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| CAS No.: | 588-96-5 |
|---|---|
| Name: | 4-Bromophenetole |
| Article Data: | 48 |
| Cas Database | |
| Molecular Structure: | |
|
|
|
| Formula: | C8H9BrO |
| Molecular Weight: | 201.063 |
| Synonyms: | Phenetole,p-bromo- (6CI,7CI,8CI);1-Bromo-4-ethoxybenzene;4-Bromoethoxybenzene; |
| EINECS: | 209-629-7 |
| Density: | 1.375 g/cm3 |
| Melting Point: | 4 °C(lit.) |
| Boiling Point: | 233 °C at 760 mmHg |
| Flash Point: | 102.8 °C |
| Solubility: | insoluble in most solvents |
| Appearance: | clear colourless to yellowish liquid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 24/25 |
| Transport Information: | N/A |
| PSA: | 9.23000 |
| LogP: | 2.84780 |
| 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 |
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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.
