4-phenoxyphenylboronic acid
4-Phenoxyphenol
Conditions | Yield |
---|---|
With [Rh2(bpy)2(μ-OAc)2(OAc)2]; oxygen; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide under 760.051 Torr; for 18h; Irradiation; | 97% |
With dihydrogen peroxide In ethanol at 20℃; for 0.166667h; | 89% |
With oxygen; triethylamine In 2-methyltetrahydrofuran at 20℃; under 760.051 Torr; for 24h; Green chemistry; | 73% |
With tert.-butylhydroperoxide; oxygen; trichloroacetonitrile In decane; acetonitrile at 20℃; for 12h; Irradiation; | 57% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Catalytic behavior; | 92% |
With sodium hydroxide In neat (no solvent) at 90℃; for 9h; Green chemistry; | 60% |
Conditions | Yield |
---|---|
With methanol; copper(II) ferrite at 20℃; for 24h; | 86% |
Conditions | Yield |
---|---|
With 1,3-dimethyl-2-imidazolidinone; lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at 185℃; for 12h; further reagent: NaN(SiMe3)2; | 84% |
With hydrogen iodide | |
With aluminium trichloride at 130 - 150℃; |
Conditions | Yield |
---|---|
With zinc In N,N-dimethyl-formamide for 0.0416667h; Williamson ether synthesis; microwave irradiation; | 81% |
Conditions | Yield |
---|---|
With zinc In N,N-dimethyl-formamide for 0.0583333h; Williamson ether synthesis; microwave irradiation; | 79% |
Conditions | Yield |
---|---|
With sodium hypochlorite; copper(l) chloride In water at 100℃; for 16h; | 73.3% |
Multi-step reaction with 2 steps 1: potassium methoxide, copper(I) chloride, copper bronze / 6 h / 230 °C 2: boron tribromide / CH2Cl2 / 4 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: 71 percent / K2CO3 / N,N-dimethyl-acetamide / Heating 2: 3-chloroperoxybenzoic acid / CHCl3 / Ambient temperature 3: conc. HCl / methanol / 1 h / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; boric acid; palladium diacetate; caesium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Schlenk technique; Inert atmosphere; | 67% |
With potassium hydroxide; copper at 250℃; | |
With alkaline solution; copper at 200℃; |
Conditions | Yield |
---|---|
With trans-di(μ-acetato)bis[o-(di-o-tolyl-phosphino)benzyl]dipalladium(II); C29H45Pt; potassium carbonate In water; N,N-dimethyl-formamide at 115℃; for 0.5h; Inert atmosphere; Microwave irradiation; | 67% |
Conditions | Yield |
---|---|
With hydrogen In Hexadecane at 260℃; under 7600.51 Torr; for 5h; Autoclave; | A 8.3% B 9.5% C 53.8% |
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium tert-butylate In dimethyl sulfoxide at 100℃; for 24h; | 53% |
Conditions | Yield |
---|---|
With hydrogen In Hexadecane at 260℃; under 7600.51 Torr; for 5h; Autoclave; | A 5.5% B 13.2% |
Conditions | Yield |
---|---|
With hydrogen; copper at 130℃; |
4-Phenoxyphenol
Conditions | Yield |
---|---|
With diethyl ether; dihydrogen peroxide |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium nitrate | |
With hydrogenchloride; tetrafluoroboric acid; acetic acid; sodium nitrite In water at 80℃; for 4h; Inert atmosphere; Cooling with ice; |
Conditions | Yield |
---|---|
With potassium hydroxide; copper at 180 - 200℃; |
4-phenoxyphenyl acetate
4-Phenoxyphenol
Conditions | Yield |
---|---|
With hydrogenchloride In methanol Heating; Yield given; | |
With hydrogenchloride; methanol; water at 40℃; for 4h; |
Formic acid 4-phenoxy-phenyl ester
4-Phenoxyphenol
Conditions | Yield |
---|---|
With hydrogenchloride In methanol for 1h; Ambient temperature; Yield given; |
phenoxy radical
A
2-Phenoxyphenol
B
2,2'-dihydroxybiphenyl
C
4,4'-Dihydroxybiphenyl
D
2,4'-dihydroxybiphenyl
E
4-Phenoxyphenol
Conditions | Yield |
---|---|
Product distribution; Irradiation; effect of abs. dose of irrad.; |
Conditions | Yield |
---|---|
With trifluoroacetic acid at 20 - 25℃; for 6h; Irradiation; | 0.95 g |
Conditions | Yield |
---|---|
In hexane Rate constant; or in MeOH; |
phenol
A
2-Phenoxyphenol
B
2,2'-dihydroxybiphenyl
C
4,4'-Dihydroxybiphenyl
D
2,4'-dihydroxybiphenyl
E
4-Phenoxyphenol
Conditions | Yield |
---|---|
With di-tert-butyl diperoxyoxalate; di-tert-butyl peroxide In chlorobenzene Product distribution; Mechanism; a) 140 deg C or b) 25 deg C.; correlation of product distribution and stereoelectronic factors; |
phenol
A
2,2'-dihydroxybiphenyl
B
4,4'-Dihydroxybiphenyl
C
2,4'-dihydroxybiphenyl
D
4-Phenoxyphenol
Conditions | Yield |
---|---|
With di-tert-butyl peroxide at 140℃; for 24h; Further byproducts given; | |
With dihydrogen peroxide; horseradish peroxidase In phosphate buffer at 25℃; pH=7; Kinetics; Polymerization; |
Conditions | Yield |
---|---|
With hydrogen iodide; acetic acid |
Conditions | Yield |
---|---|
In water under 1E-06 Torr; Product distribution; Mechanism; Irradiation; ion-molecule reaction; |
4-(4-(tert-butyl)phenoxy)phenol
4-Phenoxyphenol
Conditions | Yield |
---|---|
With aluminium trichloride; nitromethane |
4-Phenoxy-2,4,6-tri-tert-butyl-cyclohexa-2,5-dien-1-on
4-Phenoxyphenol
Conditions | Yield |
---|---|
With aluminium trichloride; nitromethane |
phenol
A
2-Phenoxyphenol
B
2,2'-dihydroxybiphenyl
C
4,4'-Dihydroxybiphenyl
D
4-Phenoxyphenol
Conditions | Yield |
---|---|
With phosphate buffer; dihydrogen peroxide; horseradish peroxidase at 20℃; for 2h; oxidative coupling; Further byproducts given; |
phenol
A
2-Phenoxyphenol
B
2,2'-dihydroxybiphenyl
C
((p-Phenoxy)-4-phenoxy)phenol
D
4-Phenoxyphenol
Conditions | Yield |
---|---|
With phosphate buffer; dihydrogen peroxide; horseradish peroxidase at 20℃; for 2h; oxidative coupling; Further byproducts given; |
4-Phenoxyphenol
methanesulfonyl chloride
4-phenoxyphenyl methanesulfonate
Conditions | Yield |
---|---|
With pyridine In dichloromethane Inert atmosphere; Glovebox; | 100% |
4-Phenoxyphenol
Conditions | Yield |
---|---|
With fluorosulfonyl fluoride; triethylamine In 1,4-dioxane at 20℃; for 24h; | 100% |
With [(4-acetamidophenyl)(fluorosulfonyl)amino]sulfonyl fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 0.166667h; | 90% |
4-Phenoxyphenol
3,3-dimethyl-allyl chloride
3-methylbut-2-en-1-yl 4-phenoxyphenyl ether
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide Ambient temperature; | 99% |
bis(trichloromethyl) carbonate
4-Phenoxyphenol
4-(phenoxy)phenyl chloroformate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃; for 12h; | 99% |
Conditions | Yield |
---|---|
In pyridine for 1.16667h; Cooling with ice; | 98% |
With sodium hydroxide |
4-Phenoxyphenol
Conditions | Yield |
---|---|
With hydrogenchloride In diethyl ether | 98% |
Conditions | Yield |
---|---|
at 0 - 80℃; for 26280h; Product distribution / selectivity; | 98% |
Conditions | Yield |
---|---|
at 0 - 50℃; for 26280h; Product distribution / selectivity; | 98% |
Conditions | Yield |
---|---|
at 0 - 80℃; for 26280h; Product distribution / selectivity; | 98% |
4-Phenoxyphenol
2-chloro-4-phenoxyphenol
Conditions | Yield |
---|---|
With diisobutylamine; sulfuryl dichloride In toluene at 70℃; for 1h; | 97% |
With N-chloro-succinimide In benzene for 48h; Heating; | 46% |
With sodium hypochlorite | |
With sulfuryl dichloride at 60℃; |
Conditions | Yield |
---|---|
With pyridine at 20℃; for 16h; | 97% |
With pyridine for 16h; Ambient temperature; | 87% |
With triethylamine In dichloromethane at 0 - 10℃; |
4-Phenoxyphenol
bromoacetic acid methyl ester
(4-phenoxyphenoxy)acetic acid methyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; | 97% |
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In acetone for 14h; Reflux; | 96% |
With potassium hydroxide In dimethyl sulfoxide Ambient temperature; | 93% |
With potassium carbonate In acetone | |
With potassium carbonate; potassium iodide In acetone at 60℃; for 18h; |
4-Phenoxyphenol
1,1,1,3,3,3-hexamethyl-disilazane
Trimethyl-(4-phenoxy-phenoxy)-silane
Conditions | Yield |
---|---|
at 20℃; for 1.5h; Neat (no solvent); Air atmosphere; | 96% |
5-bromo-2-fluoropyridine
4-Phenoxyphenol
5-Bromo-2-(4-phenoxy-phenoxy)-pyridine
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 160℃; for 0.5h; Product distribution / selectivity; Microwave irradiation; | 95.6% |
4-Phenoxyphenol
ethyl (S)-2-[[(4-methylphenyl)sulfonyl]oxy]propanoate
(R)-ethyl 2-(4-phenoxyphenoxy)propionate
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 240h; Ambient temperature; | 95% |
4-Phenoxyphenol
p-toluenesulfonyl chloride
4-phenoxyphenyl 4-methylbenzenesulfonate
Conditions | Yield |
---|---|
With pyridine at 20℃; for 4h; | 95% |
With sodium hydride In tetrahydrofuran Ambient temperature; |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl acetamide for 2h; Heating; | 95% |
With potassium carbonate In N,N-dimethyl acetamide at 170℃; for 6h; Inert atmosphere; | 73% |
4-Phenoxyphenol
(2s)-(+)-glycidyl 3-nitrobenzenesulfonate
(2 S)-2-[(4-phenoxyphenoxy)methyl]oxirane
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide; mineral oil | 95% |
With sodium hydride In N,N-dimethyl-formamide at 20℃; |
2,5-dibromopyridine
4-Phenoxyphenol
5-Bromo-2-(4-phenoxy-phenoxy)-pyridine
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 200℃; for 0.5h; Product distribution / selectivity; Microwave irradiation; | 95% |
4-Phenoxyphenol
1-Chloro-2-propanol
(R,S)-2-hydroxypropyl 4-phenoxyphenyl ether
Conditions | Yield |
---|---|
With sodium hydroxide In water; toluene at 85℃; for 0.166667h; Temperature; Reagent/catalyst; | 95% |
iodobenzene
carbon monoxide
4-Phenoxyphenol
4-phenoxyphenyl benzoate
Conditions | Yield |
---|---|
With dicarbonyl(acetylacotonato)rhodium(I); triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 120℃; for 48h; Inert atmosphere; Autoclave; Schlenk technique; | 95% |
With palladium diacetate; potassium carbonate at 100℃; under 5250.53 Torr; for 3h; Catalytic behavior; | 91 %Chromat. |
3-ureidomethyl-3,5,5-trimethylcyclohexyl urea
4-Phenoxyphenol
C36H38N2O6
Conditions | Yield |
---|---|
at 0 - 80℃; for 26280h; Product distribution / selectivity; | 94.1% |
Conditions | Yield |
---|---|
at 0 - 80℃; for 26280h; Product distribution / selectivity; | 94.1% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 17h; | 94% |
With potassium tert-butylate In tetrahydrofuran at 20℃; for 18h; |
1-(2-bromo-1,3-benzothiazol-6-yl)ethanone
4-Phenoxyphenol
1-[2-(4-phenoxyphenoxy)-1,3-benzothiazol-6-yl]ethanone
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 130℃; for 3h; | 94% |
2-(2-bromoethoxy)tetrahydropyran
4-Phenoxyphenol
2-(4-phenoxyphenoxy)-ethyl-tetrahydropyranyl-ether
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 23℃; for 16h; | 94% |
4-Phenoxyphenol
2-nitro-4-phenoxyphenol
Conditions | Yield |
---|---|
With nitric acid In tert-butyl methyl ether; water at 25℃; for 1.75h; | 93.3% |
With ammonium nitrate; silica-gel-supported sulfuric acid In dichloromethane at 20℃; for 1.33333h; regioselective reaction; | 87% |
With aluminum(III) nitrate nonahydrate; sulfuric acid; silica gel; silica gel In dichloromethane at 20℃; for 0.333333h; | 72% |
4-Phenoxyphenol, with the CAS registry number 831-82-3, is also named as Hydroquinone monophenyl ether. It belongs to the product categories of Aromatic Phenols; Phenoles and thiophenoles; Building Blocks; C9 to C20+; Chemical Synthesis; Organic Building Blocks; Oxygen Compounds; Phenols. Its EINECS number is 212-611-1. This chemical's molecular formula is C12H10O2 and molecular weight is 186.21. What's more, its systematic name is 4-Phenoxyphenol. This chemical is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from strong oxidants. It is used as an intermediate for pesticide.
Physical properties of 4-Phenoxyphenol are: (1)ACD/LogP: 3.35; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.35; (4)ACD/LogD (pH 7.4): 3.35; (5)ACD/BCF (pH 5.5): 207.01; (6)ACD/BCF (pH 7.4): 206.57; (7)ACD/KOC (pH 5.5): 1582.66; (8)ACD/KOC (pH 7.4): 1579.33; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 29.46 Å2; (13)Index of Refraction: 1.605; (14)Molar Refractivity: 54.578 cm3; (15)Molar Volume: 158.45 cm3; (16)Polarizability: 21.636×10-24cm3; (17)Surface Tension: 46.3 dyne/cm; (18)Density: 1.175 g/cm3; (19)Flash Point: 141.446 °C; (20)Enthalpy of Vaporization: 57.698 kJ/mol; (21)Boiling Point: 313.761 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.
Preparation: this chemical can be prepared by 1-methoxy-4-phenoxy-benzene at the temperature of 185 °C. This reaction will need reagents lithium diisopropylamide, 1,3-dimethyl-2-imidazolidinone and solvents heptane, tetrahydrofuran, ethylbenzene with the reaction time of 12 hours. The yield is about 84%.
Uses of 4-Phenoxyphenol: it can be used to produce 2-(4-phenoxy-phenoxy)-benzaldehyde by heating. It will need reagent K2CO3 and solvent N,N-dimethyl-acetamide with the reaction time of 2 hours. The yield is about 95%.
When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)SMILES: O(c1ccccc1)c2ccc(O)cc2
(2)Std. InChI: InChI=1S/C12H10O2/c13-10-6-8-12(9-7-10)14-11-4-2-1-3-5-11/h1-9,13H
(3)Std. InChIKey: ZSBDGXGICLIJGD-UHFFFAOYSA-N
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