D1-DPS and D2-DPS, were designed and synthesized. Diphenyl sulfone (DPS) group functioned as a common acceptor, and it combined with each of two different spiro-acridine groups, D1 and D2. The calculated energy differences (ΔEST) of the singlet and triplet excited states of D1-DPS (0.062 eV) and D2-DPS (0.128 eV) had sufficiently small AEST values, which is favorable in the thermally activated reverse intersystem crossing (RISC) process from the T1 state to the S1 state. A device doped 10 wt% of D2-DPS with ADN host material, obtained 5.05% of external quantum efficiency with deep-blue emission having CIExy coordinates of (0.152, 0.065). The results showed that these molecules are promising host-free TADF deep-blue emitters by inhibiting concentration quenching.

A high-efficiency hybrid white organic light-emitting diode enabled by a new blue fluorophor

A new efficient blue fluorophor 4-(4-diphenylaminophenyl)diphenylsulfone (SOTPA), with high triplet energy and balanced charge-transporting properties, has been designed and synthesized, and showed impressive performance both as blue emitter and as a host for phosphors. A green phosphorescent device containing SOTPA as host showed a maximum external quantum efficiency (EQE) as high as 19.2%, suggesting almost complete triplet harvesting from the blue fluorophor by the green phosphor. Single-emitting layer (EML) F-P hybrid white organic light-emitting devices (WOLEDs) based on SOTPA also gave outstanding electroluminescence performance, with a low turn-on voltage of 2.7 V and maximum EQE and power efficiency (PE) of 15.4% and 40.2 lm W-1, respectively. Even at a practical brightness of 1000 cd m-2 the PE still remained as high as 24.1 lm W-1. This excellent performance represents the highest efficiency yet reported among single-EML F-P hybrid WOLEDs.

Synergistic cooperative effect of CF3SO2Na and bis(2-butoxyethyl)ether towards selective oxygenation of sulfides with molecular oxygen under visible-light irradiation

A safe, practical and eco-friendly method for the switchable synthesis of sulfoxides and sulfones through visible-light-initiated oxygenation of sulfides at ambient temperature under transition-metal-, additives-free and minimal solvent conditions. The synergistic catalytic efforts between CF3SO2Na and 2-butoxyethyl ether represents the key promoting factor for the reaction. This journal is

Sulfoxide and Sulfone Synthesis via Electrochemical Oxidation of Sulfides

The oxidation of diaryl sulfides and aryl alkyl sulfides to the corresponding sulfoxides and sulfones under electrochemical conditions is reported. Sulfoxides are selectively obtained in good yield under a constant current of 5 mA for 10 h in DMF, while sulfones are formed as the major product under a constant current of 10 or 20 mA for 10 h in MeOH. The oxygen of both the sulfoxide and sulfone function is derived from water.

Spiroconjugated Tetraaminospirenes as Donors in Color-Tunable Charge-Transfer Emitters with Donor-Acceptor Structure

Charge-transfer emitters are attractive due to their color tunability and potentially high photoluminescence quantum yields (PLQYs). We herein present tetraaminospirenes as donor moieties, which, in combination with a variety of acceptors, furnished 12 charge-transfer emitters with a range of emission colors and PLQYs of up to 99 %. The spatial separation of their frontier molecular orbitals was obtained through careful structural design, and two DA structures were confirmed by X-ray crystallography. A range of photophysical measurements supported by DFT calculations shed light on the optoelectronic properties of this new family of spiro-NN-donor-acceptor dyes.

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.

Method for synthesizing diaryl sulfone compound by photocatalytic oxidation of diaryl sulfide

The invention discloses a method for synthesizing a diaryl sulfone compound by photocatalytic oxidation of diaryl sulfide, which comprises the following steps: in an oxygen-containing atmosphere and under the condition of 370-375nm ultraviolet irradiation, carrying out one-pot reaction on the diaryl sulfide compound and sodium difluoromethanesulfinate in a dioxane solution system to generate the diaryl sulfone compound. The method has the advantages of mild conditions, simple operation, environmental protection, easily available raw materials, excellent compatibility of substrate functional groups, high reaction yield and the like.

Selective oxidation of (hetero)sulfides with molecular oxygen under clean conditions

The development of eco-friendly and switchable catalytic systems for the conversion of a sole raw-material into distinct high-value products is a particularly attractive concept and a daunting synthetic challenge. In the present work, the first example of efficient and selective oxidation of sulfides to sulfones and sulfoxides using molecular oxygen under clean conditions was established.

Oxidation of aromatic sulfides with molecular oxygen: Controllable synthesis of sulfoxides or sulfones

The recent development of selective oxidation of aromatic sulfides with molecular oxygen was highlighted. The sulfoxides and sulfones could be obtained by simply switching the reaction media, i.e., bis(2-butoxyethyl)ether (BBE) or poly(ethylene glycol)dimethyl ether (PEGDME). The application of the high-boiling-point polyether as an initiator and green media can eliminate the need of large quantities of additives and volatile solvents. This strategy represents an economic and eco-friendly method that could find potential applications.