Conditions | Yield |
---|---|
With potassium hydroxide; acyclic polyethylene oxides In dichloromethane; water for 0.5h; | 100% |
With aluminum oxide; potassium fluoride In N,N-dimethyl-formamide for 1h; Product distribution; Ambient temperature; other phenols and alcohols, other alkylating agents, other reagents and solvents, var. time; | 100% |
With potassium hydroxide; Aliquat 336 at 20℃; for 5h; | 99% |
5-(2-methoxy-phenoxy)-1-phenyl-1H-tetrazole
A
1-phenyl-5-hydroxytetrazole
B
methoxybenzene
Conditions | Yield |
---|---|
With hydrazine hydrate; palladium on activated charcoal In ethanol; water; benzene for 1.83333h; Ambient temperature; | A n/a B 100% |
palladium on activated charcoal In ethanol; benzene Mechanism; Product distribution; various reagents, temperatures and reaction times; | |
With sodium hypophosphite; palladium on activated charcoal In ethanol; benzene at 80℃; Relative steady-state rates, relative extrapolated intercepts; |
Conditions | Yield |
---|---|
With hydrogen In methanol at 70℃; under 750.075 Torr; for 0.333333h; | 100% |
With LiCrH4*2LiCl*2THF In tetrahydrofuran at 25℃; for 12h; | 98% |
Stage #1: 1-bromo-4-methoxy-benzene With n-butyllithium In tetrahydrofuran; hexane at -58℃; for 0.000861111h; Stage #2: With methanol In tetrahydrofuran; hexane at -58℃; for 0.000436111h; | 92% |
Conditions | Yield |
---|---|
With tetraphenyldisilane; cesium fluoride In acetonitrile at 100℃; for 0.0833333h; | 100% |
With tetrakis(triphenylphosphine) palladium(0); formaldehyd; caesium carbonate In dimethyl sulfoxide at 80℃; for 12h; | 85% |
With N,N,N,N,-tetramethylethylenediamine; C39H46IrN4 In acetonitrile at 45℃; for 48h; Sealed tube; Glovebox; Inert atmosphere; | 80% |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; di-tert-butyl peroxide In tetrahydrofuran for 1.5h; Irradiation; | 100% |
With potassium phosphate In N,N-dimethyl-formamide; cyclohexanol at 110℃; for 12h; | 96% |
With formaldehyd; palladium diacetate; caesium carbonate In dimethyl sulfoxide at 80℃; for 12h; | 95% |
Conditions | Yield |
---|---|
With pyridinium chlorochromate In dichloromethane at 25℃; for 1h; | 100% |
In acetone at 0℃; for 1h; | 90% |
With manganese(IV) oxide In methyl cyclohexane at 70℃; for 16h; | 43% |
With tris(1,10-phenantholine)iron(III) perchlorate In acetonitrile at -30℃; Rate constant; other reagent; |
Conditions | Yield |
---|---|
N,N,N',N'-tetrabutyl-N''-methylguanidine at 160℃; for 4.5h; | 100% |
N,N,N',N'-tetrabutyl-N''-methylguanidine at 160℃; for 4.5h; Product distribution; other catalysts, other reaction conditions, other phenols; | 100% |
With tetrabutylammomium bromide; potassium carbonate at 93℃; for 5h; | 99% |
Conditions | Yield |
---|---|
acyclic polyethylene oxides In benzene at 25℃; | A 100% B n/a |
4-methoxyphenyl(m-carboran-9-yl)iodonium tetrafluoroborate
sodium chloride
A
9-iodo-m-carborane
B
9-chloro-m-carborane
C
para-iodoanisole
D
methoxybenzene
Conditions | Yield |
---|---|
In chloroform; water mixt. of aryl(m-carboran-9-yl)iodonium tetrafluoroborate, NaCl, water and chloroform was vigorously stirred under reflux at 56°C, 2-2.5 h; internal standard (chlorobenzene) added and org. layer was analysed by GLC; | A 0% B 100% C 100% D 0% |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); formaldehyd; caesium carbonate In dimethyl sulfoxide at 80℃; for 12h; | 99% |
With butyl magnesium bromide; zirconocene dichloride for 12h; Ambient temperature; | 98% |
With lithium aluminium tetrahydride In 1,2-dimethoxyethane at 35℃; for 4h; ultrasonic acceleration of reduction; | 98% |
Conditions | Yield |
---|---|
With triethylamine In water at 25℃; for 1h; UV-irradiation; | 99% |
With formaldehyd; palladium diacetate; caesium carbonate In dimethyl sulfoxide at 80℃; for 12h; | 98% |
With potassium phosphate In N,N-dimethyl-formamide; cyclohexanol at 110℃; for 12h; | 95% |
Conditions | Yield |
---|---|
With lithium borohydride; C22H19F3N4NiO2S In tetrahydrofuran at 70℃; for 24h; Reagent/catalyst; | 99% |
With lithium borohydride; C30H21F6N2NiO2P In tetrahydrofuran at 70℃; for 3h; Reagent/catalyst; Concentration; Temperature; Time; Schlenk technique; Inert atmosphere; | 89% |
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; tri-n-butyl phosphite; chlorotriisopropylsilane In ethyl-cyclohexane at 130℃; for 15h; Inert atmosphere; | 74% |
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; tri-n-butyl phosphite; chlorotriisopropylsilane In ethylcyclohexane at 130℃; for 15h; Inert atmosphere; | 74 %Chromat. |
With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; ethanol; potassium hexamethylsilazane In toluene at 140℃; for 8h; Inert atmosphere; | 30 %Chromat. |
Conditions | Yield |
---|---|
With ammonium formate In water at 20℃; for 3h; | 98% |
With isopropyl alcohol; sodium hydroxide at 24.84℃; under 760.051 Torr; for 1h; Inert atmosphere; UV-irradiation; | 97% |
With palladium on ceria; sodium hydroxide In isopropyl alcohol at 40℃; for 18h; Irradiation; Inert atmosphere; Sealed tube; | 94% |
3-(4-methoxyphenoxy)-1,2-benzisothiazole 1,1-dioxide
A
methoxybenzene
B
saccharin
Conditions | Yield |
---|---|
With sodium hypophosphite; palladium on activated charcoal In water; benzene for 3h; Heating; | A 98% B n/a |
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride In 2-pentanol at 100℃; for 36h; Inert atmosphere; | A 1% B 98% |
With 18-crown-6 ether; zinc; 10 percent Pd/C In water; acetone at 20℃; Product distribution; Further Variations:; Catalysts; Reagents; Solvents; Ullmann coupling; |
Conditions | Yield |
---|---|
With sodium hydroxide at 24.84℃; under 760.051 Torr; for 5h; Inert atmosphere; UV-irradiation; Sealed tube; | 98% |
Conditions | Yield |
---|---|
With sodium hydroxide at 40℃; for 6h; also diethyl 2-oxo-1,3-propanedisulfonate; var. reaction time; other alkylating agents; | 97.2% |
Conditions | Yield |
---|---|
With potassium hydroxide In 1,4-dioxane for 1.5h; | 97% |
With potassium carbonate In acetone for 0.0833333h; Etherification; methylation; microwave irradiation; | 92% |
With sodium hydroxide; N-butyl-N,N-dimethyl-(α-phenyl)ethylammonium bromide In 1,2-dichloro-ethane for 6h; Heating; | 85% |
Conditions | Yield |
---|---|
With water; triphenylphosphine; sodium iodide; nickel dichloride; zinc In N,N-dimethyl-formamide at 70℃; for 2h; Rate constant; Product distribution; Mechanism; var. organic halides; other solvent; var. temp., and reaction times; | A 2.5% B 96.8% |
With potassium hydroxide In water; N,N-dimethyl-formamide at 35℃; for 12h; Ullmann Condensation; Inert atmosphere; | A 92% B 6% |
With NaH-t-AmONa-Ni(OAc)2-bpy In tetrahydrofuran at 63℃; for 8h; | A 73% B 16 % Chromat. |
1-(4-Methoxyphenyl)-3,3-diethyl-1-triazene
A
para-iodoanisole
B
methoxybenzene
Conditions | Yield |
---|---|
With cation exchange resin BioRad AG 50W-X12 (H+); sodium iodide In acetonitrile at 75℃; Product distribution; further solvent: THF, DMSO; | A 96% B 4% |
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate at 150℃; for 2h; | 96% |
Conditions | Yield |
---|---|
With potassium phosphate In N,N-dimethyl-formamide; cyclohexanol at 110℃; for 12h; | 96% |
With formaldehyd; palladium diacetate; caesium carbonate In dimethyl sulfoxide at 80℃; for 12h; | 85% |
With isopropyl alcohol at 20℃; for 18h; UV-irradiation; chemoselective reaction; | 78% |
Conditions | Yield |
---|---|
With potassium phosphate; dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; palladium(II) acetylacetonate; isopropyl alcohol In 1,4-dioxane at 130℃; for 4h; Time; Reagent/catalyst; Solvent; Inert atmosphere; | 96% |
With potassium phosphate; bis(acetylacetonato)palladium(II); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; isopropyl alcohol In 1,4-dioxane at 130℃; for 4h; | 96 %Chromat. |
methoxybenzene
Conditions | Yield |
---|---|
With trifluoromethanesulfonyloxy(triphenylphosphine)gold(I) In 1,4-dioxane at 20℃; | 96% |
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; oxygen; copper diacetate; silver nitrate; sodium hydroxide In dimethyl sulfoxide at 140℃; under 3750.38 Torr; for 12h; Autoclave; Green chemistry; | 96% |
methanol
phosphorus trichloride
A
dimethyl phenylphosphonite
B
diphenyl methylphosphonate
C
methoxybenzene
Conditions | Yield |
---|---|
Stage #1: phosphorus trichloride; phenol at 65 - 250℃; for 4h; Stage #2: methanol at 204 - 260℃; for 2h; Product distribution / selectivity; | A n/a B 95.6% C n/a |
Stage #1: phosphorus trichloride; phenol at 65 - 250℃; for 4h; Stage #2: methanol; methyl iodide at 210 - 250℃; Product distribution / selectivity; | A 7.14% B 92.86% C n/a |
Conditions | Yield |
---|---|
copper(I) bromide In methanol; N,N-dimethyl-formamide at 110℃; for 0.75h; | 95% |
copper(I) bromide In methanol for 6h; Product distribution; Mechanism; Rate constant; Heating; by investigating the influence of several reaction parameters (the nature and concentration of the copper catalyst, the cosolvents, the concentration and number of equivalents of the nucleophile, the bromide concentration, the aryl bromide subst. effect; | 95% |
With methanol; Methyl formate; copper(l) chloride at 115℃; for 2h; Reagent/catalyst; Autoclave; Green chemistry; | 80% |
With hemicucurbituril supported [Bmim]Cl In toluene for 9h; Reflux; | 78% |
With ethyl acetate; copper(I) bromide In methanol for 2h; Heating; Yield given; |
Methyl formate
para-iodoanisole
sodium methylate
A
methyl 4-methoxybenzoate
B
methoxybenzene
Conditions | Yield |
---|---|
bis-triphenylphosphine-palladium(II) chloride In dichloromethane at 40℃; under 11250.9 Torr; for 7h; | A 95% B 5% |
methyl phenyl carbonate
methoxybenzene
Conditions | Yield |
---|---|
dmap at 130℃; for 2h; other catalysts; | 95% |
N,N,N',N'-tetrabutyl-N''-methylguanidine at 110℃; for 1h; Product distribution; other catalysts, other reaction conditions, other aryl methyl carbonates; | 93 % Chromat. |
dodecyl-dimethylsulphonium iodide
phenol
A
S-methyl-L-cysteine
B
methoxybenzene
Conditions | Yield |
---|---|
With potassium hydroxide In water at 70℃; for 5h; pH = 9; | A n/a B 95% |
Conditions | Yield |
---|---|
With Noccaea caerulescens extract supported in montmorillonite K10 at 60℃; for 6h; Friedel Crafts acylation; Inert atmosphere; regioselective reaction; | 100% |
With aluminum (III) chloride In dichloromethane at 5 - 20℃; for 2.5h; | 98% |
With benzyltributylammonium tetrachloroferrate at 50℃; for 0.1h; Friedel-Crafts reaction; | 93% |
Conditions | Yield |
---|---|
With polystyrene-bound tetrafluorophenylbis(triflyl)methane In nitromethane at 50℃; for 2h; Friedel-Crafts acylation; | 100% |
With lithium perchlorate at 60℃; for 1h; | 100% |
With Sulfate; zirconium(IV) oxide at 110℃; | 100% |
Conditions | Yield |
---|---|
With hafnium(IV) trifluoromethanesulfonate; lithium perchlorate In nitromethane for 6h; Ambient temperature; | 100% |
With lithium perchlorate at 60℃; for 1.5h; | 99% |
With trifluorormethanesulfonic acid; titanium(IV) chloride tris(trifluoromethanesulfonate) In acetonitrile for 12h; Ambient temperature; | 90% |
Conditions | Yield |
---|---|
Stage #1: acetic acid; methoxybenzene With trifluoroacetic anhydride In dichloromethane at 20℃; for 0.25h; Stage #2: With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 1h; | 100% |
With methanesulfonic acid; pyrographite at 80℃; for 0.333333h; Friedel-Crafts acylation; | 98% |
With aluminum oxide; trifluoroacetic anhydride for 0.166667h; Ambient temperature; | 96% |
Conditions | Yield |
---|---|
With aluminium trichloride In dichloromethane for 15h; Ambient temperature; | 100% |
(p-MeOC6H4)2BSbCl6 In dichloromethane for 24h; Ambient temperature; | 88% |
With aluminium trichloride In tetrachloromethane at 0℃; for 2h; | 87% |
2-Phenylbutyryl chloride
methoxybenzene
1-(4-methoxyphenyl)-2-phenylbutan-1-one
Conditions | Yield |
---|---|
aluminum (III) chloride at 0 - 20℃; for 2h; Friedel Crafts Acylation; | 100% |
Stage #1: 2-Phenylbutyryl chloride; methoxybenzene With aluminum (III) chloride In carbon disulfide at 10 - 20℃; for 20h; Inert atmosphere; Cooling with ice; Stage #2: With water In carbon disulfide | 94% |
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 2.5h; Friedel-Crafts Acylation; | 76% |
Conditions | Yield |
---|---|
With gallium(III) trichloride; silver hexafluoroantimonate In 1,2-dichloro-ethane for 7h; Heating; | 100% |
With trifluoroacetic acid at 20℃; for 1.5h; Friedel-Crafts Acylation; | 98% |
With lithium perchlorate In nitromethane at 100℃; for 4h; | 97% |
Conditions | Yield |
---|---|
aluminum (III) chloride In dichloromethane at 5 - 20℃; for 3h; Friedel Crafts Acylation; | 100% |
With aluminum (III) chloride In dichloromethane at 0℃; for 3h; | 99% |
With aluminum (III) chloride In dichloromethane for 3h; | 99% |
Conditions | Yield |
---|---|
With benzyltriphenylphosphonium peroxodisulfate; potassium bromide In acetonitrile for 3.5h; Heating; | 100% |
With Selectfluor; sodium bromide In acetonitrile at 20℃; for 21h; | 100% |
With bis[1-methyl-3-(3-sulfopropyl)imidazolium] hexafluorotitanate; dihydrogen peroxide; sodium bromide In water at 25℃; for 3h; Reagent/catalyst; Concentration; Solvent; Temperature; Green chemistry; | 100% |
Conditions | Yield |
---|---|
With hydrogen; [(norbornadiene)rhodium(I)chloride]2; phosphinated polydiacetylene In n-heptane at 30℃; under 60800 Torr; for 0.7h; | 100% |
With hydrogen; Rh on carbon In methanol at 20℃; under 760.051 Torr; for 1h; | 100% |
With hydrogen In hexane at 24.84℃; under 750.075 Torr; for 3h; | 100% |
Conditions | Yield |
---|---|
With IPy2BF4*2HBF4 In dichloromethane for 0.25h; Ambient temperature; | 100% |
With iodine; n-butyltriphenylphosphonium peroxodisulfate In acetonitrile for 0.5h; Heating; | 100% |
With ammonium iodide; 3-chloro-benzenecarboperoxoic acid for 2h; | 100% |
Conditions | Yield |
---|---|
With molybdenum hexacarbonyl Sealed tube; regioselective reaction; | 100% |
With potassium carbonate; palladium on activated charcoal at 120℃; for 12h; | 91% |
With palladium 10% on activated carbon; potassium carbonate for 20h; Heating; | 82.65% |
trimethylsilyl cyclohexanecarboxylate
methoxybenzene
cyclohexyl 4-methoxyphenyl ketone
Conditions | Yield |
---|---|
With tetrachlorosilane; 4-(trifluoromethyl)benzoic anhydride; silver perchlorate In dichloromethane for 25h; Ambient temperature; | 100% |
trimethylsilyl ester of hydrocinnamic acid
methoxybenzene
1-(4-methoxyphenyl)-3-phenylpropan-1-one
Conditions | Yield |
---|---|
With SiClO4; 4-(trifluoromethyl)benzoic anhydride; silver perchlorate In dichloromethane for 63h; Ambient temperature; | 100% |
methoxybenzene
1-(2,3,4,5,6-pentamethylphenyl)butan-1-one
A
1-(2-methoxyphenyl)butan-1-one
B
pentamethylbenzene,
C
1-(4-methoxyphenyl)-1-butanone
Conditions | Yield |
---|---|
trifluoroacetic acid for 5h; Heating; | A n/a B 100% C n/a |
Conditions | Yield |
---|---|
With silver hexafluoroantimonate; antimonypentachloride In 1,2-dichloro-ethane for 3h; Heating; | 100% |
With dipotassium peroxodisulfate In trifluoroacetic acid at 20℃; for 16h; | 89% |
Stage #1: diphenyldisulfane With thionyl chloride In 1,2-dichloro-ethane at 5 - 30℃; for 4h; Stage #2: With aluminum (III) chloride In 1,2-dichloro-ethane at 5 - 10℃; for 1h; Stage #3: methoxybenzene In 1,2-dichloro-ethane for 4h; | 88.5% |
With silver hexafluoroantimonate; antimonypentachloride In 1,2-dichloro-ethane for 3h; Product distribution; Heating; effect of Lewis acid and silver salt; |
methoxybenzene
N,N-diacetyl-p-nitrophenylsulphenamide
A
4-(4-methoxyphenylsulfanyl)nitrobenzene
B
1-(4-methoxyphenyl)ethanone
Conditions | Yield |
---|---|
With trifluoroacetic acid at 190 - 200℃; | A 100% B 21% |
Conditions | Yield |
---|---|
With aluminium(III) iodide; tetra-(n-butyl)ammonium iodide In cyclohexane for 0.3h; Heating; | 100% |
With water; hydrogen bromide; Aliquat 336 at 105℃; for 5h; Catalytic behavior; | 96% |
With monochloroborane dimethyl sulfide complex In benzene Heating; | 95% |
2,5-dichloro-2,5-dimethyl hexane
methoxybenzene
1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-methoxynaphthalene
Conditions | Yield |
---|---|
aluminum (III) chloride at 0℃; for 2h; | 100% |
With aluminium trichloride 1.) RT, 30 min, 2.) reflux, 15 min; | 86% |
With aluminium trichloride Heating; |
Conditions | Yield |
---|---|
With nitric oxide; trifluoroacetic anhydride for 0.133333h; Product distribution; Ambient temperature; | 100% |
With hydrogenchloride; 1-(4-(nitrosooxy)butyl)-3-methylimidazolium chloride In water at 0 - 5℃; for 1.08333h; regioselective reaction; | 88% |
With nitrosonium tetrafluoroborate In acetonitrile at 25℃; for 0.5h; | 87% |
5-bromovaleroyl chloride
methoxybenzene
5-bromo-1-(4-methoxyphenyl)pentan-1-one
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 2h; | 100% |
With aluminium trichloride Friedel-Crafts acylation; | 85% |
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 2h; Friedel-Crafts Acylation; | |
With metallic chloride at 50℃; Friedel-Crafts Acylation; | |
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Inert atmosphere; |
trimethylsilyl trifluoromethanesulfonate
methoxybenzene
1,1-diphenyl-3-(trimethylsilyl)-1-(trimethylsilyloxy)prop-2-yne
Conditions | Yield |
---|---|
In dichloromethane at -78℃; for 3h; Friedel-Crafts reaction; | 100% |
The Anisole with CAS registry number of 100-66-3 is also known as Methoxybenzene. The IUPAC name and product name are the same. It belongs to product categories of Benzene derivatives; Anisole; Other Reagents. Its EINECS registry number is 202-876-1. In addition, the formula is C7H8O and the molecular weight is 108.14. This chemical is a clear straw colored liquid and should be stored in a ventilated and dry place.
Physical properties about Anisole are: (1)ACD/LogP: 2.17; (2)ACD/LogD (pH 5.5): 2.17; (3)ACD/LogD (pH 7.4): 2.17; (4)ACD/BCF (pH 5.5): 26.263; (5)ACD/BCF (pH 7.4): 26.263; (6)ACD/KOC (pH 5.5): 361.066; (7)ACD/KOC (pH 7.4): 361.066; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.492; (11)Molar Refractivity: 32.931 cm3; (12)Molar Volume: 113.436 cm3; (13)Surface Tension: 29.313 dyne/cm; (14)Density: 0.953 g/cm3; (15)Flash Point: 44.454 °C; (16)Enthalpy of Vaporization: 38.97 kJ/mol; (17)Boiling Point: 153.599 °C at 760 mmHg; (18)Vapour Pressure: 4.242 mmHg at 25 °C.
Preparation of Anisole: it is prepared by reaction of sodium phenoxide, a methyl bromide and related methylating reagents. What's more, the reaction belongs to the Williamson ether synthesis.
C6H5O-Na++CH3Br→CH3OC6H5+NaBr
Uses of Anisole: it is used to produce 2-methoxy-aniline. The reaction occurs with reagent n-BuLi the yield is about 35%. Besides, it is a precursor to perfumes, insect pheromones, and pharmaceuticals.
When you are using this chemical, please be cautious about it. As a chemical, it is irritating to skin, harmful by inhalation and flammable. During using it, wear suitable gloves and eye/face protection. Avoid contact with skin and eyes. Besides, keep away from sources of ignition. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: COC1=CC=CC=C1
2. InChI: InChI=1S/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3
3. InChIKey: RDOXTESZEPMUJZ-UHFFFAOYSA-N
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