Conditions | Yield |
---|---|
Stage #1: 4-bromo-phenol With potassium carbonate In acetone at 20℃; for 0.5h; Stage #2: ethyl iodide In acetone for 10h; Reflux; | 98.27% |
With potassium carbonate In N,N-dimethyl-formamide | 86.2% |
With potassium hydroxide In dimethyl sulfoxide at 80℃; for 0.133333h; Microwave irradiation; | 85% |
With potassium carbonate; acetone | |
With sodium ethanolate In ethanol for 22h; Williamson's etherification; Heating; |
Conditions | Yield |
---|---|
With sodium chlorite; Montmorillonite K10; manganese(III) acetylacetonate; sodium bromide In dichloromethane at 25℃; for 1h; | 98% |
With N-Bromosuccinimide; Montmorillonite at 30℃; Bromination; Heating; | 97% |
With iodobenzene; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium bromide In tetrahydrofuran; water at 20℃; for 1h; regioselective reaction; | 97% |
Conditions | Yield |
---|---|
With potassium hydroxide In N,N-dimethyl-formamide; benzene for 6h; Reflux; Inert atmosphere; | 97% |
Stage #1: 4-bromo-phenol With potassium carbonate In acetone for 0.166667h; Stage #2: ethyl bromide In acetone for 1h; Reflux; | 92% |
With potassium carbonate In butanone Heating; | 91% |
Stage #1: 4-bromo-phenol With potassium carbonate In acetone for 0.166667h; Stage #2: ethyl bromide In acetone for 24h; Reflux; Inert atmosphere; | 86% |
With potassium hydroxide In ethanol |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hypochlorite; sodium bromide In water at 29.85℃; for 8h; Product distribution; Further Variations:; Temperatures; | A 78.6% B 13.5% |
With sulfuric acid; dihydrogen peroxide; sodium bromide In water at 49.84℃; | |
With sulfuric acid; dihydrogen peroxide; sodium bromide In water at 19.84℃; Kinetics; Further Variations:; Reagents; Temperatures; |
Conditions | Yield |
---|---|
Stage #1: 4-Ethoxyaniline With tert.-butylnitrite In dichloromethane; water at 0℃; for 0.166667h; Stage #2: With carbon tetrabromide; dimethylglyoxal In dichloromethane; water at 15 - 35℃; for 16h; | 76% |
Diazotization.Eintropfen der Diazoniumsalzloesung in Kupferbromuerloesung; |
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.116667h; Microwave irradiation; | 70% |
ethanol
1,4-bromoiodobenzene
A
4-bromoethoxybenzene
B
1-ethoxy-4-iodobenzene
Conditions | Yield |
---|---|
With copper(l) iodide; 3,4,7,8-Tetramethyl-o-phenanthrolin; caesium carbonate In toluene at 80℃; for 24h; | A 65% B n/a |
4-bromo-phenol
ethyl N-tert-butyl-4-nitrobenzenesulfonimidate
4-bromoethoxybenzene
Conditions | Yield |
---|---|
With tetrafluoroboric acid dimethyl ether complex In dichloromethane for 0.833333h; | 54% |
Conditions | Yield |
---|---|
With sodium hydroxide a) reflux, 4 - 5 h, b) room temperature, overnight; | 33% |
Conditions | Yield |
---|---|
With ethanol |
4-bromo-phenol
diethyl ether
ketene diethyl acetal
4-bromoethoxybenzene
ethanol
4-bromobenzenediazonium tetrafluoroborate
A
bromobenzene
B
1,4-bromoiodobenzene
C
4-bromoethoxybenzene
Conditions | Yield |
---|---|
With Iodoacetic acid for 0.166667h; Etherification; iodination; hydrodediazoniation; Heating; | A 4 % Chromat. B 58 % Chromat. C 11 % Chromat. |
Conditions | Yield |
---|---|
With ethanol |
4-ethoxy-benzenediazonium; chloride
4-bromoethoxybenzene
4-bromoethoxybenzene
Phenetole
A
2,4-dibromo-phenetole
B
4-bromoethoxybenzene
C
beta-bromophenetole
Conditions | Yield |
---|---|
With hydrogenchloride; dihydrogen peroxide; hexaammonium heptamolybdate tetrahydrate In water at 20 - 25℃; for 22h; |
4-bromoethoxybenzene
(2R,3S)-diisopropyl 2-allyl-3-hydroxysuccinate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; palladium diacetate; tris-(o-tolyl)phosphine In acetonitrile for 2.5h; Heating / reflux; | 100% |
With triethylamine; palladium diacetate; tris-(o-tolyl)phosphine In acetonitrile for 2h; Heating / reflux; | 84% |
With triethylamine; palladium diacetate; tris-(o-tolyl)phosphine In acetonitrile for 2h; Heating / reflux; | 84% |
With triethylamine; palladium diacetate; tris-(o-tolyl)phosphine In acetonitrile for 2h; Heating / reflux; | 84% |
(R)-(-)-epichlorohydrin
4-bromoethoxybenzene
Conditions | Yield |
---|---|
Stage #1: 4-bromoethoxybenzene With magnesium In tetrahydrofuran at 60℃; for 2h; Grignard Reaction; Inert atmosphere; Stage #2: (R)-(-)-epichlorohydrin With copper(l) iodide In tetrahydrofuran at 20℃; for 1h; Grignard Reaction; Inert atmosphere; | 100% |
4-bromoethoxybenzene
(S)-tert-butyl 2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate
Conditions | Yield |
---|---|
Stage #1: 4-bromoethoxybenzene With magnesium In tetrahydrofuran at 40 - 45℃; for 2h; Inert atmosphere; Stage #2: (S)-tert-butyl 2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate With copper(I) bromide dimethylsulfide complex In tetrahydrofuran; toluene at -40 - 25℃; for 1.5h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate; Trimethylacetic acid In toluene at 110℃; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In 1,4-dioxane at 90℃; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With {2-[1-(benzyloxyimino)ethyl]benzothiazole-k2N,N'}dichloropalladium(II); tetrabutylammomium bromide; potassium hydroxide In water at 100℃; for 2h; Suzuki coupling; | 96% |
With C34H36Cl2N2Pd2; sodium acetate In N,N-dimethyl-formamide at 80℃; for 0.5h; Reagent/catalyst; Solvent; Temperature; Suzuki Coupling; | 94% |
With potassium carbonate In water at 75℃; for 5h; Suzuki Coupling; | 90% |
With sodium carbonate; triphenylphosphine In water at 80℃; for 18h; Reagent/catalyst; Solvent; Temperature; Suzuki-Miyaura Coupling; Schlenk technique; | 86% |
With potassium phosphate; 2BF4(1-)*C42H38Fe2N6O2Pd2(2-) In water; acetonitrile at 100℃; for 2h; Suzuki cross coupling; Inert atmosphere; | 80% |
4-bromoethoxybenzene
4-methoxyphenylboronic acid
4'-methoxy-4-ethoxy-1,1'-biphenyl
Conditions | Yield |
---|---|
With potassium carbonate In water at 75℃; for 5h; Suzuki Coupling; | 96% |
With potassium phosphate; 2BF4(1-)*C42H38Fe2N6O2Pd2(2-) In water; acetonitrile at 100℃; for 2h; Suzuki cross coupling; Inert atmosphere; | 65% |
Conditions | Yield |
---|---|
With n-butyl formate; lithium chloride; copper(I) bromide In butan-1-ol at 110℃; for 7h; Sealed tube; | 96% |
2-bromomethyl-1-chloro-4-iodo-benzene
4-bromoethoxybenzene
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
Conditions | Yield |
---|---|
Stage #1: 4-bromoethoxybenzene With iodine; magnesium; methoxybenzene at 47℃; for 3.2h; Stage #2: 2-bromomethyl-1-chloro-4-iodo-benzene With copper(l) iodide at -18 - 20℃; for 16.2h; Temperature; | 95.9% |
Conditions | Yield |
---|---|
Stage #1: 2,2,3,3-tetrafluoropropanol With sodium In 1,4-dioxane Stage #2: 4-bromoethoxybenzene With N,N-dimethyl-formamide; copper(I) bromide In 1,4-dioxane at 110℃; for 6h; Sealed tube; | 93% |
4-bromoethoxybenzene
3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide
Conditions | Yield |
---|---|
With sodium azide; palladium diacetate; sodium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 80℃; for 12h; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
With potassium carbonate In water at 75℃; for 5h; Suzuki Coupling; | 92% |
With sodium carbonate; triphenylphosphine In water at 80℃; for 18h; Suzuki-Miyaura Coupling; Schlenk technique; | 91% |
Conditions | Yield |
---|---|
Stage #1: 4-bromo-phenol With potassium carbonate In acetone at 20℃; for 0.5h; Stage #2: ethyl iodide In acetone for 10h; Reflux; | 98.27% |
With potassium carbonate In N,N-dimethyl-formamide | 86.2% |
With potassium hydroxide In dimethyl sulfoxide at 80℃; for 0.133333h; Microwave irradiation; | 85% |
With potassium carbonate; acetone | |
With sodium ethanolate In ethanol for 22h; Williamson's etherification; Heating; |
Conditions | Yield |
---|---|
With sodium chlorite; Montmorillonite K10; manganese(III) acetylacetonate; sodium bromide In dichloromethane at 25℃; for 1h; | 98% |
With N-Bromosuccinimide; Montmorillonite at 30℃; Bromination; Heating; | 97% |
With iodobenzene; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium bromide In tetrahydrofuran; water at 20℃; for 1h; regioselective reaction; | 97% |
Conditions | Yield |
---|---|
With potassium hydroxide In N,N-dimethyl-formamide; benzene for 6h; Reflux; Inert atmosphere; | 97% |
Stage #1: 4-bromo-phenol With potassium carbonate In acetone for 0.166667h; Stage #2: ethyl bromide In acetone for 1h; Reflux; | 92% |
With potassium carbonate In butanone Heating; | 91% |
Stage #1: 4-bromo-phenol With potassium carbonate In acetone for 0.166667h; Stage #2: ethyl bromide In acetone for 24h; Reflux; Inert atmosphere; | 86% |
With potassium hydroxide In ethanol |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hypochlorite; sodium bromide In water at 29.85℃; for 8h; Product distribution; Further Variations:; Temperatures; | A 78.6% B 13.5% |
With sulfuric acid; dihydrogen peroxide; sodium bromide In water at 49.84℃; | |
With sulfuric acid; dihydrogen peroxide; sodium bromide In water at 19.84℃; Kinetics; Further Variations:; Reagents; Temperatures; |
Conditions | Yield |
---|---|
Stage #1: 4-Ethoxyaniline With tert.-butylnitrite In dichloromethane; water at 0℃; for 0.166667h; Stage #2: With carbon tetrabromide; dimethylglyoxal In dichloromethane; water at 15 - 35℃; for 16h; | 76% |
Diazotization.Eintropfen der Diazoniumsalzloesung in Kupferbromuerloesung; |
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.116667h; Microwave irradiation; | 70% |
ethanol
1,4-bromoiodobenzene
A
4-bromoethoxybenzene
B
1-ethoxy-4-iodobenzene
Conditions | Yield |
---|---|
With copper(l) iodide; 3,4,7,8-Tetramethyl-o-phenanthrolin; caesium carbonate In toluene at 80℃; for 24h; | A 65% B n/a |
4-bromo-phenol
ethyl N-tert-butyl-4-nitrobenzenesulfonimidate
4-bromoethoxybenzene
Conditions | Yield |
---|---|
With tetrafluoroboric acid dimethyl ether complex In dichloromethane for 0.833333h; | 54% |
Conditions | Yield |
---|---|
With sodium hydroxide a) reflux, 4 - 5 h, b) room temperature, overnight; | 33% |
Conditions | Yield |
---|---|
With ethanol |
4-bromo-phenol
diethyl ether
ketene diethyl acetal
4-bromoethoxybenzene
ethanol
4-bromobenzenediazonium tetrafluoroborate
A
bromobenzene
B
1,4-bromoiodobenzene
C
4-bromoethoxybenzene
Conditions | Yield |
---|---|
With Iodoacetic acid for 0.166667h; Etherification; iodination; hydrodediazoniation; Heating; | A 4 % Chromat. B 58 % Chromat. C 11 % Chromat. |
Conditions | Yield |
---|---|
With ethanol |
4-ethoxy-benzenediazonium; chloride
4-bromoethoxybenzene
4-bromoethoxybenzene
Phenetole
A
2,4-dibromo-phenetole
B
4-bromoethoxybenzene
C
beta-bromophenetole
Conditions | Yield |
---|---|
With hydrogenchloride; dihydrogen peroxide; hexaammonium heptamolybdate tetrahydrate In water at 20 - 25℃; for 22h; |
Conditions | Yield |
---|---|
With potassium carbonate In acetone |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; |
Conditions | Yield |
---|---|
With copper(l) iodide; caesium carbonate In N,N-dimethyl-formamide; acetonitrile at 82 - 105℃; for 72h; Inert atmosphere; Schlenk technique; | 8% |
With copper(l) iodide; caesium carbonate In N,N-dimethyl-formamide; acetonitrile at 120℃; for 65h; Schlenk technique; Inert atmosphere; | 8% |
4-bromoethoxybenzene
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In acetonitrile at 100℃; for 16h; Inert atmosphere; Sealed tube; | 14% |
4-bromoethoxybenzene
germaniumtetrachloride
tetrakis(p-ethoxyphenyl)germane
Conditions | Yield |
---|---|
With magnesium In tetrahydrofuran byproducts: MgBrCl; (Ar); treatment of p-BrC6H4OCH2CH3 with Mg in dry THF; reflux with GeCl4for 5-8 h; treatment with satd. aq. NH4Cl; extn. of aq. layer with THF; drying of combined extracts over MgSO4; removal of THF (vac.); recrystn. twice fromEtOH or MeCN; elem. anal.; | 15% |
4-bromoethoxybenzene
2,2'-(1,4-phenylene)bis[3-(4-ethoxyphenyl)-1H-inden-1-one]
Conditions | Yield |
---|---|
Stage #1: 4-bromoethoxybenzene With magnesium In tetrahydrofuran Grignard reaction; Stage #2: disodium 2,2'-(1,4-phenylene)bis(3-oxo-3H-inden-1-olate) In tetrahydrofuran for 6h; Grignard reaction; Heating; Further stages.; | 20% |
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; sodium acetate In decaethylene glycol at 100℃; for 1h; Stille coupling; | 41% |
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride; palladium; 1,4-di(diphenylphosphino)-butane at 110℃; for 3h; Schlenk technique; | 56% |
IUPAC Name: 1-bromo-4-ethoxybenzene
Synonyms of 4-Bromophenetole (CAS NO.588-96-5): p-Bromoethoxybenzene ; p-Bromophenetole ; p-Bromophenol ethyl ether ; p-Ethoxybromobenzene
CAS NO: 588-96-5
Molecular Formula: C8H9BrO
Molecular Weight: 201.06
Molecular Structure:
EINECS: 209-629-7
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: Å2
Index of Refraction: 1.531
Molar Refractivity: 45.25 cm3
Molar Volume: 146.1 cm3
Surface Tension: 34.5 dyne/cm
Density: 1.375 g/cm3
Flash Point: 102.8 °C
Enthalpy of Vaporization: 45.06 kJ/mol
Boiling Point: 233 °C at 760 mmHg
Vapour Pressure: 0.0871 mmHg at 25°C
Melting Point: 4 °C(lit.)
Appearance: clear colourless to yellowish liquid
Product Categories of 4-Bromophenetole (CAS NO.588-96-5): Phenetole;Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds
Safety Information about 4-Bromophenetole (CAS NO.588-96-5):
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25
S24/25: Avoid contact with skin and eyes.
WGK Germany: 3
Hazard Note: Irritant
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: In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam.
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 in a cool, dry place. Keep container closed when not in use.
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