Conditions | Yield |
---|---|
With phosphorus trichloride In acetonitrile at 25℃; for 0.5h; Schlenk technique; | 94% |
With phosphorus trichloride In acetonitrile at 25℃; for 0.5h; Schlenk technique; | 94% |
With silica bromide In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With tetraethylammonium perchlorate In acetonitrile for 2h; Ambient temperature; working pot.: 2.2 V vs SCE; | 92% |
With N,N'-thiodimorpholine; boron trifluoride In dichloromethane at -78 - 25℃; | 46% |
With carbon disulfide; sulfur dichloride |
Conditions | Yield |
---|---|
With sulfur; sodium hydroxide In dimethyl sulfoxide at 130℃; for 3.33333h; | 90% |
With sulfur; potassium hydroxide In dimethyl sulfoxide at 130℃; for 1.66667h; Green chemistry; | 88% |
With potassium hydroxide In dimethyl sulfoxide at 120℃; for 3h; Green chemistry; | 74% |
With thiourea; potassium hydroxide In dimethyl sulfoxide at 130℃; for 6h; Reagent/catalyst; | 67% |
Conditions | Yield |
---|---|
With sulfur; potassium hydroxide In dimethyl sulfoxide at 130℃; for 2.16667h; Green chemistry; | 88% |
With sulfur; potassium hydroxide In dimethyl sulfoxide at 110℃; for 1.16667h; | 83% |
With sulfur; sodium hydroxide In dimethyl sulfoxide at 130℃; for 4.33333h; | 73% |
Conditions | Yield |
---|---|
Stage #1: 4-sulfanylphenol With [2,2]bipyridinyl; nickel(II) chloride hexahydrate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.0833333h; Stage #2: (p-hydroxyphenyl)boronic acid With potassium tert-butylate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 12h; chemoselective reaction; | 81% |
Conditions | Yield |
---|---|
With sulfur; potassium hydroxide In neat (no solvent) at 110℃; for 7.3h; Reagent/catalyst; Green chemistry; chemoselective reaction; | 68% |
With sulfur; potassium hydroxide In dimethyl sulfoxide at 100℃; for 12h; | 55% |
With thiourea; potassium hydroxide at 100℃; for 3.5h; Catalytic behavior; | 55% |
With thiourea; sodium hydroxide In dimethyl sulfoxide at 130℃; for 10.5h; | 43% |
Conditions | Yield |
---|---|
With tetraethylammonium perchlorate; trichloroacetic acid In dichloromethane for 2h; Ambient temperature; working pot.: 2.2 V vs SCE; | A 48% B 37% |
4-bromo-phenol
A
ortho-mercaptophenol
B
2,4-dibromophenol
C
2-hydroxybromobenzene
D
4,4'-Thiodiphenol
E
phenol
Conditions | Yield |
---|---|
With hydrogen sulfide; sulfur at 110℃; for 3h; Mechanism; Product distribution; var. temp. and time; other halogenophenols, also phenol; | A 5.1% B 8.5% C 9.6% D n/a E 32.6% |
Conditions | Yield |
---|---|
With sodium hydroxide; sodium disulfide at 90℃; |
Conditions | Yield |
---|---|
With sulfuric acid; acetic acid; isopentyl nitrite Diazotization.Eintragen der erhaltenen Diazoniumsalz-Loesung in wss. H2SO4 bei Siedetemperatur; |
tris-(4-hydroxy-phenyl)-sulfonium ; chloride
A
4,4'-Thiodiphenol
B
phenol
Conditions | Yield |
---|---|
at 260℃; |
Conditions | Yield |
---|---|
With hydrogenchloride; chloroform |
A
4,4'-Thiodiphenol
B
tris(4-hydroxyphenyl)sulphonium
C
C22H26O6S
D
(4-tert-Butoxycarbonyloxy-phenyl)-bis-(4-hydroxy-phenyl)-sulfonium
E
Bis-(4-tert-butoxycarbonyloxy-phenyl)-(4-hydroxy-phenyl)-sulfonium
Conditions | Yield |
---|---|
In water; acetonitrile Product distribution; Quantum yield; Mechanism; Ambient temperature; Irradiation; other solvent; |
A
4,4'-Thiodiphenol
B
tris(4-hydroxyphenyl)sulphonium
C
(4-tert-Butoxycarbonyloxy-phenyl)-bis-(4-hydroxy-phenyl)-sulfonium
D
Bis-(4-tert-butoxycarbonyloxy-phenyl)-(4-hydroxy-phenyl)-sulfonium
Conditions | Yield |
---|---|
In acetonitrile Product distribution; Quantum yield; Mechanism; Ambient temperature; Irradiation; without water, other solvents; |
A
4,4'-Thiodiphenol
B
tris(4-hydroxyphenyl)sulphonium
C
(4-tert-Butoxycarbonyloxy-phenyl)-bis-(4-hydroxy-phenyl)-sulfonium
D
Bis-(4-tert-butoxycarbonyloxy-phenyl)-(4-hydroxy-phenyl)-sulfonium
Conditions | Yield |
---|---|
In acetonitrile Product distribution; Quantum yield; Mechanism; Ambient temperature; Irradiation; without water, other solvents; |
4-chloro-phenol
A
4-sulfanylphenol
B
4,4'-Thiodiphenol
C
phenol
Conditions | Yield |
---|---|
With ethanethiol at 540℃; for 0.0138889h; Product distribution; other reagents (hydrogensulfid), yield calculated on reacted comp.; | A 31.2 % Chromat. B 7.0 % Chromat. C 50.0 % Chromat. |
With hydrogen sulfide at 540℃; for 0.00833333h; Mechanism; | A 27.5 % Turnov. B 9.2 % Turnov. C 52.0 % Turnov. |
Conditions | Yield |
---|---|
unter Kuehlung; |
thionyl chloride
chloroform
phenol
A
4,4'-Thiodiphenol
B
4-chloro-phenol
4,4'-Thiodiphenol
Conditions | Yield |
---|---|
Diazotization.man zersetzt das Diazoniumsulfat mit Wasser; |
4,4'-Thiodiphenol
Conditions | Yield |
---|---|
at 260℃; |
chloroform
bis(4-hydroxyphenyl) sulfoxide
hydrogen bromide
phenol
A
4-bromo-phenol
B
4,4'-Thiodiphenol
hydrogenchloride
chloroform
bis(4-hydroxyphenyl) sulfoxide
phenol
A
4,4'-Thiodiphenol
B
4-chloro-phenol
Conditions | Yield |
---|---|
at 160℃; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: lead (II)-oxide; sulfur / 135 - 145 °C 2: glacial acetic acid; concentrated sulfuric acid; isopentyl nitrite / Diazotization.Eintragen der erhaltenen Diazoniumsalz-Loesung in wss. H2SO4 bei Siedetemperatur View Scheme |
Conditions | Yield |
---|---|
With sulfur; copper(l) iodide; lithium hydroxide monohydrate In N,N-dimethyl-formamide at 100℃; for 168h; Inert atmosphere; | A 11 %Spectr. B 89 %Spectr. |
Conditions | Yield |
---|---|
With aluminum (III) chloride; thionyl chloride In diethyl ether at 25℃; | A 91 %Chromat. B 9 %Chromat. |
Conditions | Yield |
---|---|
at 500℃; for 1h; Inert atmosphere; Sealed tube; |
Conditions | Yield |
---|---|
With dihydrogen peroxide In acetonitrile at 25℃; for 4h; Catalytic behavior; Green chemistry; chemoselective reaction; | 100% |
With dihydrogen peroxide In neat (no solvent) at 20℃; for 0.166667h; Green chemistry; chemoselective reaction; | 97% |
With 3-chloro-benzenecarboperoxoic acid In methanol; dichloromethane for 1h; | 95% |
Conditions | Yield |
---|---|
Stage #1: 4,4'-Thiodiphenol With pyridine In dichloromethane at 0℃; for 0.166667h; Inert atmosphere; Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at 0℃; Inert atmosphere; | 99.2% |
4,4'-Thiodiphenol
tert-butyldimethylsilyl chloride
Conditions | Yield |
---|---|
With 1H-imidazole; dmap In dichloromethane; N,N-dimethyl-formamide for 3h; | 99% |
With 1H-imidazole In dichloromethane at 20℃; | 90% |
4,4'-Thiodiphenol
Conditions | Yield |
---|---|
With fluorosulfonyl fluoride; triethylamine In dichloromethane at 20℃; for 12h; | 98% |
Conditions | Yield |
---|---|
at 120 - 125℃; for 2.8h; phosphorylation; | 97% |
4,4'-Thiodiphenol
2,2'-dihydroxydiphenyl sulfoxide
Conditions | Yield |
---|---|
With dihydrogen peroxide In water; acetic acid | 97% |
Conditions | Yield |
---|---|
With dihydrogen peroxide In water at 20℃; for 0.833333h; chemoselective reaction; | 94% |
With dihydrogen peroxide In methanol at 40℃; for 0.666667h; chemoselective reaction; | 90% |
With palladium; dihydrogen peroxide In methanol at 100℃; for 12h; Green chemistry; chemoselective reaction; | 87% |
4,4'-Thiodiphenol
Conditions | Yield |
---|---|
With sodium hydroxide In cyclohexanone at 100℃; for 4h; | 94% |
Conditions | Yield |
---|---|
In 1,4-dioxane at 95℃; for 6h; | 93.2% |
Conditions | Yield |
---|---|
Stage #1: 4,4'-Thiodiphenol With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: benzyl bromide In tetrahydrofuran at 20℃; | 93% |
meta-dinitrobenzene
4,4'-Thiodiphenol
4,4'-bis(3-nitrophenoxy)diphenyl sulfide
Conditions | Yield |
---|---|
With potassium carbonate In methanol; N,N-dimethyl-formamide | 92.3% |
4,4'-Thiodiphenol
pyridine-3-carbonyl chloride hydrochloride
bis(nicotinoyl)-4,4'-thiodiphenolate
Conditions | Yield |
---|---|
With pyridine In chloroform at 20℃; for 3h; | 92% |
4-(chlorocarbonyl)pyridine
4,4'-Thiodiphenol
bis[(4-isonicotinoyloxy)phenyl]sulfide
Conditions | Yield |
---|---|
With pyridine In chloroform at 0 - 20℃; | 92% |
Conditions | Yield |
---|---|
Stage #1: 4,4'-Thiodiphenol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.25h; Inert atmosphere; Stage #2: benzyl chloride In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With potassium hydroxide In acetone for 16h; Heating; | 90% |
4,4'-Thiodiphenol
2-bromoethanol
2,2'-((thiobis(4,1-phenylene))bis(oxy))bis(ethan-1-ol)
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 24h; | 87% |
4,4'-Thiodiphenol
3-quinuclidinol
4-{[4-(1-azabicyclo[2.2.2]oct-3-yloxy)phenyl]thio}phenol
Conditions | Yield |
---|---|
86% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20 - 70℃; Inert atmosphere; | 86% |
Conditions | Yield |
---|---|
Stage #1: 4,4'-Thiodiphenol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: cyanomethyl bromide In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere; | 83% |
Conditions | Yield |
---|---|
With sodium hydroxide; tetramethylammonium bromide In toluene at 49.9 - 59.9℃; for 20h; | 80% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 5h; | 80% |
With potassium carbonate In N,N-dimethyl-formamide at 20 - 85℃; for 5h; | 80% |
4,4'-Thiodiphenol
tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate
A
1,3-di(tert-butoxycarbonyl)-2-[4-(4-hydroxyphenylsulfanyl)phenyl]isourea
B
4,4'-bis[N,N'-di(tert-butoxycarbonyl)isoureido]diphenyl thioether
Conditions | Yield |
---|---|
With triethylamine; mercury dichloride In dichloromethane at 0 - 20℃; for 17h; | A 78% B 5% |
With triethylamine; mercury dichloride In dichloromethane at 0 - 20℃; for 22h; | A 20% B 61% |
Conditions | Yield |
---|---|
With potassium carbonate In ethanol at 90℃; for 24h; | 78% |
4,4'-Thiodiphenol
2-(trimethylsilyl)phenyl trifluoromethanesulfonate
Conditions | Yield |
---|---|
With cesium fluoride In acetonitrile at 25℃; Inert atmosphere; | 77% |
With cesium fluoride In acetonitrile at 25℃; for 36h; Inert atmosphere; | 35% |
Conditions | Yield |
---|---|
Stage #1: 4,4'-Thiodiphenol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 1-bromoacetone In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere; | 75% |
IUPAC Name: 4-(4-Hydroxyphenyl)sulfanylphenol
Canonical SMILES: C1=CC(=CC=C1O)SC2=CC=C(C=C2)O
InChI: InChI=1S/C12H10O2S/c13-9-1-5-11(6-2-9)15-12-7-3-10(14)4-8-12/h1-8,13-14H
InChIKey: VWGKEVWFBOUAND-UHFFFAOYSA-N
Molecular Weight: 218.2716 [g/mol]
Molecular Formula: C12H10O2S
XLogP3: 3.3
H-Bond Donor: 2
H-Bond Acceptor: 2
EINECS: 220-197-9
Product Categories: Biochemistry; Color Former & Related Compounds; Developer; Diphenyl Sulfides (for High-Performance Polymer Research); Functional Materials; Reagent for High-Performance Polymer Research; Reagents for Oligosaccharide Synthesis
Sensitive: Air Sensitive
Index of Refraction: 1.717
Molar Refractivity: 62.53 cm3
Molar Volume: 158.7 cm3
Surface Tension: 70.6 dyne/cm
Density: 1.37 g/cm3
Flash Point: 219.7 °C
Enthalpy of Vaporization: 73.94 kJ/mol
Boiling Point: 452.7 °C at 760 mmHg
Vapour Pressure: 8.17E-09 mmHg at 25 °C
Melting Point: 154-156 °C(lit.)
Classification Code of Bis(4-oxyphenyl)sulfide (CAS NO.2664-63-3): Skin / Eye Irritant
1. | skn-rbt 500 mg MLD | BIOFX* BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets .(Northbrook, IL.: )1971,A408. | ||
2. | eye-rbt 100 mg SEV | BIOFX* BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets .(Northbrook, IL.: )1971,A408. | ||
3. | orl-rat LD50:3362 mg/kg | BIOFX* BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets .(Northbrook, IL.: )1971,A408. | ||
4. | orl-mus LD50:5500 mg/kg | TPKVAL Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Sciences. 13 (1973),154. |
Reported in EPA TSCA Inventory.
Moderately toxic by ingestion. Corrosive. A skin and severe eye irritant. When heated to decomposition Bis(4-oxyphenyl)sulfide emits toxic fumes of SOx.
Hazard Codes: C
Risk Statements: 34
R34:Causes burns.
Safety Statements: 26-27-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S27:Take off immediately all contaminated clothing.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3261 8/PG 2
WGK Germany: 2
RTECS: SN0800000
HazardClass: 8
PackingGroup: II
Bis(4-oxyphenyl)sulfide (CAS NO.2664-63-3), its Synonyms are 4,4'-Dihydroxydiphenyl sulfide ; 4,4'-Dihydroxydiphenylsulfide ; 4,4'-Dioxydiphenyl sulfide ; 4,4'-Dioxydiphenylsulfide ; 4,4'-Thiobisphenol ; Bis(4-hydroxyphenyl) sulfide ; Bis(p-hydroxhphenyl) sulfide ; DFS ; Sulfide, bis(4-hydroxyphenyl) ; Thiobisphenol ; p,p'-Dihydroxydiphenyl sulfide .
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View