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4-Bromophenetole
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  • Name 4-Bromophenetole
  • EINECS209-629-7
  • CAS No. 588-96-5
  • Density1.375 g/cm3
  • PSA9.23000
  • LogP2.84780
  • Solubilityinsoluble in most solvents
  • Melting Point4 °C(lit.)
  • FormulaC8H9BrO
  • Boiling Point233 °C at 760 mmHg
  • Molecular Weight201.063
  • Flash Point102.8 °C
  • Transport InformationN/A
  • Appearanceclear colourless to yellowish liquid
  • Safety24/25
  • Risk Codes36/37/38
  • Molecular Structure
    Molecular Structure of 588-96-5 (4-Bromophenetole)
  • Hazard SymbolsIrritantXi
  • SynonymsIrritantXi
  • Article Data48

4-Bromophenetole Synthetic route

106-41-2

4-bromo-phenol

75-03-6

ethyl iodide

588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
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-formamide86.2%
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;
103-73-1

Phenetole

588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
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%
74-96-4

ethyl bromide

106-41-2

4-bromo-phenol

588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
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
103-73-1

Phenetole

A

588-96-5

4-bromoethoxybenzene

B

583-19-7

beta-bromophenetole

Conditions
ConditionsYield
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;
156-43-4

4-Ethoxyaniline

588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
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;
106-41-2

4-bromo-phenol

383-63-1

ethyl trifluoroacetate,

588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.116667h; Microwave irradiation;70%
64-17-5

ethanol

589-87-7

1,4-bromoiodobenzene

A

588-96-5

4-bromoethoxybenzene

B

699-08-1

1-ethoxy-4-iodobenzene

Conditions
ConditionsYield
With copper(l) iodide; 3,4,7,8-Tetramethyl-o-phenanthrolin; caesium carbonate In toluene at 80℃; for 24h;A 65%
B n/a
106-41-2

4-bromo-phenol

1569262-64-1

ethyl N-tert-butyl-4-nitrobenzenesulfonimidate

588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
With tetrafluoroboric acid dimethyl ether complex In dichloromethane for 0.833333h;54%
64-67-5

diethyl sulfate

106-41-2

4-bromo-phenol

588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
With sodium hydroxide a) reflux, 4 - 5 h, b) room temperature, overnight;33%
19521-84-7

benzenediazonium; tribromoide

A

108-86-1

bromobenzene

B

588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
With ethanol

4-Bromophenetole Chemical Properties

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

4-Bromophenetole Safety Profile

Safety Information about 4-Bromophenetole (CAS NO.588-96-5):
Hazard Codes: IrritantXi
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

4-Bromophenetole Specification

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.

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