Conditions | Yield |
---|---|
Stage #1: 4,4'-dibromodiphenyl ether With N,N′-bis(2,4,6-trimethylphenyl)oxalamide; acetophenone; sodium hydroxide In dimethyl sulfoxide at 130℃; for 7h; Stage #2: With carbon dioxide; pyrographite at 80℃; for 3h; pH=9; Reagent/catalyst; pH-value; | 87% |
With sodium hydroxide; copper at 210℃; | |
With water; sodium hydroxide Large scale; |
Conditions | Yield |
---|---|
Stage #1: 4,4'-oxydiphenylene diamine With sulfuric acid; sodium nitrite at 0℃; Stage #2: With sulfuric acid In nitrobenzene at 130℃; for 0.666667h; Temperature; Solvent; | 81.2% |
With uranyl nitrate hydrate; water; trifluoroacetic acid In acetonitrile for 48h; Irradiation; Inert atmosphere; | 44% |
Diazotization; | |
Diazotization; |
Conditions | Yield |
---|---|
With Amberlyst-15; air In toluene at 100℃; for 24h; Reagent/catalyst; Solvent; Temperature; Time; | A 7% B 71% |
Multi-step reaction with 2 steps 1: Amberlyst-15 / acetonitrile / 24 h / 50 °C 2: Amberlyst-15 / toluene / 17 h / 100 °C View Scheme |
Conditions | Yield |
---|---|
With Amberlyst-15 In toluene at 100℃; for 17h; | A n/a B 52% |
Conditions | Yield |
---|---|
With Amberlyst-15 In toluene at 100℃; for 144h; | 48% |
With Dowex (50x8x400) at 120℃; for 0.416667h; Microwave irradiation; | 41% |
With 3-methylbutyric acid; zinc(II) chloride |
(4,4'-diacetoxydiphenyl) ether
4,4'-dihydroxydiphenyl ether
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; water for 2h; | 25% |
Conditions | Yield |
---|---|
With sodium hydroxide; copper at 210℃; |
Conditions | Yield |
---|---|
With hydrogen bromide; acetic anhydride | |
With hydrogen bromide; acetic acid at 140℃; | |
With aluminium trichloride; xylene | |
With hydrogen bromide at 160℃; for 16h; |
2-monochlorophenol
A
p-cresol
B
4,4'-dihydroxydiphenyl ether
C
ortho-cresol
D
phenol
Conditions | Yield |
---|---|
With potassium hydroxide In water at 440℃; under 195016 Torr; Product distribution; Further Variations:; Reagents; |
4-(4-hydroxyphenoxy)benzaldehyde
4,4'-dihydroxydiphenyl ether
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid Baeyer-Villiger oxidation; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: K2CO3 / N,N-dimethyl-acetamide / Heating 2: mCPBA View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: K2CO3 / N,N-dimethyl-acetamide / Heating 2: mCPBA View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: copper; hydrogen / 200 °C 2: AlCl3; xylene View Scheme | |
Multi-step reaction with 2 steps 1: copper; copper (II)-acetate / 190 - 200 °C 2: aqueous HBr; acetic acid / 140 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: copper; hydrogen / 200 °C 2: AlCl3; xylene View Scheme | |
Multi-step reaction with 2 steps 1: copper; copper (II)-acetate / 190 - 200 °C 2: aqueous HBr; acetic acid / 140 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: copper 2: aqueous HBr; acetic acid anhydride View Scheme |
bis(4-iodophenyl) ether
4,4'-dihydroxydiphenyl ether
Conditions | Yield |
---|---|
With sodium hydroxide; copper; copper(I) chloride In water | 33.5 g (83%) |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Amberlyst-15; air / toluene / 24 h / 100 °C 2: Amberlyst-15 / toluene / 144 h / 100 °C View Scheme | |
Multi-step reaction with 3 steps 1: sodium hypochlorite solution; sulfuric acid / water / 3 h / 20 °C 2: Amberlyst 15 / toluene / 1.5 h / 100 °C 3: Amberlyst-15 / toluene / 144 h / 100 °C View Scheme | |
Multi-step reaction with 3 steps 1: sodium hypochlorite solution; sulfuric acid / water / 3 h / 20 °C 2: Amberlyst-15 / 1,4-dioxane / 0.08 h / 100 °C 3: Amberlyst-15 / toluene / 144 h / 100 °C View Scheme | |
Multi-step reaction with 3 steps 1: Amberlyst-15 / acetonitrile / 24 h / 50 °C 2: Amberlyst-15 / toluene / 17 h / 100 °C 3: Amberlyst-15 / toluene / 144 h / 100 °C View Scheme |
3(R),5(R)-trihydroxycyclohexanone
4,4'-dihydroxydiphenyl ether
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Amberlyst 15 / toluene / 1.5 h / 100 °C 2: Amberlyst-15 / toluene / 144 h / 100 °C View Scheme | |
Multi-step reaction with 2 steps 1: Amberlyst-15 / 1,4-dioxane / 0.08 h / 100 °C 2: Amberlyst-15 / toluene / 144 h / 100 °C View Scheme |
4-chloro-phenol
A
4,4'-dihydroxydiphenyl ether
B
hydroxyquinone
C
hydroquinone
D
p-benzoquinone
Conditions | Yield |
---|---|
With xH2O*Mg0.1Zn6(Si7.9Al0.1)O20(OH)4 at 25℃; Quantum yield; Kinetics; Reagent/catalyst; Irradiation; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 20 °C 2: sodium hydroxide / methanol; water / 2 h View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: aluminum (III) chloride / dichloromethane / 24 h / 0 °C 2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 20 °C 3: sodium hydroxide / methanol; water / 2 h View Scheme |
Conditions | Yield |
---|---|
With hydrogen In dodecane at 200℃; under 15001.5 Torr; for 2h; | 99.9% |
With rhodium contaminated with carbon; N-methyldiethanolamine trifluoromethanesulfonate; hydrogen at 120℃; under 30003 Torr; for 6h; Autoclave; | 91.5% |
With carbon nanotubes-supported ruthenium; hydrogen In dodecane; water at 220℃; under 37503.8 Torr; for 3h; Autoclave; | 64 %Chromat. |
With hydrogen at 130℃; under 15001.5 Torr; for 6h; Ionic liquid; Autoclave; Schlenk technique; | 99.4 %Chromat. |
4,4'-dihydroxydiphenyl ether
Conditions | Yield |
---|---|
97% |
4,4'-dihydroxydiphenyl ether
tert-butyldimethylsilyl chloride
Conditions | Yield |
---|---|
With 1H-imidazole In dichloromethane at 20℃; | 96% |
With 1H-imidazole; dmap In dichloromethane; N,N-dimethyl-formamide for 3h; | 93% |
4,4'-dihydroxydiphenyl ether
(4,4'-diacetoxydiphenyl) ether
Conditions | Yield |
---|---|
With acetic anhydride; sulfuric acid at 20℃; for 2h; | 95.4% |
4,4'-dihydroxydiphenyl ether
Conditions | Yield |
---|---|
With sodium hydroxide In butanone at 100℃; for 3h; | 95% |
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 20℃; for 48h; Inert atmosphere; | 93% |
Stage #1: 4,4'-dihydroxydiphenyl ether With pyridine In dichloromethane at 0℃; for 0.166667h; Inert atmosphere; Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at 0℃; Inert atmosphere; | 82% |
4,4'-dihydroxydiphenyl ether
1-(4-fluorophenyl)ethanone
bis[p-(p-acetylphenoxy)phenyl]ether
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl acetamide Heating; | 89% |
Conditions | Yield |
---|---|
With 2-Picolinic acid; potassium phosphate; copper(l) iodide In dimethyl sulfoxide at 140℃; for 72h; Inert atmosphere; | 89% |
formaldehyd
4,4'-dihydroxydiphenyl ether
dimethyl amine
2,5,2',5'-tetra(dimethylaminemethylene)-4,4'-dihydroxydiphenylether
Conditions | Yield |
---|---|
In ethanol; water for 3h; Mannich reaction; Heating; | 88% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20 - 70℃; for 0.108333h; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
With potassium hydroxide In acetone for 16h; Heating; | 86% |
4,4'-dihydroxydiphenyl ether
pentafluorobenzoylchloride
4,4'-bis(2,3,4,5,6-pentafluorobenzoyloxy)diphenyl ether
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 10 - 20℃; | 86% |
Conditions | Yield |
---|---|
Stage #1: 4,4'-dihydroxydiphenyl ether; 2-(4-chlorobenzoyl)benzoic acid With potassium carbonate In N,N-dimethyl acetamide; toluene Heating; Stage #2: With potassium carbonate In N,N-dimethyl acetamide at 170℃; for 12h; | 85% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; | 83.6% |
Conditions | Yield |
---|---|
With potassium carbonate In ethanol at 90℃; for 24h; | 82.9% |
Conditions | Yield |
---|---|
With potassium carbonate In ethanol at 90℃; for 24h; | 81.5% |
morpholine
formaldehyd
4,4'-dihydroxydiphenyl ether
3,3'-di(morpholin-4-ylmethyl)-4,4'-dihydroxy diphenyl ether
Conditions | Yield |
---|---|
Stage #1: morpholine; 4,4'-dihydroxydiphenyl ether In toluene at 25℃; for 0.5h; Stage #2: formaldehyd In toluene at 80℃; for 9h; Stage #3: morpholine; formaldehyd In toluene at 80℃; for 8.16667h; | 81.2% |
4,4'-dihydroxydiphenyl ether
tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate
A
1,3-di(tert-butoxycarbonyl)-2-[4-(4-hydroxyphenoxy)phenyl]isourea
B
4,4'-bis[N,N'-di(tert-butoxycarbonyl)isoureido]diphenyl ether
Conditions | Yield |
---|---|
With triethylamine; mercury dichloride In dichloromethane at 0 - 20℃; for 16h; | A 77% B 5% |
With triethylamine; mercury dichloride In dichloromethane at 0 - 20℃; for 21h; | A 4% B 67% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl acetamide Heating; | 76% |
Conditions | Yield |
---|---|
With water In toluene at 80℃; for 5h; | 75% |
4,4'-dihydroxydiphenyl ether
Conditions | Yield |
---|---|
With fluorosulfonyl fluoride; triethylamine In dichloromethane at 20℃; for 12h; | 75% |
(E)-3-[4-[6-(2-methylprop-2-enoyloxy)hexoxy]phenyl]prop-2-enoic acid
4,4'-dihydroxydiphenyl ether
Conditions | Yield |
---|---|
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In N,N-dimethyl-formamide at 20℃; for 24h; | 70% |
Conditions | Yield |
---|---|
A 68% B n/a | |
A n/a B 7% |
Conditions | Yield |
---|---|
With 2-Picolinic acid; potassium phosphate; copper(l) iodide In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere; | 65% |
4,4'-dihydroxydiphenyl ether
epichlorohydrin
4,4'-dihydroxydiphenyl ether diglycidyl ether
Conditions | Yield |
---|---|
Stage #1: 4,4'-dihydroxydiphenyl ether With sodium hydride In N,N-dimethyl-formamide for 0.166667h; Inert atmosphere; Stage #2: epichlorohydrin In N,N-dimethyl-formamide at 20℃; for 21h; Inert atmosphere; Stage #3: With water In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 64% |
4,4'-dihydroxydiphenyl ether
1-bromo-3-propanol
4,4'-(3-hydroxypropan-1-oxy)diphenyl ether
Conditions | Yield |
---|---|
Stage #1: 4,4'-dihydroxydiphenyl ether With potassium carbonate In acetone at 50℃; Stage #2: 1-bromo-3-propanol In acetone Reflux; | 57% |
4,4'-dihydroxydiphenyl ether
subphthalocyanine
(B(N6C24H12))2O2C6H4OC6H4
Conditions | Yield |
---|---|
In 1,2-dichloro-benzene at 180.5℃; for 39h; Inert atmosphere; | 55% |
In 1,2-dichloro-benzene (Ar) chloro boron subphthalocyanine and bisphenol in 1,2-dichlorobenzenewere heated at reflux (180.5°C) for 39 h; react. mixt. was cooled, solvent was totary evapd., purification by flash chromy. on silica (CH2Cl2 and THF); | 55% |
IUPAC Name: 4-(4-Hydroxyphenoxy)phenol
Synonyms: Bis(4-hydroxyphenyl) ether ; 4',4-Oxidiphenol ; 4',4-Oxydiphenol ; 4',4-Dihydroxydiphenyl ether ; 4,4'-Dihydroxydiphenyl ether ; 4',4-Dihydroxyphenyl ether ; 4-Hydroxyphenyl ether
Product Categories: Aromatic Ethers;Biphenyl & Diphenyl ether;Color Former & Related Compounds;Developer;Diphenyl Ethers (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research
Molecular Structure:
Molecular Formula : C12H10O3
Molecular Weight: 202.21
CAS NO: 1965-09-9
EINECS : 217-809-1
Mol File: 1965-09-9.mol
Index of Refraction: 1.639
Surface Tension: 55.6 dyne/cm
Density: 1.288 g/cm3
Flash Point: 183.2 °C
Enthalpy of Vaporization: 65.18 kJ/mol
Boiling Point: 379.2 °C at 760 mmHg
Vapour Pressure: 2.72E-06 mmHg at 25°C
Melting point: 163-168 ºC
Appearance: 4',4-Oxydiphenol (CAS NO. 1965-09-9) is off-white amorphous powder.
4',4-Oxydiphenol (CAS NO. 1965-09-9) is used as pharmaceutical intermediates and additives of liquid crystal .
1. | ipr-mus LD50:150 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD691-490 . |
Reported in EPA TSCA Inventory.
Poison by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety Statements 24/25
S24/25:Avoid contact with skin and eyes.
RTECS SM6040000
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media: Use agent most appropriate to extinguish fire.
Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage: Store 4',4-Oxydiphenol (CAS NO. 1965-09-9) in a cool, dry place. Keep container closed when not in use.
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