Product Name

  • Name

    4-Bromophenetole

  • EINECS 209-629-7
  • CAS No. 588-96-5
  • Article Data48
  • CAS DataBase
  • Density 1.375 g/cm3
  • Solubility insoluble in most solvents
  • Melting Point 4 °C(lit.)
  • Formula C8H9BrO
  • Boiling Point 233 °C at 760 mmHg
  • Molecular Weight 201.063
  • Flash Point 102.8 °C
  • Transport Information
  • Appearance clear colourless to yellowish liquid
  • Safety 24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 588-96-5 (4-Bromophenetole)
  • Hazard Symbols IrritantXi
  • Synonyms Phenetole,p-bromo- (6CI,7CI,8CI);1-Bromo-4-ethoxybenzene;4-Bromoethoxybenzene;
  • PSA 9.23000
  • LogP 2.84780

Synthetic route

4-bromo-phenol
106-41-2

4-bromo-phenol

ethyl iodide
75-03-6

ethyl iodide

4-bromoethoxybenzene
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;
Phenetole
103-73-1

Phenetole

4-bromoethoxybenzene
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%
ethyl bromide
74-96-4

ethyl bromide

4-bromo-phenol
106-41-2

4-bromo-phenol

4-bromoethoxybenzene
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
Phenetole
103-73-1

Phenetole

A

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

B

beta-bromophenetole
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;
4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

4-bromoethoxybenzene
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;
4-bromo-phenol
106-41-2

4-bromo-phenol

ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

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

ethanol

1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

A

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

B

1-ethoxy-4-iodobenzene
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
4-bromo-phenol
106-41-2

4-bromo-phenol

ethyl N-tert-butyl-4-nitrobenzenesulfonimidate
1569262-64-1

ethyl N-tert-butyl-4-nitrobenzenesulfonimidate

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

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

diethyl sulfate

4-bromo-phenol
106-41-2

4-bromo-phenol

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

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

benzenediazonium; tribromoide

A

bromobenzene
108-86-1

bromobenzene

B

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
With ethanol
4-bromo-phenol
106-41-2

4-bromo-phenol

diethyl ether
60-29-7

diethyl ether

ketene diethyl acetal
2678-54-8

ketene diethyl acetal

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

ethanol
64-17-5

ethanol

4-bromobenzenediazonium tetrafluoroborate
673-40-5

4-bromobenzenediazonium tetrafluoroborate

A

bromobenzene
108-86-1

bromobenzene

B

1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

C

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
With Iodoacetic acid for 0.166667h; Etherification; iodination; hydrodediazoniation; Heating;A 4 % Chromat.
B 58 % Chromat.
C 11 % Chromat.
phosphorus pentabromide
7789-69-7

phosphorus pentabromide

Phenetole
103-73-1

Phenetole

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

bromine
7726-95-6

bromine

acetic acid
64-19-7

acetic acid

Phenetole
103-73-1

Phenetole

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

water
7732-18-5

water

bromine
7726-95-6

bromine

Phenetole
103-73-1

Phenetole

CS2

CS2

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

benzenediazonium-perbromide

benzenediazonium-perbromide

A

bromobenzene
108-86-1

bromobenzene

B

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
With ethanol
ethyl bromide
74-96-4

ethyl bromide

p-bromo-phenol potassium

p-bromo-phenol potassium

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

4-ethoxy-benzenediazonium; chloride
38793-99-6

4-ethoxy-benzenediazonium; chloride

copper bromide

copper bromide

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

4-ethoxy-benzenediazonium; hydrogen sulfate

4-ethoxy-benzenediazonium; hydrogen sulfate

copper bromide

copper bromide

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

Phenetole
103-73-1

Phenetole

A

2,4-dibromo-phenetole
38751-57-4

2,4-dibromo-phenetole

B

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

C

beta-bromophenetole
583-19-7

beta-bromophenetole

Conditions
ConditionsYield
With hydrogenchloride; dihydrogen peroxide; hexaammonium heptamolybdate tetrahydrate In water at 20 - 25℃; for 22h;
4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

(2R,3S)-diisopropyl 2-allyl-3-hydroxysuccinate
210711-58-3

(2R,3S)-diisopropyl 2-allyl-3-hydroxysuccinate

diisopropyl (2R,3S)-2-[(2E)-3-(4-ethoxyphenyl)-2-propenyl]-3-hydroxybutanedioate

diisopropyl (2R,3S)-2-[(2E)-3-(4-ethoxyphenyl)-2-propenyl]-3-hydroxybutanedioate

Conditions
ConditionsYield
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
51594-55-9

(R)-(-)-epichlorohydrin

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

(R)-1-chloro-3-(4-ethoxyphenyl)propane-2-ol

(R)-1-chloro-3-(4-ethoxyphenyl)propane-2-ol

Conditions
ConditionsYield
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
588-96-5

4-bromoethoxybenzene

(S)-tert-butyl 2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate
473916-42-6

(S)-tert-butyl 2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate

tert-butyl (1S)-1-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-(4-ethoxyphenyl)ethylcarbamate

tert-butyl (1S)-1-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-(4-ethoxyphenyl)ethylcarbamate

Conditions
ConditionsYield
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%
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

5-(4-ethoxyphenyl)thiophene-2-carbaldehyde

5-(4-ethoxyphenyl)thiophene-2-carbaldehyde

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate; Trimethylacetic acid In toluene at 110℃; Inert atmosphere;99%
4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

4-amino-phenol
123-30-8

4-amino-phenol

4-[bis(ethoxyphenyl)amino]phenol
1421611-75-7

4-[bis(ethoxyphenyl)amino]phenol

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In 1,4-dioxane at 90℃; Inert atmosphere;99%
4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

phenylboronic acid
98-80-6

phenylboronic acid

4-ethoxy-1,1'-biphenyl
613-40-1

4-ethoxy-1,1'-biphenyl

Conditions
ConditionsYield
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
588-96-5

4-bromoethoxybenzene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4'-methoxy-4-ethoxy-1,1'-biphenyl
644964-54-5

4'-methoxy-4-ethoxy-1,1'-biphenyl

Conditions
ConditionsYield
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%
4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

sodium butanolate
2372-45-4

sodium butanolate

1-butoxy-4-ethoxybenzene

1-butoxy-4-ethoxybenzene

Conditions
ConditionsYield
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
793695-85-9

2-bromomethyl-1-chloro-4-iodo-benzene

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

Conditions
ConditionsYield
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%
2,2,3,3-tetrafluoropropanol
76-37-9

2,2,3,3-tetrafluoropropanol

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

1-ethoxy-4-(2,2,3,3-tetrafluoropropoxy)benzene

1-ethoxy-4-(2,2,3,3-tetrafluoropropoxy)benzene

Conditions
ConditionsYield
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
588-96-5

4-bromoethoxybenzene

3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide
50978-45-5

3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide

(4-ethoxyphenyl)carbamoyl azide

(4-ethoxyphenyl)carbamoyl azide

Conditions
ConditionsYield
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%
4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

4-chloro-4'-ethoxybiphenyl

4-chloro-4'-ethoxybiphenyl

Conditions
ConditionsYield
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%
4-bromo-phenol
106-41-2

4-bromo-phenol

ethyl iodide
75-03-6

ethyl iodide

4-bromoethoxybenzene
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;
Phenetole
103-73-1

Phenetole

4-bromoethoxybenzene
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%
ethyl bromide
74-96-4

ethyl bromide

4-bromo-phenol
106-41-2

4-bromo-phenol

4-bromoethoxybenzene
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
Phenetole
103-73-1

Phenetole

A

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

B

beta-bromophenetole
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;
4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

4-bromoethoxybenzene
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;
4-bromo-phenol
106-41-2

4-bromo-phenol

ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

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

ethanol

1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

A

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

B

1-ethoxy-4-iodobenzene
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
4-bromo-phenol
106-41-2

4-bromo-phenol

ethyl N-tert-butyl-4-nitrobenzenesulfonimidate
1569262-64-1

ethyl N-tert-butyl-4-nitrobenzenesulfonimidate

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

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

diethyl sulfate

4-bromo-phenol
106-41-2

4-bromo-phenol

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

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

benzenediazonium; tribromoide

A

bromobenzene
108-86-1

bromobenzene

B

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
With ethanol
4-bromo-phenol
106-41-2

4-bromo-phenol

diethyl ether
60-29-7

diethyl ether

ketene diethyl acetal
2678-54-8

ketene diethyl acetal

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

ethanol
64-17-5

ethanol

4-bromobenzenediazonium tetrafluoroborate
673-40-5

4-bromobenzenediazonium tetrafluoroborate

A

bromobenzene
108-86-1

bromobenzene

B

1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

C

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
With Iodoacetic acid for 0.166667h; Etherification; iodination; hydrodediazoniation; Heating;A 4 % Chromat.
B 58 % Chromat.
C 11 % Chromat.
phosphorus pentabromide
7789-69-7

phosphorus pentabromide

Phenetole
103-73-1

Phenetole

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

bromine
7726-95-6

bromine

acetic acid
64-19-7

acetic acid

Phenetole
103-73-1

Phenetole

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

water
7732-18-5

water

bromine
7726-95-6

bromine

Phenetole
103-73-1

Phenetole

CS2

CS2

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

benzenediazonium-perbromide

benzenediazonium-perbromide

A

bromobenzene
108-86-1

bromobenzene

B

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
With ethanol
ethyl bromide
74-96-4

ethyl bromide

p-bromo-phenol potassium

p-bromo-phenol potassium

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

4-ethoxy-benzenediazonium; chloride
38793-99-6

4-ethoxy-benzenediazonium; chloride

copper bromide

copper bromide

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

4-ethoxy-benzenediazonium; hydrogen sulfate

4-ethoxy-benzenediazonium; hydrogen sulfate

copper bromide

copper bromide

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

Phenetole
103-73-1

Phenetole

A

2,4-dibromo-phenetole
38751-57-4

2,4-dibromo-phenetole

B

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

C

beta-bromophenetole
583-19-7

beta-bromophenetole

Conditions
ConditionsYield
With hydrogenchloride; dihydrogen peroxide; hexaammonium heptamolybdate tetrahydrate In water at 20 - 25℃; for 22h;
4-bromo-phenol
106-41-2

4-bromo-phenol

ethyl halide

ethyl halide

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
With potassium carbonate In acetone
4-bromo-phenol
106-41-2

4-bromo-phenol

haloethane

haloethane

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;
4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

ethyl 1H-pyrazole-3-carboxylate
5932-27-4

ethyl 1H-pyrazole-3-carboxylate

ethyl 1-(4-ethoxyphenyl)-1H-pyrazole-3-carboxylate

ethyl 1-(4-ethoxyphenyl)-1H-pyrazole-3-carboxylate

Conditions
ConditionsYield
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
588-96-5

4-bromoethoxybenzene

2′-(phenylethynyl)-[1,1′-biphenyl]-4-ol

2′-(phenylethynyl)-[1,1′-biphenyl]-4-ol

3′-(4-ethoxyphenyl)-2′-phenylspiro[cyclohexa[2,5]diene-1,1′-inden]-4-one

3′-(4-ethoxyphenyl)-2′-phenylspiro[cyclohexa[2,5]diene-1,1′-inden]-4-one

Conditions
ConditionsYield
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
588-96-5

4-bromoethoxybenzene

germaniumtetrachloride
10038-98-9

germaniumtetrachloride

tetrakis(p-ethoxyphenyl)germane
1207825-73-7

tetrakis(p-ethoxyphenyl)germane

Conditions
ConditionsYield
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%
disodium 2,2'-(1,4-phenylene)bis(3-oxo-3H-inden-1-olate)

disodium 2,2'-(1,4-phenylene)bis(3-oxo-3H-inden-1-olate)

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

2,2'-(1,4-phenylene)bis[3-(4-ethoxyphenyl)-1H-inden-1-one]
1048010-31-6

2,2'-(1,4-phenylene)bis[3-(4-ethoxyphenyl)-1H-inden-1-one]

Conditions
ConditionsYield
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%
4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

tetraphenyltin(IV)
595-90-4

tetraphenyltin(IV)

4-ethoxy-1,1'-biphenyl
613-40-1

4-ethoxy-1,1'-biphenyl

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; sodium acetate In decaethylene glycol at 100℃; for 1h; Stille coupling;41%
2-Butynoic acid
590-93-2

2-Butynoic acid

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

1-ethoxy-4-(prop-1-yn-1-yl)benzene

1-ethoxy-4-(prop-1-yn-1-yl)benzene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; palladium; 1,4-di(diphenylphosphino)-butane at 110℃; for 3h; Schlenk technique;56%

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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