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2050-48-8

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2050-48-8 Usage

General Description

4,4'-dibromo diphenyl sulfone is a chemical compound with the molecular formula C12H8Br2O2S. It is a solid, white crystalline substance that is used as a raw material for various applications in the pharmaceutical, agricultural, and electronic industries. It is often used as a building block in the synthesis of pharmaceutical compounds, and it also serves as an intermediate in the production of flame retardant materials. Additionally, it has antimicrobial properties and is utilized in the manufacturing of biocidal and fungicidal products. 4,4'-DIBROMO DIPHENYL SULFONE is characterized by its high melting point and thermal stability, making it suitable for use in high-temperature applications. Furthermore, it is considered to have low acute toxicity, although it may cause irritation to the skin, eyes, and respiratory system upon exposure.

Check Digit Verification of cas no

The CAS Registry Mumber 2050-48-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,5 and 0 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2050-48:
(6*2)+(5*0)+(4*5)+(3*0)+(2*4)+(1*8)=48
48 % 10 = 8
So 2050-48-8 is a valid CAS Registry Number.

2050-48-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-bromo-4-(4-bromophenyl)sulfonylbenzene

1.2 Other means of identification

Product number -
Other names 4-BROMOPHENYL SULFONE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2050-48-8 SDS

2050-48-8Synthetic route

bromobenzene
108-86-1

bromobenzene

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

Conditions
ConditionsYield
With dipotassium peroxodisulfate; trifluorormethanesulfonic acid; tetra(n-butyl)ammonium hydrogensulfate; trifluoroacetic anhydride In 1,2-dichloro-ethane at 85℃; for 8h; Sealed tube;98%
With chlorosulfonic acid In chloroform at -15 - 50℃; for 2h;68.7%
With chlorosulphuric acid
bis(4-bromophenyl)sulfoxide
1774-37-4

bis(4-bromophenyl)sulfoxide

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

Conditions
ConditionsYield
With N,N-dichloro-benzamide In tetrachloromethane Heating;95%
With potassium chromite; sodium perchlorate; oxalic acid In acetic acid at 40℃; Rate constant;
With perchloric acid; chromium (VI) In acetic acid at 39.9℃; Kinetics; Mechanism; Thermodynamic data; ΔH(excit.) and ΔS(excit.), other temperatures;
sodium 4-bromobenzenesulfinate
34176-08-4

sodium 4-bromobenzenesulfinate

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

Conditions
ConditionsYield
With copper diacetate In acetonitrile at 60℃; for 3h;91%
4,4'-dibromodiphenyl sulfide
3393-78-0

4,4'-dibromodiphenyl sulfide

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

Conditions
ConditionsYield
With dihydrogen peroxide In acetic acid at 100℃; for 10h;90%
With palladium; dihydrogen peroxide In methanol at 100℃; for 6h; Green chemistry; chemoselective reaction;86%
With oxygen; epi-Cercosporin In methanol at 25℃; for 24h; Irradiation;86%
bromobenzene
108-86-1

bromobenzene

4-bromobenzenesulfonyl chloride
98-58-8

4-bromobenzenesulfonyl chloride

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

Conditions
ConditionsYield
With iron(III) chloride In dichloromethane at 40℃; for 6h;88%
With aluminium trichloride
With aluminium trichloride Geschwindigkeit dieser Reaktion;
4,4'-dibromodiphenyl sulfide
3393-78-0

4,4'-dibromodiphenyl sulfide

A

bis(4-bromophenyl)sulfoxide
1774-37-4

bis(4-bromophenyl)sulfoxide

B

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

Conditions
ConditionsYield
With air at 80℃; for 20h; chemoselective reaction;A 87%
B n/a
With dihydrogen peroxide; acetic acid In water at 80℃; for 6h; Inert atmosphere;A 34%
B 61%
bromobenzene
108-86-1

bromobenzene

A

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

B

4-Brom-1-benzolsulfonsaeure-trimethylsilylester
76619-21-1

4-Brom-1-benzolsulfonsaeure-trimethylsilylester

Conditions
ConditionsYield
With chlorosulfonate de trimethylsilyle at 80℃; for 10h;A 72%
B 9%
bromobenzene
108-86-1

bromobenzene

A

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

B

1-bromo-2-(4-bromophenylsulfonyl)benzene
141223-29-2

1-bromo-2-(4-bromophenylsulfonyl)benzene

Conditions
ConditionsYield
With cadmium(II) sulfate crystallohydrate; phosphorus pentoxide at 20℃; for 5h; Milling; Sealed tube; Green chemistry;A 59%
B 16%
bromobenzene
108-86-1

bromobenzene

A

4-bromobenzenesulfonyl fluoride
498-83-9

4-bromobenzenesulfonyl fluoride

B

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

C

1-bromo-2-(4-bromophenylsulfonyl)benzene
141223-29-2

1-bromo-2-(4-bromophenylsulfonyl)benzene

D

bis(2-bromophenyl) sulfone
141223-30-5

bis(2-bromophenyl) sulfone

Conditions
ConditionsYield
With antimony pentafluoride; fluorosulphonic acid at 50℃; for 1h; Yield given. Yields of byproduct given;A 3%
B n/a
C n/a
D n/a
bromobenzene
108-86-1

bromobenzene

A

p-bromobenzene sulfonic acid
138-36-3

p-bromobenzene sulfonic acid

B

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

Conditions
ConditionsYield
With chlorosulfonic acid
dapsone
80-08-0

dapsone

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

Conditions
ConditionsYield
With sulfuric acid; copper(I) bromide; sodium nitrite 1.) 0-4 deg C, 2.) 60 deg C, 1 h; Multistep reaction;
chlorosulfonic acid
7790-94-5

chlorosulfonic acid

bromobenzene
108-86-1

bromobenzene

A

p-bromobenzene sulfonic acid
138-36-3

p-bromobenzene sulfonic acid

B

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

bromobenzene
108-86-1

bromobenzene

sulfuric acid
7664-93-9

sulfuric acid

A

p-bromobenzene sulfonic acid
138-36-3

p-bromobenzene sulfonic acid

B

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

bromobenzene
108-86-1

bromobenzene

sulfur trioxide
7446-11-9

sulfur trioxide

A

p-bromobenzene sulfonic acid
138-36-3

p-bromobenzene sulfonic acid

B

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

chlorosulfonic acid
7790-94-5

chlorosulfonic acid

bromobenzene
108-86-1

bromobenzene

A

p-bromobenzene sulfonic acid
138-36-3

p-bromobenzene sulfonic acid

B

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

C

4-bromobenzenesulfonyl chloride
98-58-8

4-bromobenzenesulfonyl chloride

chlorosulfonic acid
7790-94-5

chlorosulfonic acid

bromobenzene
108-86-1

bromobenzene

sulfuric acid
7664-93-9

sulfuric acid

A

p-bromobenzene sulfonic acid
138-36-3

p-bromobenzene sulfonic acid

B

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

C

4-bromobenzenesulfonyl chloride
98-58-8

4-bromobenzenesulfonyl chloride

diphenyl sulfide
139-66-2

diphenyl sulfide

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CCl4; bromine
2: KMnO4; acetic acid
View Scheme
Multi-step reaction with 2 steps
1: bromine; dihydrogen peroxide / dichloromethane; water / 6 h
2: potassium permanganate; manganese(II) sulphate monohydrate / dichloromethane / 10 h
View Scheme
Multi-step reaction with 2 steps
1: bromine / 2 h / 20 °C
2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 10 h / 40 °C
View Scheme
Multi-step reaction with 2 steps
1: bromine / 6 h / 20 °C
2: dihydrogen peroxide; acetic acid / 10 h
View Scheme
1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 1,10-phenanthroline hydrate; potassium carbonate / dimethyl sulfoxide / 0.17 h / Inert atmosphere
1.2: 24 h / Inert atmosphere; Reflux
2.1: dihydrogen peroxide; acetic acid / 24 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate; sodiumsulfide nonahydrate; copper(l) iodide / N,N-dimethyl-formamide / 18 h / 120 °C
2: dihydrogen peroxide; acetic acid / 10 h / 100 °C
View Scheme
Multi-step reaction with 2 steps
1: copper(l) iodide; potassium carbonate; sodium sulfide nonahydrate / N,N-dimethyl-formamide / 18 h / 120 °C / Inert atmosphere
2: oxygen / 20 h / 100 °C / Schlenk technique
View Scheme
para-bromobenzenethiol
106-53-6

para-bromobenzenethiol

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 1,10-phenanthroline hydrate; potassium carbonate / dimethyl sulfoxide / 0.17 h / Inert atmosphere
1.2: 24 h / Inert atmosphere; Reflux
2.1: dihydrogen peroxide; acetic acid / 24 h / Reflux
View Scheme
3-bromofurane
22037-28-1

3-bromofurane

Divinyl sulfone
77-77-0

Divinyl sulfone

A

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

B

1-bromo-3-((4-bromophenyl)sulfonyl)benzene

1-bromo-3-((4-bromophenyl)sulfonyl)benzene

Conditions
ConditionsYield
Stage #1: 3-bromofurane; Divinyl sulfone With pyridine at 80℃; for 24h;
Stage #2: With potassium hydroxide In dimethyl sulfoxide at 100℃; for 2.5h; Schlenk technique; Inert atmosphere;
A 52 mg
B 14 mg
4-bromobenzenediazonium tetrafluoroborate
673-40-5

4-bromobenzenediazonium tetrafluoroborate

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodiumsulfide nonahydrate / water / 0.25 h / 100 °C / Microwave irradiation; Green chemistry
2: palladium; dihydrogen peroxide / methanol / 6 h / 100 °C / Green chemistry
View Scheme
1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

A

bis(4-bromophenyl)sulfoxide
1774-37-4

bis(4-bromophenyl)sulfoxide

B

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper(l) iodide; potassium carbonate; sodium sulfide nonahydrate / N,N-dimethyl-formamide / 18 h / 120 °C / Inert atmosphere
2: air / 20 h / 80 °C
View Scheme
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

dapsone
80-08-0

dapsone

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide In dimethyl sulfoxide at 90℃; for 20h; Sealed tube;98%
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

4,4'-sulfonylbis(1-bromo-2-nitrobenzene)
75853-45-1

4,4'-sulfonylbis(1-bromo-2-nitrobenzene)

Conditions
ConditionsYield
With sulfuric acid; potassium nitrate at 80℃; for 3h;91%
With sulfuric acid; nitric acid at 60℃;
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

9H-carbazole
86-74-8

9H-carbazole

9-(4-((4-bromophenyl)sulfonyl)phenyl)-9H-carbazole

9-(4-((4-bromophenyl)sulfonyl)phenyl)-9H-carbazole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃; for 20h; Inert atmosphere;88%
With potassium dihydrogenphosphate; copper(l) iodide; (1R,2R)-1,2-diaminocyclohexane In 1,4-dioxane at 110℃; Inert atmosphere;75%
With potassium phosphate; copper(l) iodide; trans-1,2-cyclohexanediamine In 1,4-dioxane at 110℃; Inert atmosphere;75%
o-aminophenyldimethylcarbinol
15833-00-8

o-aminophenyldimethylcarbinol

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

C30H32N2O4S

C30H32N2O4S

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 110℃; for 24h; Inert atmosphere; Reflux;84%
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

10-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-10H-phenoxazine

10-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-10H-phenoxazine

C48H32N2O4S

C48H32N2O4S

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water; toluene at 80℃; for 24h; Inert atmosphere;82%
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

8,8-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8H-indolo[3,2,1-de]acridine

8,8-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8H-indolo[3,2,1-de]acridine

C54H40N2O2S

C54H40N2O2S

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water; toluene at 80℃; Inert atmosphere;82%
10-ethyl-3-vinyl-10H-phenothiazine
1448508-99-3

10-ethyl-3-vinyl-10H-phenothiazine

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

3,3'-((1E,1'E)-(sulfonylbis(4,1-phenylene))bis(ethene-2,1-diyl))bis(10-ethyl-10H-phenothiazine)

3,3'-((1E,1'E)-(sulfonylbis(4,1-phenylene))bis(ethene-2,1-diyl))bis(10-ethyl-10H-phenothiazine)

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide for 6h; Heck Reaction; Reflux; Inert atmosphere;82%
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

C16H15NO

C16H15NO

3,3'-((1E,1'E)-(sulfonylbis(4,1-phenylene))bis(ethene-2,1-diyl))bis(10-ethyl-10H-phenoxazine)

3,3'-((1E,1'E)-(sulfonylbis(4,1-phenylene))bis(ethene-2,1-diyl))bis(10-ethyl-10H-phenoxazine)

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide Heck Reaction; Inert atmosphere; Heating;82%
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

9,9-dimethyl-10-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,10-dihydroacridine

9,9-dimethyl-10-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,10-dihydroacridine

C54H44N2O2S

C54H44N2O2S

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water; toluene at 80℃; for 24h; Inert atmosphere;81%
N-phenyl-9H-carbazol-3-boronic acid
854952-58-2

N-phenyl-9H-carbazol-3-boronic acid

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

di(4-(9-phenylcarbazol-3-yl)phenyl)sulfone

di(4-(9-phenylcarbazol-3-yl)phenyl)sulfone

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 24h; Suzuki Coupling; Inert atmosphere;80%
9,9‐dimethyl‐10H‐acridine
6267-02-3

9,9‐dimethyl‐10H‐acridine

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

10,10'-(sulfonylbis(4,1-phenylene))bis(9,9-dimethyl-9,10-dihydroacridine)

10,10'-(sulfonylbis(4,1-phenylene))bis(9,9-dimethyl-9,10-dihydroacridine)

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 120℃; for 12h; Inert atmosphere;80%
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 110℃; for 48h; Inert atmosphere;80%
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

9,10-dihydro-9,9-diphenyl acridine
20474-15-1

9,10-dihydro-9,9-diphenyl acridine

C62H44N2O2S

C62H44N2O2S

Conditions
ConditionsYield
Stage #1: 4,4'-dibromodiphenyl sulfone; 9,10-dihydro-9,9-diphenyl acridine With sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 20℃; for 0.25h; Inert atmosphere;
Stage #2: With tris-(dibenzylideneacetone)dipalladium(0) In toluene at 120℃; for 18h;
79%
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

9,9-dimethyl-10-(4 (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9,10-dihydroacridine

9,9-dimethyl-10-(4 (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9,10-dihydroacridine

C54H44N2O2S

C54H44N2O2S

Conditions
ConditionsYield
With potassium carbonate; palladium In tetrahydrofuran; water at 80℃; Inert atmosphere;78%
4-(carbazol-9-yl)phenylboronic acid
419536-33-7

4-(carbazol-9-yl)phenylboronic acid

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

di(4-(4-(carbazol-9-yl)phenyl)phenyl)sulfone
1443674-65-4

di(4-(4-(carbazol-9-yl)phenyl)phenyl)sulfone

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 24h; Suzuki Coupling; Inert atmosphere;76%
9-butyl-3-ethynyl-9H-carbazole
1310797-90-0

9-butyl-3-ethynyl-9H-carbazole

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

C48H40N2O2S

C48H40N2O2S

Conditions
ConditionsYield
Stage #1: 9-butyl-3-ethynyl-9H-carbazole With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triphenylphosphine In tetrahydrofuran for 0.25h; Sonogashira Cross-Coupling; Inert atmosphere;
Stage #2: 4,4'-dibromodiphenyl sulfone In tetrahydrofuran; triethylamine Sonogashira Cross-Coupling; Reflux; Inert atmosphere;
75.8%
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

phenylboronic acid
98-80-6

phenylboronic acid

C18H11BrO2S

C18H11BrO2S

Conditions
ConditionsYield
With potassium carbonate; palladium In tetrahydrofuran; water at 80℃; Inert atmosphere;75%
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

4-(diphenylamino)phenyl boronic acid
201802-67-7

4-(diphenylamino)phenyl boronic acid

C30H22BrNO2S

C30H22BrNO2S

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water; toluene at 80℃; Inert atmosphere;75%
With potassium carbonate; palladium In tetrahydrofuran; water at 80℃; Inert atmosphere;55%
With potassium carbonate; palladium In tetrahydrofuran; water; toluene Inert atmosphere; Reflux;
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

9H-pyrrolo[2,3-b:5,4-c']dipyridine

9H-pyrrolo[2,3-b:5,4-c']dipyridine

C32H20N6O2S

C32H20N6O2S

Conditions
ConditionsYield
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; copper(l) iodide; 18-crown-6 ether; potassium carbonate at 180℃; for 48h; Inert atmosphere;70%
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

C16H15NO

C16H15NO

(E)-3-(4-((4-bromophenyl)sulfonyl)styryl)-10-ethyl-10H-phenoxazine

(E)-3-(4-((4-bromophenyl)sulfonyl)styryl)-10-ethyl-10H-phenoxazine

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide Heck Reaction; Inert atmosphere; Heating;69%
3-ethynyl-9-phenyl-9H-carbazole
913190-42-8

3-ethynyl-9-phenyl-9H-carbazole

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

C52H32N2O2S

C52H32N2O2S

Conditions
ConditionsYield
Stage #1: 3-ethynyl-9-phenyl-9H-carbazole With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triphenylphosphine In tetrahydrofuran for 0.25h; Sonogashira Cross-Coupling; Inert atmosphere;
Stage #2: 4,4'-dibromodiphenyl sulfone In tetrahydrofuran; triethylamine Sonogashira Cross-Coupling; Reflux; Inert atmosphere;
68.3%
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

5H-pyrrolo<2,3-b:5,4-b'>dipyridine
17966-00-6

5H-pyrrolo<2,3-b:5,4-b'>dipyridine

C32H20N6O2S

C32H20N6O2S

Conditions
ConditionsYield
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; copper(l) iodide; 18-crown-6 ether; potassium carbonate at 180℃; for 48h; Inert atmosphere;65%
10-ethyl-3-vinyl-10H-phenothiazine
1448508-99-3

10-ethyl-3-vinyl-10H-phenothiazine

4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

(E)-3-(4-((4-bromophenyl)sulfllonyl)styryl)-10-ethyl-10H-phenothiazine

(E)-3-(4-((4-bromophenyl)sulfllonyl)styryl)-10-ethyl-10H-phenothiazine

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide for 6h; Heck Reaction; Reflux; Inert atmosphere;65%
4,4'-dibromodiphenyl sulfone
2050-48-8

4,4'-dibromodiphenyl sulfone

C27H32BN

C27H32BN

C66H70B2N2O2S

C66H70B2N2O2S

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 6h; Inert atmosphere; Reflux;61%

2050-48-8Relevant articles and documents

Poly(spirobifluorene)s containing nonconjugated diphenylsulfone moiety: Toward blue emission through a weak charge transfer effect

Wang, Xuchao,Zhao, Lei,Shao, Shiyang,Ding, Junqiao,Wang, Lixiang,Jing, Xiabin,Wang, Fosong

, p. 2907 - 2914 (2014)

Instead of conjugated dibenzothiophene-S,S-dioxide (DBTSO), we have introduced nonconjugated diphenylsulfone (DPSO) as the electron-deficient unit into the main chain of poly(spirobifluorene)s (PSFs). Because of the weaker electron affinity of DPSO relative to DBTSO, the charge transfer from the pendant 2,3,6,7-tetraoctyloxyfluorene to the main chain can be effectively prevented. Consequently, the resultant polymers containing DPSO moiety show pure blue emissions, which is different from DBTSO-based PSFs that exhibit undesired green emissions. With a single-layer device configuration, a peak luminous efficiency of 2.90 cd/A and a maximum luminescence of 14130 cd/m2 have been realized for the polymer PSFDPSO03. The corresponding CIE coordinates are (0.17, 0.18), nearly independent of the applied current density from 2 to 592 mA/cm2. These results indicate that tuning the electron affinity of the incorporated electron-deficient units is a very promising strategy to control the charge transfer strength for the development of blue-emitting PSFs with high efficiency and stability.

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

Li, Jin-Heng,Li, Yang,Sun, Qing,Xue, Qi,Zhang, Ting-Ting

supporting information, p. 10314 - 10318 (2021/12/17)

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

Synthesis and photophysical properties of fluorescent dyes based on triphenylamine, diphenylamine, diphenyl sulfone or triphenyltriazine derivatives containing an acetylene linkage group

Ahn, Sung-Ok,Choi, Jae-Hong,Kim, Kyung-Won,Kwon, Su-Hyeon,Lee, Byung-Jun,Lee, Ju-Hong

, (2020/06/22)

In this study, ten fluorescent dyes were prepared based on three different kinds of central moiety, such as triphenylamine, diphenylsulfone or triphenyltriazine, which was coupled to either carbazole or naphthalimidinyl group via an acetylene linkage group. N-n-Butyl-carbazole, N-phenyl-carbazole or N-n-butyl-naphthalimide was coupled to the individual central moiety of triphenylamine, diphenyl sulfone, 2,4,6-triphenyl-1,3,5-trazine or diphenylamine using a Sonogashira coupling reaction in the final step. All dyes were confirmed their chemical structure by 1H NMR, GC-Mass and elemental analyses. The absorption properties and thermal stabilities of the fluorescent dyes were examined. Density Functional Theory (DFT) and Time-Dependent DFT calculations were carried out, in addition to geometry simulation, by using the Gaussian 09 program. In terms of fluorescence properties in this series, two dyes based on diphenyl sulfonyl and three dyes based on triphenylamine substituted by 1–3 of N-n-butyl-carbazole exhibited a blue emission, whereas three dyes based on triphenylamine substituted by 1–3 of N-n-butyl-naphthalimide were observed by a red emitter which can be attributable to both effects the bathochromic shifts in absorption maxima and larger Stokes shifts. In case of corresponding 2,4,6-triphenyl-1,3,5-trazine central moiety coupled to a carbazole ring, a green fluorescence was emitted. Results revealed that the fluorescence of the dyes is affected by the electron-donating strength of the acetylene linkages involved in the π-conjugation systems of the dyes.

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

Li, Xing,Du, Jia,Zhang, Yongli,Chang, Honghong,Gao, Wenchao,Wei, Wenlong

, p. 3048 - 3055 (2019/03/21)

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.

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