80-07-9

Basic information

• Product Name: 4,4'-Dichlorodiphenyl sulfone
• Synonyms: 1,1’-sulfonylbis[4-chloro-benzene];1-Chloro-4-[(4-chlorophenyl)sulfonyl]benzene;4,4'-Dichlorophenyl sulfone;Benzene, 1,1'-sulfonylbis*4-chloro-;Benzene, 1,1'-sulfonylbis[4-chloro-;di-p-chlorophenylsulfone;p,p’-dichlorodiphenylsulfone;p,p'-Dichlorodiphenyl sulfone
• CAS NO: 80-07-9
• Molecular Formula: C₁₂H₈Cl₂O₂S
• Molecular Weight: 287.16
• EINECS: 201-247-9
• Product Categories: Sulphur Derivatives;Organics;Diphenyl Sulfones (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;Imidazoles
• Mol File: 80-07-9.mol

Chemical Properties

• Melting Point: 143-146 °C(lit.)
• Boiling Point: 250 °C10 mm Hg(lit.)
• Flash Point: 233 °C
• Appearance: White/Fine Powder
• Density: 1.54g/cm3
• Vapor Pressure: 7.18E-07mmHg at 25°C
• Refractive Index: 1.61
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility: <0.1 g/100 mL at 20℃
• Sensitive: Moisture Sensitive
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
• BRN: 2052955
• CAS DataBase Reference: 4,4'-Dichlorodiphenyl sulfone(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Dichlorodiphenyl sulfone(80-07-9)
• EPA Substance Registry System: 4,4'-Dichlorodiphenyl sulfone(80-07-9)

Safety Data

• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26
• WGK Germany: 2
• RTECS: WR3450000
• TSCA: Yes
• Hazardous Substances Data: 80-07-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4,4'-Dichlorodiphenyl sulfone is used as an impurity in Dapson (D193250), an antibacterial agent, for the treatment of dermatitis herpetiformis. Its presence, although as an impurity, contributes to the overall effectiveness of the medication in managing the symptoms of the condition.
Used in Chemical Synthesis:
4,4'-Dichlorodiphenyl sulfone is used as a precursor in the preparation of 4,4'-diamino-diphenyl sulfone, which is an important intermediate in the synthesis of various chemical compounds and polymers.
Used in Polymer Industry:
4,4'-Dichlorodiphenyl sulfone is utilized in the production of polysulfone plastics, which are high-performance polymers known for their thermal stability, mechanical strength, and resistance to chemicals. It is also used to prepare rigid and temperature-resistant polymers such as PES (Polyethersulfone) or Udel through polymerization with bisphenol-A and bisphenol-S.
Used in Manufacturing of Plumbing Pipes:
The Udel polymer, which is derived from the polymerization of 4,4'-dichlorodiphenyl sulfone, finds applications in the manufacturing of plumbing pipes due to its high temperature resistance and chemical stability.
Used in Printer Cartridges:
The Udel polymer is also used in the production of printer cartridges, where its properties of being rigid and resistant to high temperatures are advantageous.
Used in Automobile Fuses:
4,4'-Dichlorodiphenyl sulfone contributes to the creation of Udel polymer, which is employed in the manufacturing of automobile fuses, benefiting from its heat resistance and mechanical strength.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

4,4'-Dichlorodiphenyl sulfone is incompatible with strong oxidizers.

Fire Hazard

Flash point data for 4,4'-Dichlorodiphenyl sulfone are not available; however, 4,4'-Dichlorodiphenyl sulfone is probably combustible.

Flammability and Explosibility

Nonflammable

Safety Profile

Mildly toxic by ingestion. When heated to decomposition it emitsvery toxic fumes of Cl- and SOx.

InChI:InChI=1/C12H8Cl2O2S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8H

Synthetic route

chlorobenzene (108-90-7) → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With sulfuric acid; trifluoroacetic acid; trifluoroacetic anhydride; Η-β Zeochem at 10 - 53℃; for 4h; Product distribution / selectivity;	100%
With sulfuric acid at 20℃; for 4h;	95.02%
Stage #1: chlorobenzene With aluminum (III) chloride; thionyl chloride In water at 50 - 90℃; for 3h; Stage #2: With sulfuric acid; dihydrogen peroxide; acetic acid In water at 80℃; for 3h;	93.8%

bis(4-chlorophenyl)sulfoxide (3085-42-5) → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With dihydrogen peroxide; acetic acid at 80℃; for 2h;	99.3%
With tetrabutyl-ammonium chloride; dihydrogen peroxide In water at 95℃; for 5h; Temperature; Reagent/catalyst;	97.8%
With N-(n-butyl)tridemorph phosphotungstate; dihydrogen peroxide In benzene at 90℃; for 2h; Catalytic behavior; Temperature;	96.2%

4-chlorobenzenesulfonyl chloride (98-60-2) + chlorobenzene (108-90-7) → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
iron(III) chloride at 144℃; for 0.333333h; microwave irradiation;	95%
With iron(III) chloride at 100 - 120℃;
With aluminium trichloride
With iron(III) chloride at 100 - 120℃;

sodium p-chlorobenzenesulphinate (14752-66-0) → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With copper diacetate In acetonitrile at 60℃; for 3h;	94%

para-dichlorobenzene (106-46-7) → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With aluminum (III) chloride; thionyl chloride at 20℃; for 3h; Temperature;	94%

bis(4-chlorophenyl)sulfide (5181-10-2) → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With sodium bromate In water at 80℃; for 0.5h; Ionic liquid;	92%
With palladium; dihydrogen peroxide In methanol at 100℃; for 6h; Green chemistry; chemoselective reaction;	90%
With dihydrogen peroxide In methanol at 40℃; for 1.58333h; chemoselective reaction;	89%

p-chlorobenzenesulfonyl azide (4547-68-6) + chlorobenzene (108-90-7) → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With trifluorormethanesulfonic acid In dichloromethane at 25℃; for 3h; regiospecific reaction;	81%

bis(4-chlorophenyl)sulfoxide (3085-42-5) → bis(4-chlorophenyl)sulfide (5181-10-2) + 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With [ReOCl3(PPh3)2] In ethanol for 18h; Reflux;	A 33% B 65%
With phenyltrifluorodiazoethane; oxygen; 5,15,10,20-tetraphenylporphyrin In dichloromethane; acetonitrile at 20℃; for 0.5h; Irradiation;

sodium p-chlorobenzenesulphinate (14752-66-0) + bis(4-chlorophenyl)iodonium bromide (26018-88-2) → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With 1-butyl-3-methylimidazolium Tetrafluoroborate at 40℃;	62%

sodium p-chlorobenzenesulphinate (14752-66-0) + bis(4-chlorophenyl)iodonium tetrafluoroborate → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 50℃; for 4h;	55%

chlorobenzene (108-90-7) → 4,4'-dichlorodiphenyl sulphone (80-07-9) + 1-chloro-2-(4-chlorophenylsulfonyl)benzene (38980-51-7)

Conditions	Yield
With cadmium(II) sulfate crystallohydrate; phosphorus pentoxide at 20℃; for 5h; Milling; Sealed tube; Green chemistry;	A 53% B 14%
With sulfur trioxide; dimethyl sulfate at 50℃; for 1.33333h; exclusion of air humidity;

bromochlorobenzene (106-39-8) → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With potassium pyrosulfite; palladium diacetate; N-ethyl-N,N-diisopropylamine; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 20h; Inert atmosphere;	19%

4-chloro-benzenesulfonic acid (98-66-8) + chlorobenzene (108-90-7) → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With sulfur trioxide; trifluoroacetic acid at 40 - 100℃; for 8.5h; Product distribution / selectivity; Inert atmosphere;	11%
With acetic anhydride at 100 - 120℃; for 3h; Product distribution / selectivity;	2%
unter kontinuierlicher Entfernung des gebildeten Wassers;

methyl p-chlorobenzenesulphonate (15481-45-5) → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With sulfur trioxide anschliessendes Erwaermen mit Chlorbenzol;

chlorobenzene (108-90-7) → 4,4'-dichlorodiphenyl sulphone (80-07-9) + 4-chlorobenzenesulfonyl chloride (98-60-2)

Conditions	Yield
With chlorosulfonic acid
With chlorosulfonic acid at 25℃;
With chlorosulfonic acid; sulfuric acid Edukt 4:SO3;

bis(4-chlorophenyl)sulfide (5181-10-2) → bis(4-chlorophenyl)sulfoxide (3085-42-5) + 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With 1-oxo-10-tert-butyl-3,3,7,7-tetrakis(trifluoromethyl)-4,6-benzo-1-ioda-2,8-dioxabicyclo<3.3.0>octane at 130℃; for 24h; other substrates;

chlorobenzene (108-90-7) → 4,4'-dichlorodiphenyl sulphone (80-07-9) + bis(2-chlorophenyl) sulfone (5097-15-4) + 1-chloro-2-(4-chlorophenylsulfonyl)benzene (38980-51-7)

Conditions	Yield
With antimony pentafluoride; fluorosulphonic acid at 50℃; for 1h; Yield given. Yields of byproduct given;

chlorobenzene (108-90-7) → 4,4'-dichlorodiphenyl sulphone (80-07-9) + p-chlorobenzenesulfonic anhydride (14248-65-8)

Conditions	Yield
With sulfur trioxide	A 6 % Chromat. B n/a

aluminium trichloride (7446-70-0) + 4-chlorobenzenesulfonyl chloride (98-60-2) + chlorobenzene (108-90-7) → 4,4'-dichlorodiphenyl sulphone (80-07-9)

chlorosulfonic acid (7790-94-5) + chlorobenzene (108-90-7) → 4,4'-dichlorodiphenyl sulphone (80-07-9) + 4-chloro-benzenesulfonic acid (98-66-8) + 4-chlorobenzenesulfonyl chloride (98-60-2)

Conditions	Yield
at -5℃; auch bei Zusatz von wasserfreier Schwefelsaeure;

<4-chloro-phenyl>-<4-amino-phenyl>-sulfone acetate → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With sulfuric acid; acetic acid; sodium nitrite Behandeln der erhaltenen Diazoniumsalz-Loesung mit einer Loesung von CuCl in konz. wss. HCl;

chlorobenzene (108-90-7) + p-chloro-benzenesulfonic acid chloride → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With aluminium trichloride

disulfuric acid (7783-05-3) + chlorobenzene (108-90-7) → 4,4'-dichlorodiphenyl sulphone (80-07-9) + 4-chloro-benzenesulfonic acid (98-66-8)

Conditions	Yield
With sulfuric acid

4-chlorobenzenesulfonyl chloride (98-60-2) + chlorobenzene (108-90-7) → 4,4'-dichlorodiphenyl sulphone (80-07-9) + 1-chloro-2-(4-chlorophenylsulfonyl)benzene (38980-51-7)

Conditions	Yield
iron(III) chloride at 144℃; for 0.333333h; Product distribution / selectivity; Irradiation;

5-p-(p-chlorophenylsulphonyl)phenyl-3-mercapto-1,2,4-triazole (141212-57-9) → 4-Chlorophenyl phenyl sulfone (80-00-2) + phenyl p-chlorophenyl sulfide (13343-26-5) + 4,4'-dichlorodiphenyl sulphone (80-07-9) + 1-(4-chlorophenylsulfonyl)-4-cyanobenzene (80988-11-0)

Conditions	Yield
at 475℃; under 2 Torr; Pyrolysis; Inert atmosphere;	A 12.1 %Chromat. B 6 %Chromat. C 3.9 %Chromat. D 60.6 %Chromat.

5-p-(p-chlorophenylsulphonyl)phenyl-3-mercapto-1,2,4-triazole (141212-57-9) → 4-Chlorophenyl phenyl sulfone (80-00-2) + 4,4'-dichlorodiphenyl sulphone (80-07-9) + 4-((4- chlorophenyl) thio) benzo nitrile (96461-81-3) + 1-(4-chlorophenylsulfonyl)-4-cyanobenzene (80988-11-0)

Conditions	Yield
at 750℃; under 2 Torr; Pyrolysis; Inert atmosphere;	A 16 %Chromat. B 4 %Chromat. C 5 %Chromat. D 40.2 %Chromat.

5-p-(p-chlorophenylsulphonyl)phenyl-3-mercapto-1,2,4-triazole (141212-57-9) → 4-Chlorophenyl phenyl sulfone (80-00-2) + 4,4'-dichlorodiphenyl sulphone (80-07-9) + 1-(4-chlorophenylsulfonyl)-4-cyanobenzene (80988-11-0)

Conditions	Yield
at 550℃; under 2 Torr; Pyrolysis; Inert atmosphere;	A 10.4 %Chromat. B 3.8 %Chromat. C 56 %Chromat.

4,4'-sulfonediphenol (80-09-1) → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydroxide / water / 2 h / Reflux 1.2: 50 °C / pH 10.85 2.1: sulfuric acid / water / pH 5 View Scheme

Monosodium salt of 4,4'-dihydroxydiphenylsulfone → 4,4'-dichlorodiphenyl sulphone (80-07-9)

Conditions	Yield
With sulfuric acid In water pH=5;

chlorine-terminated poly(ethylene oxide) + 4,4'-Dihydroxybiphenyl (92-88-6) + 4,4'-dichlorodiphenyl sulphone (80-07-9) → polysulfone-block-poly(ethylene oxide), Mn = 56000 (GPC), Mw = 67000 (GPC), polydispersity = 1.9 (GPC); monomer(s): chlorine-terminated poly(ethylene oxide); 4,4'-dichlorodiphenyl sulfone; 4,4'-dihydroxybiphenyl

Conditions	Yield
With potassium carbonate In N,N-dimethyl acetamide; toluene at 160℃; for 20h;	100%

4,4'-dichlorodiphenyl sulphone (80-07-9) → bis(4-chloro-3-nitrophenyl)sulfone (1759-05-3)

Conditions	Yield
With sulfuric acid; nitric acid In 1,2-dichloro-ethane	99%
With sodium nitrate; sulfuric acid at 80℃;	95%
With sulfuric acid; nitric acid In water at 20℃; for 6h;	92%

4,4'-dichlorodiphenyl sulphone (80-07-9) + 2-hydroxyethanethiol (60-24-2) → 2,2’-((sulfonylbis(4,1-phenylene))bis(sulfanediyl))bis(ethan-1-ol) (53680-66-3)

Conditions	Yield
With potassium carbonate In ISOPROPYLAMIDE at 150℃; for 5h;	98%
With sodium hydride In 1-methyl-pyrrolidin-2-one at 10 - 50℃; for 2h;	90%

4,4'-dichlorodiphenyl sulphone (80-07-9) + trimethyltin(IV)chloride (1066-45-1) → 4,4'-sulfonylbis(4,1-phenylene)bis(trimethylstannane)

Conditions	Yield
Stage #1: 4,4'-dichlorodiphenyl sulphone With n-butyllithium In tetrahydrofuran at -78℃; for 2h; Stage #2: trimethyltin(IV)chloride In tetrahydrofuran at -78 - 20℃;	97%

4,4'-dichlorodiphenyl sulphone (80-07-9) + phenylboronic acid (98-80-6) → 4,4''-sulfonyldi-1,1'-biphenyl (19942-80-4)

Conditions	Yield
With palladium diacetate; 1,3-bis-(diphenylphosphino)propane; cesium fluoride In various solvent(s) at 100℃; for 10h;	95%

4,4'-dichlorodiphenyl sulphone (80-07-9) + (p-hydroxyphenyl)boronic acid (71597-85-8) → 4,4'-bis(4-hydroxyphenyl)diphenyl sulfone (170275-06-6)

Conditions	Yield
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 90℃; for 20h;	95%

2,6-di-tert-butylphenol (128-39-2) + 4,4'-dichlorodiphenyl sulphone (80-07-9) → 4'-<(4-Chlorophenyl)sulfonyl>-3,5-di-tert-butyl-<1,1'-biphenyl>-4-ol (139225-66-4)

Conditions	Yield
With 2,3-diethynylquinoxaline; potassium tert-butylate; ammonia at -40℃; electrolysis, current density 1.5 A*dm-2;	90%
With 2,3-diethynylquinoxaline; potassium tert-butylate In ammonia at -38℃; electrosynthesis: cathode - platinum grid, 10 cm2, 1024 mesh/cm2; anode - magnesium rod, h = 8 cm, Φ = 1 cm; constant current density 0,5 A dm2, KBr as supporting electrolyte;	90%

4,4'-dichlorodiphenyl sulphone (80-07-9) + sodium thiophenolate (930-69-8) → C24H18O2S3 (93103-32-3)

Conditions	Yield
1-(2'-ethylhexyl)-4-dimethylaminopyridinium chloride In 1,2-dichloro-benzene at 150℃; for 2h;	90%

4,4'-dichlorodiphenyl sulphone (80-07-9) → 4,4'-dihydrazinodiphenyl sulfone (14052-65-4)

Conditions	Yield
With hydrazine hydrate; triethylamine for 20h; Heating;	90%
With hydrazine hydrate; triethylamine for 24h; Reflux;	90%

4,4'-dichlorodiphenyl sulphone (80-07-9) + 2-Mercaptobenzothiazole (149-30-4) → 4,4'-di(2-benzothiazolylthio)diphenyl sulfone (1334840-69-5)

Conditions	Yield
With sodium hydride In 1-methyl-pyrrolidin-2-one at 10 - 150℃; for 13h;	90%

3,5-dimethoxyphenol (500-99-2) + 4,4'-dichlorodiphenyl sulphone (80-07-9) → 4,4'-bis(3,5-dimethoxyphenoxy)diphenyl sulfone

Conditions	Yield
Stage #1: 3,5-dimethoxyphenol; 4,4'-dichlorodiphenyl sulphone With potassium carbonate In N,N-dimethyl acetamide; toluene at 140℃; for 4h; Dean-Stark; Inert atmosphere; Stage #2: In N,N-dimethyl-formamide at 150℃; for 1h; Dean-Stark; Inert atmosphere;	90%
With N,N-dimethyl acetamide; potassium carbonate In toluene at 150℃; for 15h; Temperature; Inert atmosphere; Reflux;

4,4'-dichlorodiphenyl sulphone (80-07-9) + ortho-cresol (95-48-7) → 4,4'-bis(2-methylphenyloxy)diphenylsulfone (53895-55-9)

Conditions	Yield
	92%

4,4'-dichlorodiphenyl sulphone (80-07-9) → dapsone (80-08-0)

Conditions	Yield
With ammonium chloride In ethanol for 5h; Reflux;	91.9%
With ammonia; water; copper; copper(I) bromide at 200℃;
With ammonia; copper(II) sulfate; ethylene glycol at 245℃;

4,4'-dichlorodiphenyl sulphone (80-07-9) + 4-tert-butylphenylboronic acid (123324-71-0) → bis(4'-t-butylbiphenyl-4-yl)sulfone

Conditions	Yield
With sodium phosphate In water; isopropyl alcohol at 85℃; for 2h; Suzuki-Miyaura Coupling;	90%

4,4'-dichlorodiphenyl sulphone (80-07-9) + sodium phenoxide (139-02-6) → 4,4'-sulfonylbis(phenoxybenzene) (1623-91-2)

Conditions	Yield
N-2-ethylhexyl chloride of 4(4-methylpiperidinyl)pyridine In 1,2-dichloro-benzene at 180℃; for 2h;	87%

(9,9’-(5-(4,4,5,5-tetramethyl-1,2,3-dioxaborolan-2-yl)-1,3-phenylene)bis(9H-carbazole)) (1082549-89-0) + 4,4'-dichlorodiphenyl sulphone (80-07-9) → 9,9' ,9'' ,9''' -(sulfonylbis([1,1' -biphenyl]-4',3,5-triyl))tetrakis(9H-carbazole)

Conditions	Yield
Stage #1: (9,9’-(5-(4,4,5,5-tetramethyl-1,2,3-dioxaborolan-2-yl)-1,3-phenylene)bis(9H-carbazole)); 4,4'-dichlorodiphenyl sulphone With Aliquat 336; potassium carbonate In water; toluene for 0.25h; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium(0) In water; toluene at 130℃; for 12h; Inert atmosphere;	86%

4,4'-dichlorodiphenyl sulphone (80-07-9) + 2,5-Dimercapto-1,3,4-thiadiazole (1072-71-5) → C16H10N4O2S7

Conditions	Yield
With potassium carbonate at 180℃; for 18h; Temperature; Reagent/catalyst; Inert atmosphere;	85.1%

4,4'-dichlorodiphenyl sulphone (80-07-9) + N1,N1,N3,N3-tetraphenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-diamine → 4' ,4"' -sulfonylbis(N3,N3,N5,N5-tetraphenyl-[1,1' -biphenyl]-3,5-diamine)

Conditions	Yield
Stage #1: 4,4'-dichlorodiphenyl sulphone; N1,N1,N3,N3-tetraphenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-diamine With Aliquat 336; potassium carbonate In water; toluene for 0.25h; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium(0) In water; toluene at 130℃; for 12h; Inert atmosphere;	85%
Stage #1: 4,4'-dichlorodiphenyl sulphone; N1,N1,N3,N3-tetraphenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-diamine With Aliquat 336; potassium carbonate In water; toluene for 0.25h; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium(0) In water; toluene at 130℃; for 12h; Inert atmosphere;	85%

4,4'-dichlorodiphenyl sulphone (80-07-9) → disodium 4,4'-dichlorodiphenylsulfone-3,3'-disulfonate

Conditions	Yield
With sulfuric acid; sulfur trioxide at 75 - 160℃; for 4.5h; Large scale;	83%
Stage #1: 4,4'-dichlorodiphenyl sulphone With fuming sulphuric acid at 110℃; for 6h; Stage #2: With sodium chloride In water
Stage #1: 4,4'-dichlorodiphenyl sulphone With sulfuric acid; sulfur trioxide Stage #2: With sodium chloride

4,4'-dichlorodiphenyl sulphone (80-07-9) + 1-phenyl-2-bromoethane (103-63-9) → 4,4'-sulfonylbis(1-phenylethyl)benzene

Conditions	Yield
With 2.9-dimethyl-1,10-phenanthroline; nickel(II) perchlorate hexahydrate; tetrabutylammomium bromide In N,N-dimethyl acetamide at 20℃; for 10h; Glovebox; Sealed tube; Electrochemical reaction; Inert atmosphere; regioselective reaction;	83%

1,2,2,6,6-pentamethyl-piperidin-4-ol (2403-89-6) + 4,4'-dichlorodiphenyl sulphone (80-07-9) → 4,4’-((sulfonylbis(4,1-phenylene))bis(oxy))bis(1,2,2,6,6-pentamethylpiperidine)

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran for 72h; Reflux; Inert atmosphere;	81.8%

4,4'-dichlorodiphenyl sulphone (80-07-9) + (S)-[1,1']-binaphthalenyl-2,2'-diol (18531-99-2) → C44H28Cl2O6S2

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 9h;	80%

Upstream product

• 5181-10-2 bis(4-chlorophenyl)sulfide 
• 15481-45-5 methyl p-chlorobenzenesulphonate 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 108-90-7 chlorobenzene 
• 98-66-8 4-chloro-benzenesulfonic acid 
• 3085-42-5 bis(4-chlorophenyl)sulfoxide 
• 7446-70-0 aluminium trichloride 
• 7790-94-5 chlorosulfonic acid 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 26018-88-2 bis(4-chlorophenyl)iodonium bromide 
• 141212-57-9 5-p-(p-chlorophenylsulphonyl)phenyl-3-mercapto-1,2,4-triazole 
• 106-46-7 para-dichlorobenzene 
• 10506-59-9 dimethyl disulfate 
• 50689-17-3 3-chlorofuran 

Downstream Products

• 41890-38-4 1-chloro-4-((4-chlorophenyl)sulfonyl)-2-nitrobenzene 
• 80-09-1 4,4'-sulfonediphenol 
• 1759-05-3 bis(4-chloro-3-nitrophenyl)sulfone 
• 57570-28-2 6,6'-dichloro-3,3'-sulfonyl-bis-benzenesulfonic acid 
• 98-11-3 benzenesulfonic acid 
• 80-08-0 dapsone 
• 7146-68-1 4-(4-chloro-benzenesulfonyl)-aniline 
• 33871-62-4 Bis<(N,N-dimethylamino)phenyl> sulfone 
• 7324-96-1 4,4'-di(methylamino)diphenyl sulfone 
• 135236-29-2 ethyl pyruvate 5-(p-chlorophenylsulfonyl)phenylhydrazone (anti-form) 
• 135260-65-0 ethyl pyruvate 5-(p-chlorophenylsulfonyl)phenylhydrazone (syn-form) 
• 86471-08-1 4-((4-chlorophenyl)sulfonyl)-N,N-dimethylaniline 
• 1623-91-2 4,4'-sulfonylbis(phenoxybenzene) 
• 93103-32-3 C₂₄H₁₈O₂S₃ 

Relevant articles and documents

Method for synthesizing 4, 4 '-dichlorodiphenyl sulfone by using sulfoxide oxidation method

The invention relates to a method for synthesizing 4, 4 '-diaminodiphenyl sulfone by a sulfoxide oxidation method. The method is characterized by comprising the following steps: putting 4, 4 '-dichlorodiphenyl sulfone, dichloropropane, water and a phase transfer catalyst into a reactor, heating to 50-95 DEG C after feeding is finished, slowly dropwise adding hydrogen peroxide, continuously reacting for 3-7 hours, cooling to 0-5 DEG C, filtering, washing a filter cake with water, and drying to obtain the finished product 4, 4'-dichlorodiphenyl sulfone. The method is short in reaction time, thorough in material reaction, high in product yield and low in production cost.

PROCESS FOR PRODUCING 4,4'-DICHLORODIPHENYL SULFONE

The invention relates to a process for producing 4,4'-dichlorodiphenyl sulfone comprising reacting a solution comprising 4,4'-dichlorodiphenyl sulfoxide and at least one linear C6-C10 carboxylic acid as solvent with an oxidizing agent to obtain a crude reaction product comprising 4,4'- dichlorodiphenyl sulfone, wherein the concentration of water in the reaction mixture is kept below 5 wt%, the process comprising: (a) adding 0.9 to 1.05 mol oxidizing agent per mol 4,4'-dichlorodiphenyl sulfoxide uniformly distributed to the solution at a temperature in the range from 80 to 105 °C over a period from 1.5 to 5 h in a first step to obtain the reaction mixture; (b) agitating the reaction mixture after completion of the first step at the temperature of the first step for 5 to 30 min without adding oxidizing agent; (c) adding 0.05 to 0.2 mol oxidizing agent per mol 4,4'-dichlorodiphenyl sulfoxide to the reaction mixture at a temperature in the range from 80 to 105 °C over a period of less than 40 min in a second step; (d) agitating the reaction mixture after completion of the second step at the temperature of the second step for 10 to 30 min without adding oxidizing agent, (e) heating the reaction mixture to a temperature in the range from 95 to 110°C and hold this temperature for 10 to 90 min to obtain a crude reaction product comprising 4,4'- dichlorodiphenyl sulfone.

PROCESS FOR PRODUCING 4,4'-DICHLORODIPHENYL SULFONE

The invention relates to a process for producing 4,4'-dichlorodiphenyl sulfone, comprising: (I) reacting thionyl chloride, chlorobenzene and aluminum chloride forming an intermediate reaction product and hydrogen chloride; (II) mixing aqueous hydrochloric acid and the intermediate reaction product to obtain an organic phase comprising 4,4'-dichlorodiphenyl sulfoxide and an aqueous phase; (III) cooling the organic phase to a temperature below the saturation point of 4,4'- dichlorodiphenyl sulfoxide to obtain a suspension; (IV) solid-liquid-separation of the suspension to obtain crystallized 4,4'-dichlorodiphenyl sulfoxide, and mother liquor; (V) washing the crystallized 4,4'-dichlorodiphenyl sulfoxide with a carboxylic acid to obtain carboxylic acid-wet 4,4'-dichlorodiphenyl sulfoxide; (VI) reacting the washed 4,4'-dichlorodiphenyl sulfoxide and an oxidizing agent in a carboxylic acid as solvent to obtain a reaction mixture comprising 4,4'-dichlorodiphenyl sulfone and carboxylic acid; (VII) separating the reaction mixture comprising 4,4'-dichlorodiphenyl sulfone and carboxylic acid into a residual moisture comprising 4,4'-dichlorodiphenyl sulfone as crude product and a liquid phase comprising carboxylic acid.

(C)CRYSTAL COMPOSITION (CC) COMPRISING 4,4'-DICHLORODIPHENYLSULFONE CRYSTALS (C)

The invention relates to crystals (C) consisting of at least 98 % by weight of 4,4'- dichlorodiphenylsulfone, 0 to 2 % by weight of impurities and 0 to 2 % by weight of at least one solvent (c). Moreover, the present invention relates to a crystal composition (CC) comprising crystals (C) and a process for the production of the crystal composition (CC) and the crystals (C).

A PROCESS FOR OBTAINING 4,4'-DICHLORODIPHENYL SULFONE

The invention relates to a process for obtaining 4,4'-dichlorodiphenyl sulfone from an organic mixture comprising 4,4'-dichlorodiphenyl sulfone and a linear C6 to C10 carboxylic acid as organic solvent, comprising: (a) cooling the organic mixture by (a1a) mixing the organic mixture with water in a crystallization vessel to obtain a liquid mixture; (a1b) cooling the liquid mixture obtained in (a1a) to a temperature below the saturation point of 4,4'-dichlorodiphenyl sulfone by (i) reducing the pressure in the crystallization vessel to a pressure at which the water starts to evaporate, (ii) condensing the evaporated water by cooling, (iii) mixing the condensed water into the liquid mixture in the crystallization vessel, to obtain a suspension comprising crystallized 4,4'-dichlorodiphenyl sulfone; or by (a2) bringing the organic mixture into contact with at least one coolable surface and thereby reducing the temperature in the organic mixture with a cooling rate in the range from 5 to 50 K/h until a temperature in the range from 10 to 30°C is reached, wherein the organic mixture and the at least one coolable surface have a temperature difference which is kept during the whole cooling process in the range from 1 to 30 K to obtain a suspension comprising crystallized 4,4'-dichlorodiphenyl sulfone. (b) carrying out a solid-liquid-separation of the suspension obtained in (a1b) or in (a2) to obtain a residual moisture containing solid 4,4'-dichlorodiphenyl sulfone as product and mother liquor comprising the organic solvent and water.

Selective synthesis of sulfoxides and sulfonesviacontrollable oxidation of sulfides withN-fluorobenzenesulfonimide

A practical and mild method for the switchable synthesis of sulfoxides or sulfonesviaselective oxidation of sulfides using cheapN-fluorobenzenesulfonimide (NFSI) as the oxidant has been developed. These highly chemoselective transformations were simply achieved by varying the NFSI loading with H2O as the green solvent and oxygen source without any additives. The good functional group tolerance makes the strategy valuable.

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.

Preparation method for catalytic synthesis 4 and 4 ’ -dichlorophenylsulfone (by machine translation)

A catalyst, chlorobenzene and thionyl chloride 4 are 4 ’ - subjected to a Fourier reaction under the action of catalyst, chlorobenzene and thionyl chloride are subjected to a Fourier reaction under the action of a catalyst pH value is poured into reaction liquid to obtain '- dichlorodiphenyl sulfoxide, then the reaction solution is cooled down to devitrification and filtered to obtain' - dichlorodiphenyl sulfone 4,4 . 0 - 5 °C 4,4The product has the advantages of simple process, low cost, less impurities, high purity of the obtained product, less than 99.2percent, 2 and 4 ’ isomer content, more than 0.1percent, good economic benefit and suitability for industrial production 90percent. (by machine translation)

PROCESS FOR PRODUCING 4,4'-DICHLORODIPHENYL SULFOXIDE

The invention relates to a process for producing 4,4'-dichlorodiphenyl sulfoxide comprising: (a) reacting thionyl chloride, chlorobenzene and aluminum chloride in a molar ratio of thionyl chloride : chlorobenzene : aluminum chloride of 1 : (6 to 9) : (1 to 1.5) at a temperature in the range from 0 to below 20°C, forming an intermediate reaction product and hydrogen chloride, (b) mixing aqueous hydrochloric acid and the intermediate reaction product at a temperature in the range from 70 to 110°C to obtain a crude reaction product comprising 4,4'-dichlorodiphenyl sulfoxide, (c) separating the crude reaction product into an organic phase comprising the 4,4'-dichlorodiphenyl sulfoxide and an aqueous phase, (d) washing the organic phase with an extraction liquid.

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.