4-(tert-butyldimethylsilyloxy)anisole
4-methoxy-phenol
Conditions | Yield |
---|---|
With SO3H silica gel In n-heptane at 25℃; for 0.166667h; | 100% |
With iodine In methanol for 13h; Ambient temperature; | 99% |
With carbonochloridic acid 1-chloro-ethyl ester In methanol at 20℃; for 4h; | 99% |
allyl (4-methoxyphenyl) ether
4-methoxy-phenol
Conditions | Yield |
---|---|
With aminomethyl resin-supported N-propylbarbituric acid; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 70℃; | 100% |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In methanol at 20℃; for 12h; | 96% |
With magnesium; lithium tert-butoxide In tetrahydrofuran at 20℃; for 12h; | 93% |
O-(4-Nitrobenzyl)-4-methoxyphenol
4-methoxy-phenol
Conditions | Yield |
---|---|
With indium; ammonium chloride; zinc In ethanol; water for 3h; Reagent/catalyst; Reflux; chemoselective reaction; | 100% |
With indium; ammonium chloride In ethanol for 18h; Debenzylation; Heating; | 81% |
With indium; ammonium chloride In methanol for 18h; Heating; | 81% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol at 20℃; for 8h; Reagent/catalyst; Irradiation; Sonication; | 100% |
With solid poly(N-vinylpyrrolidone)-hydrogen peroxide complex (PVD-H2O2 complex) In dichloromethane at 20℃; regioselective reaction; | 99% |
With menadione; sodium hydrogencarbonate; sodium L-ascorbate In ethanol; water at 20℃; under 760.051 Torr; for 24h; pH=8.5; Darkness; Green chemistry; | 99% |
Conditions | Yield |
---|---|
With triethylamine Photolysis; | 100% |
With potassium carbonate In methanol at 20℃; for 0.5h; | 98% |
With acetyl chloride In methanol at 20℃; for 2h; | 96% |
p-tert-butoxyanisole
4-methoxy-phenol
Conditions | Yield |
---|---|
With sodium iodide; cerium(III) chloride In acetonitrile at 40℃; for 2h; | 100% |
With erbium(III) triflate In methanol at 100℃; for 0.75h; Microwave irradiation; | 98% |
4-(tert-butoxycarbonyloxy)methoxybenzene
4-methoxy-phenol
Conditions | Yield |
---|---|
With erbium(III) triflate In ethanol for 25h; Microwave irradiation; | 100% |
With methanol; carbon tetrabromide; triphenylphosphine for 4h; Reflux; | 92% |
With tetramethylammonium fluoride; 2-mercaptopyridine sodium salt In acetonitrile at 30 - 35℃; for 24h; Irradiation; Inert atmosphere; |
2-(4-methoxyphenoxy)tetrahydro-2H-pyran
4-methoxy-phenol
Conditions | Yield |
---|---|
With methanol; Montmorillonite K-10 clay at 20℃; Methanolytic deprotection; | 99% |
vanadium(III) chloride In methanol at 20℃; for 0.416667h; | 95% |
With methanol at 20℃; for 0.5h; | 95% |
Conditions | Yield |
---|---|
With formic acid In water at 120℃; Green chemistry; | A 97% B 99% |
With 9,10-dihydroanthracene at 224.84℃; Kinetics; Product distribution; | |
With hydrogen In hexane at 260℃; under 5250.53 Torr; for 10h; Autoclave; | A 93.6 %Chromat. B 82.9 %Chromat. |
With isopropyl alcohol at 260℃; under 15001.5 Torr; for 4h; Autoclave; Inert atmosphere; Green chemistry; | A 85 %Chromat. B 88 %Chromat. |
4-methoxy-phenol
Conditions | Yield |
---|---|
With carbon tetrabromide In methanol Irradiation; | 99% |
1-methoxy-4-(2-propynyloxy)benzene
4-methoxy-phenol
Conditions | Yield |
---|---|
With boron tribromide In dichloromethane at 20℃; for 0.05h; | 99% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In benzene at 100℃; for 16h; | 81% |
With 1-methyl-pyrrolidin-2-one; potassium carbonate; 2-amino-benzenethiol for 0.25h; Heating; | 80% |
With palladium on activated charcoal; ethanolamine In water at 80℃; Inert atmosphere; | 78% |
With bis-triphenylphosphine-palladium(II) chloride; triethylamine In water; N,N-dimethyl-formamide at 80℃; for 3h; | 63% |
4-methoxyphenyl triflate
4-methoxy-phenol
Conditions | Yield |
---|---|
With tetraethylammonium hydroxide In 1,4-dioxane at 20℃; for 1h; | 99% |
Conditions | Yield |
---|---|
With copper(I) oxide; tetra(n-butyl)ammonium hydroxide; 1,10-phenanthroline-4,7-diol In water at 110℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube; Green chemistry; | 99% |
With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water In water; dimethyl sulfoxide at 80℃; for 24h; Schlenk technique; Inert atmosphere; | 94% |
Stage #1: 1-bromo-4-methoxy-benzene With copper(l) iodide; 5-bromo-2-(1H-imidazol-2-yl)pyridine; potassium hydroxide In water; dimethyl sulfoxide; tert-butyl alcohol at 120℃; for 36h; Inert atmosphere; Stage #2: With hydrogenchloride In water; dimethyl sulfoxide; tert-butyl alcohol pH=1 - 2; Inert atmosphere; | 93% |
C23H18O4
4-methoxy-phenol
Conditions | Yield |
---|---|
With (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate In ethanol; benzene at 20℃; for 0.5h; | 99% |
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 100℃; for 3h; Schlenk technique; | 99% |
Conditions | Yield |
---|---|
With water; ethylene glycol; potassium hydroxide; copper dichloride In dimethyl sulfoxide at 120℃; for 24h; Reagent/catalyst; Temperature; Inert atmosphere; | 98% |
With copper(I) oxide; N-phenylpicolinamide; sodium hydroxide In water; dimethyl sulfoxide at 160℃; for 0.166667h; Catalytic behavior; Reagent/catalyst; Solvent; Microwave irradiation; | 98% |
Stage #1: para-iodoanisole With copper(l) iodide; 1,10-Phenanthroline; potassium hydroxide In water; dimethyl sulfoxide at 20 - 100℃; Inert atmosphere; Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; Inert atmosphere; | 97% |
4-methoxy-phenol
Conditions | Yield |
---|---|
With Oxone; water In acetone at 20℃; for 0.0333333h; | 98% |
With oxygen; N-ethyl-N,N-diisopropylamine; [5,6]fullerene-C70 In chloroform; toluene at 20℃; for 12h; Irradiation; | 63% |
N,N-diethyl-O-(4-methoxyphenyl)carbamate
4-methoxy-phenol
Conditions | Yield |
---|---|
With zirconocene dichloride In tetrahydrofuran at 20℃; Inert atmosphere; | 98% |
4-(4-methoxybenzyloxy)butan-1-ol
4-methoxy-phenol
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 100℃; for 3h; Schlenk technique; | 98% |
Conditions | Yield |
---|---|
With montmorillonite K-10 In methanol for 0.1h; Ambient temperature; | 97% |
With aminosulfonic acid; water at 20℃; for 1h; | 95% |
With water; boric acid at 20℃; for 2h; | 95% |
Conditions | Yield |
---|---|
With sulfuric acid; dihydrogen peroxide; boric acid In tetrahydrofuran; water at 20℃; for 24h; Oxidation; | 97% |
With diethoxymethylane; iron(II) acetate In tetrahydrofuran at 65℃; for 10h; | 96% |
With dihydrogen peroxide; sulfuric acid In methanol for 24h; Ambient temperature; | 90% |
Conditions | Yield |
---|---|
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique; | 97% |
Conditions | Yield |
---|---|
With 1,3-dimethyl-2-imidazolidinone; sodium hexamethyldisilazane In tetrahydrofuran at 185℃; for 12h; further reagent: LDA; | 96% |
With aluminium trichloride; sodium iodide at 70 - 80℃; for 2h; | 96% |
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; N-methylaniline In diethyl ether; xylene at 120℃; for 12h; | 95% |
Conditions | Yield |
---|---|
With potassium fluoride; water for 12h; Heating; | 96% |
In water Quantum yield; Irradiation; | 80 % Spectr. |
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol for 2h; Reflux; | 96% |
With potassium fluoride on basic alumina for 0.0666667h; Substitution; microwave irradiation; | 85% |
With cerium(III) chloride; sodium iodide In acetonitrile for 5h; tosylate cleavage; Heating; | 80% |
With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 1h; Inert atmosphere; Darkness; Schlenk technique; | 75% |
With pyrrolidine; samarium diiodide; water In tetrahydrofuran Inert atmosphere; | 95 %Chromat. |
Conditions | Yield |
---|---|
With methylene blue; N-ethyl-N,N-diisopropylamine In water; acetonitrile at 20℃; for 7h; Schlenk technique; Irradiation; | 96% |
With triethanolamine In water at 20℃; for 18h; Sonication; Irradiation; Green chemistry; | 82% |
Conditions | Yield |
---|---|
Stage #1: methanol; hydroquinone With p-benzoquinone at 65℃; for 1h; Stage #2: With carbonic acid dimethyl ester at 65℃; for 1h; Temperature; | 95.9% |
With sulfuric acid doped polyaniline at 70℃; for 2h; Reagent/catalyst; Temperature; | 94.3% |
With quinhydrone; sulfuric acid at 70℃; for 0.333333h; | 80% |
With sulfuric acid; p-benzoquinone In 1,4-dioxane at 50℃; for 0.833333h; initial rate; var. time; other alcohols; |
3,3,6,6-Tetrakis(4-methoxyphenyl)-1,2-dioxane
A
bis(p-methoxyphenyl)methanone
B
1,1,4,4-tetrakis(4-methoxyphenyl)butadiene
C
2,2,5,5-tetra(p-methoxyphenyl)tetrahydrofuran
D
4-methoxy-phenol
Conditions | Yield |
---|---|
at 200℃; for 5h; | A 95% B 10% C 9% D 22% |
Conditions | Yield |
---|---|
Stage #1: 4-methoxy-phenol; acetyl chloride With triethylamine In chloroform at 20℃; for 24h; Stage #2: With sodium hydrogencarbonate In water | 100% |
With Fe/SWCNTs at 20℃; for 0.25h; | 96% |
With triethylamine In dichloromethane for 4h; Cooling with ice; | 96.37% |
Conditions | Yield |
---|---|
With potassium carbonate In butanone for 12h; Heating; | 100% |
With potassium carbonate In acetone at 20℃; Reflux; | 100% |
With potassium carbonate In acetone Reflux; | 99% |
4-methoxy-phenol
2-bromo-4-methoxyphenol
Conditions | Yield |
---|---|
With bromine In dichloromethane | 100% |
With benzyltriphenylphosphonium peroxodisulfate; potassium bromide In acetonitrile for 4.5h; Heating; | 100% |
With bromine In dichloromethane at 0 - 20℃; | 100% |
4-methoxy-phenol
4-methoxycyclohexan-1-ol
Conditions | Yield |
---|---|
With hydrogen; Rh/Al2O3 In ethanol under 51714.8 Torr; | 100% |
With hydrogen; Rh/Al2O3 In ethanol under 2625.21 Torr; | 100% |
With nickel(II) oxide; hydrogen; palladium In hexane at 80℃; under 7500.75 Torr; for 10h; | 99% |
Conditions | Yield |
---|---|
With bis-[(trifluoroacetoxy)iodo]benzene In water; acetonitrile for 0.166667h; Ambient temperature; | 100% |
With copper(II) nitrate/zeolite H-Y Product distribution; Further Variations:; heating mode; times; microwave irradiation; | 100% |
With manganese dioxide impregnated with nitric acid In dichloromethane for 0.5h; Ambient temperature; | 96% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide; toluene at 20℃; for 60h; | 100% |
With potassium carbonate In acetone Reflux; | 100% |
With potassium carbonate In N,N-dimethyl-formamide; toluene at 20℃; for 12h; Inert atmosphere; | 100% |
3,4-dihydro-2H-pyran
4-methoxy-phenol
2-(4-methoxyphenoxy)tetrahydro-2H-pyran
Conditions | Yield |
---|---|
With cerium(III) chloride; sodium iodide at 25℃; for 29h; | 100% |
With triethylamine In diethyl ether; dichloromethane | 100% |
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 5h; Inert atmosphere; | 100% |
tert-butyldimethylsilyl chloride
4-methoxy-phenol
4-(tert-butyldimethylsilyloxy)anisole
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; | 100% |
With 1H-imidazole In tetrahydrofuran at 25℃; for 0.25h; | 95% |
With 1H-imidazole In dichloromethane at 23℃; for 2h; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
Stage #1: formaldehyd With triethylamine; magnesium chloride In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Reflux; Stage #2: 4-methoxy-phenol In tetrahydrofuran Reflux; | 100% |
Stage #1: formaldehyd With triethylamine; magnesium chloride In tetrahydrofuran at 20 - 25℃; for 0.166667h; Stage #2: 4-methoxy-phenol In tetrahydrofuran Reflux; | 100% |
Stage #1: formaldehyd With triethylamine; magnesium chloride In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere; Stage #2: 4-methoxy-phenol In tetrahydrofuran for 16h; Inert atmosphere; Reflux; | 99% |
trifluoromethylsulfonic anhydride
4-methoxy-phenol
4-methoxyphenyl triflate
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine In dichloromethane at 20℃; for 16h; | 100% |
With pyridine In dichloromethane at -15℃; for 1h; | 99% |
With dmap In dichloromethane | 97% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 20℃; for 5h; Inert atmosphere; | 100% |
With potassium carbonate In acetone at 20℃; for 16h; Inert atmosphere; Schlenk technique; | 87% |
With potassium carbonate In acetone |
dabsyl chloride
4-methoxy-phenol
4-(4-Dimethylamino-phenylazo)-benzenesulfonic acid 4-methoxy-phenyl ester
Conditions | Yield |
---|---|
With carbonate-bicarbonate buffer In acetone; acetonitrile 1.) 15 min, 2.) reflux; | 100% |
With carbonate-bicarbonate buffer In acetone for 0.5h; Heating; |
4-methoxy-phenol
tert-butylchlorodiphenylsilane
tert-butyl-4-methoxyphenoxydiphenylsilane
Conditions | Yield |
---|---|
With 1H-imidazole In acetonitrile for 0.166667h; | 100% |
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 10h; Inert atmosphere; | 90% |
With 1H-imidazole In acetonitrile for 0.166667h; |
Conditions | Yield |
---|---|
With sulfite(2-) In water Rate constant; Equilibrium constant; Irradiation; variation of pH, reagents; | 100% |
With di-tert-butyl peroxide In benzene at 22℃; Rate constant; Kinetics; Thermodynamic data; Irradiation; activation energy, other solvents, isotope effect; | |
In tetrachloromethane Rate constant; pulse radiolysis; |
Conditions | Yield |
---|---|
With triethylamine In toluene for 2.5h; Inert atmosphere; Reflux; | 100% |
With pyridine In dichloromethane at 25℃; Yield given; | |
With pyridine In dichloromethane at 25℃; for 48h; Condensation; | |
With pyridine In dichloromethane at 25℃; for 48h; Addition; |
2-methyl-1-buten-4-ol
4-methoxy-phenol
1-methoxy-4-((3-methylbut-3-en-1-yl)oxy)benzene
Conditions | Yield |
---|---|
With diethyl diazodicarboxylate; triphenylphosphine In tetrahydrofuran; toluene at 20℃; for 1h; Heating / reflux; | 100% |
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran for 4h; Heating; | 99% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran Mitsunobu reaction; | 98% |
4-methoxy-phenol
4-Fluoronitrobenzene
1-methoxy-4-(4-nitrophenoxy)benzene
Conditions | Yield |
---|---|
With TMS-NEt2; phosphazene base t-Bu-P4 In hexane; N,N-dimethyl-formamide at 20℃; for 2h; | 100% |
With NaH In N,N-dimethyl-formamide | 100% |
With NaH In N,N-dimethyl-formamide | 100% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at -78 - 20℃; for 12h; Dehydrochlorination; | 100% |
4-methoxyphenylchloroformate
4-methoxy-phenol
bis(4-methoxyphenyl) carbonate
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 20℃; | 100% |
With pyridine In dichloromethane Condensation; | 93% |
In pyridine; dichloromethane | 93% |
4-methoxy-phenol
triisopropylsilyl (ethylthio)methyl ether
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; copper(ll) bromide In dichloromethane at 20℃; for 18h; | 100% |
4-methoxy-phenol
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran for 3h; Heating; | 100% |
Conditions | Yield |
---|---|
With dmap In various solvent(s) at 20℃; for 3h; | 100% |
di-tert-butyl dicarbonate
4-methoxy-phenol
4-(tert-butoxycarbonyloxy)methoxybenzene
Conditions | Yield |
---|---|
With mesoporous silica MCM-41 supported erbium(III) at 40℃; for 1h; Neat (no solvent); ultrasound irradiation; Inert atmosphere; | 100% |
With zinc diacetate In dichloromethane for 7h; Heating; | 98% |
With bismuth(III) chloride at 20℃; for 1h; | 98% |
Conditions | Yield |
---|---|
With TMS-NEt2; phosphazene base t-Bu-P4 In hexane; N,N-dimethyl-formamide at 20℃; for 2h; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h; Inert atmosphere; | |
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 10h; Inert atmosphere; | |
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 10h; Inert atmosphere; | |
With potassium carbonate In dimethyl sulfoxide at 180℃; for 0.333333h; Microwave irradiation; |
Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
OSHA PEL: TWA 5 mg/m3
ACGIH TLV: TWA 5 mg/m3
1. Introduction of 4-Methoxyphenol
4-Methoxyphenol is a pink crystals or white waxy solid.
2. Properties of 4-Methoxyphenol
XLogP3: 1.3
H-Bond Donor: 1
H-Bond Acceptor: 2
EINECS: 205-769-8
Melting Point: 56 °C
Water Solubility: 40 g/L (25 °C)
Stability: Stable. Combustible. Incompatible with halogens, oxidizing agents.
Surface Tension: 38.6 dyne/cm
Density: 1.109 g/cm3
Flash Point: 120.8 °C
Enthalpy of Vaporization: 49.94 kJ/mol
Boiling Point: 243 °C at 760 mmHg
Vapour Pressure: 0.0211 mmHg at 25 °C
Product Categories: Liquid Crystal intermediates; Aromatic Ethers; Phenol&Thiophenol&Mercaptan; API intermediates; Biochemistry; Building Blocks for Liquid Crystals; Functional Materials; Phenols (Building Blocks for Liquid Crystals); Reagents for Oligosaccharide Synthesis
3. Toxicity of 4-Methoxyphenol
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 250mg/kg (250mg/kg) | National Technical Information Service. Vol. AD691-490, | |
rat | LD50 | oral | 1600mg/kg (1600mg/kg) | Kodak Company Reports. Vol. 21MAY1971, |
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