588-96-5

Basic information

• Product Name: 4-Bromophenetole
• Synonyms: 4-ETHOXYBROMOBENZENE;4-BROMOPHENYL ETHYL ETHER;4-BROMO PHENETOL;4-BROMOPHENETOLE;1-BROMO-4-ETHOXYBENZENE;1-BROMO-4-ETHYLOXYBENZENE;P-BROMOPHENETOLE;1-bromo-4-ethoxy-benzen
• CAS NO: 588-96-5
• Molecular Formula: C₈H₉BrO
• Molecular Weight: 201.06
• EINECS: 209-629-7
• Product Categories: Phenetole;Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds;alkyl bromide
• Mol File: 588-96-5.mol
• Article Data: 34

Chemical Properties

• Melting Point: 4 °C(lit.)
• Boiling Point: 233 °C(lit.)
• Flash Point: 218 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.407 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.551(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, Methanol
• Merck: 14,1428
• BRN: 2042066
• CAS DataBase Reference: 4-Bromophenetole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromophenetole(588-96-5)
• EPA Substance Registry System: 4-Bromophenetole(588-96-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 588-96-5(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR COLOURLESS TO YELLOWISH LIQUID

Uses

4-Bromophenetole is a non-irritant used to verify ocular irritability tests.

InChI:InChI=1/C8H9BrO/c1-2-10-8-5-3-7(9)4-6-8/h3-6H,2H2,1H3

Synthetic route

4-bromo-phenol (106-41-2) + ethyl iodide (75-03-6) → 4-bromoethoxybenzene (588-96-5)

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;

Phenetole (103-73-1) → 4-bromoethoxybenzene (588-96-5)

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%

ethyl bromide (74-96-4) + 4-bromo-phenol (106-41-2) → 4-bromoethoxybenzene (588-96-5)

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

Phenetole (103-73-1) → 4-bromoethoxybenzene (588-96-5) + beta-bromophenetole (583-19-7)

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;

4-Ethoxyaniline (156-43-4) → 4-bromoethoxybenzene (588-96-5)

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;

4-bromo-phenol (106-41-2) + ethyl trifluoroacetate, (383-63-1) → 4-bromoethoxybenzene (588-96-5)

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

ethanol (64-17-5) + 1,4-bromoiodobenzene (589-87-7) → 4-bromoethoxybenzene (588-96-5) + 1-ethoxy-4-iodobenzene (699-08-1)

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 (106-41-2) + ethyl N-tert-butyl-4-nitrobenzenesulfonimidate (1569262-64-1) → 4-bromoethoxybenzene (588-96-5)

Conditions	Yield
With tetrafluoroboric acid dimethyl ether complex In dichloromethane for 0.833333h;	54%

diethyl sulfate (64-67-5) + 4-bromo-phenol (106-41-2) → 4-bromoethoxybenzene (588-96-5)

Conditions	Yield
With sodium hydroxide a) reflux, 4 - 5 h, b) room temperature, overnight;	33%

benzenediazonium; tribromoide (19521-84-7) → bromobenzene (108-86-1) + 4-bromoethoxybenzene (588-96-5)

Conditions	Yield
With ethanol

4-bromo-phenol (106-41-2) + diethyl ether (60-29-7) + ketene diethyl acetal (2678-54-8) → 4-bromoethoxybenzene (588-96-5)

ethanol (64-17-5) + 4-bromobenzenediazonium tetrafluoroborate (673-40-5) → bromobenzene (108-86-1) + 1,4-bromoiodobenzene (589-87-7) + 4-bromoethoxybenzene (588-96-5)

Conditions	Yield
With Iodoacetic acid for 0.166667h; Etherification; iodination; hydrodediazoniation; Heating;	A 4 % Chromat. B 58 % Chromat. C 11 % Chromat.

phosphorus pentabromide (7789-69-7) + Phenetole (103-73-1) → 4-bromoethoxybenzene (588-96-5)

bromine (7726-95-6) + acetic acid (64-19-7) + Phenetole (103-73-1) → 4-bromoethoxybenzene (588-96-5)

water (7732-18-5) + bromine (7726-95-6) + Phenetole (103-73-1) + CS2 → 4-bromoethoxybenzene (588-96-5)

benzenediazonium-perbromide → bromobenzene (108-86-1) + 4-bromoethoxybenzene (588-96-5)

Conditions	Yield
With ethanol

ethyl bromide (74-96-4) + p-bromo-phenol potassium → 4-bromoethoxybenzene (588-96-5)

4-ethoxy-benzenediazonium; chloride (38793-99-6) + copper bromide → 4-bromoethoxybenzene (588-96-5)

4-ethoxy-benzenediazonium; hydrogen sulfate + copper bromide → 4-bromoethoxybenzene (588-96-5)

Phenetole (103-73-1) → 2,4-dibromo-phenetole (38751-57-4) + 4-bromoethoxybenzene (588-96-5) + beta-bromophenetole (583-19-7)

Conditions	Yield
With hydrogenchloride; dihydrogen peroxide; hexaammonium heptamolybdate tetrahydrate In water at 20 - 25℃; for 22h;

4-bromoethoxybenzene (588-96-5) + (2R,3S)-diisopropyl 2-allyl-3-hydroxysuccinate (210711-58-3) → diisopropyl (2R,3S)-2-[(2E)-3-(4-ethoxyphenyl)-2-propenyl]-3-hydroxybutanedioate

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 (51594-55-9) + 4-bromoethoxybenzene (588-96-5) → (R)-1-chloro-3-(4-ethoxyphenyl)propane-2-ol

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 (588-96-5) + (S)-tert-butyl 2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate (473916-42-6) → tert-butyl (1S)-1-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-(4-ethoxyphenyl)ethylcarbamate

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%

thiophene-2-carbaldehyde (98-03-3) + 4-bromoethoxybenzene (588-96-5) → 5-(4-ethoxyphenyl)thiophene-2-carbaldehyde

Conditions	Yield
With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate; Trimethylacetic acid In toluene at 110℃; Inert atmosphere;	99%

4-bromoethoxybenzene (588-96-5) + 4-amino-phenol (123-30-8) → 4-[bis(ethoxyphenyl)amino]phenol (1421611-75-7)

Conditions	Yield
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) + phenylboronic acid (98-80-6) → 4-ethoxy-1,1'-biphenyl (613-40-1)

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 (588-96-5) + 4-methoxyphenylboronic acid (5720-07-0) → 4'-methoxy-4-ethoxy-1,1'-biphenyl (644964-54-5)

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%

4-bromoethoxybenzene (588-96-5) + sodium butanolate (2372-45-4) → 1-butoxy-4-ethoxybenzene

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 (793695-85-9) + 4-bromoethoxybenzene (588-96-5) → 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene (1103738-29-9)

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%

2,2,3,3-tetrafluoropropanol (76-37-9) + 4-bromoethoxybenzene (588-96-5) → 1-ethoxy-4-(2,2,3,3-tetrafluoropropoxy)benzene

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 (588-96-5) + 3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide (50978-45-5) → (4-ethoxyphenyl)carbamoyl azide

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%

4-bromoethoxybenzene (588-96-5) + 4-Chlorophenylboronic acid (1679-18-1) → 4-chloro-4'-ethoxybiphenyl

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%

4-bromo-phenol (106-41-2) + ethyl iodide (75-03-6) → 4-bromoethoxybenzene (588-96-5)

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;

Phenetole (103-73-1) → 4-bromoethoxybenzene (588-96-5)

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%

ethyl bromide (74-96-4) + 4-bromo-phenol (106-41-2) → 4-bromoethoxybenzene (588-96-5)

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

Phenetole (103-73-1) → 4-bromoethoxybenzene (588-96-5) + beta-bromophenetole (583-19-7)

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;

4-Ethoxyaniline (156-43-4) → 4-bromoethoxybenzene (588-96-5)

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;

4-bromo-phenol (106-41-2) + ethyl trifluoroacetate, (383-63-1) → 4-bromoethoxybenzene (588-96-5)

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

ethanol (64-17-5) + 1,4-bromoiodobenzene (589-87-7) → 4-bromoethoxybenzene (588-96-5) + 1-ethoxy-4-iodobenzene (699-08-1)

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 (106-41-2) + ethyl N-tert-butyl-4-nitrobenzenesulfonimidate (1569262-64-1) → 4-bromoethoxybenzene (588-96-5)

Conditions	Yield
With tetrafluoroboric acid dimethyl ether complex In dichloromethane for 0.833333h;	54%

diethyl sulfate (64-67-5) + 4-bromo-phenol (106-41-2) → 4-bromoethoxybenzene (588-96-5)

Conditions	Yield
With sodium hydroxide a) reflux, 4 - 5 h, b) room temperature, overnight;	33%

benzenediazonium; tribromoide (19521-84-7) → bromobenzene (108-86-1) + 4-bromoethoxybenzene (588-96-5)

Conditions	Yield
With ethanol

4-bromo-phenol (106-41-2) + diethyl ether (60-29-7) + ketene diethyl acetal (2678-54-8) → 4-bromoethoxybenzene (588-96-5)

ethanol (64-17-5) + 4-bromobenzenediazonium tetrafluoroborate (673-40-5) → bromobenzene (108-86-1) + 1,4-bromoiodobenzene (589-87-7) + 4-bromoethoxybenzene (588-96-5)

Conditions	Yield
With Iodoacetic acid for 0.166667h; Etherification; iodination; hydrodediazoniation; Heating;	A 4 % Chromat. B 58 % Chromat. C 11 % Chromat.

phosphorus pentabromide (7789-69-7) + Phenetole (103-73-1) → 4-bromoethoxybenzene (588-96-5)

bromine (7726-95-6) + acetic acid (64-19-7) + Phenetole (103-73-1) → 4-bromoethoxybenzene (588-96-5)

water (7732-18-5) + bromine (7726-95-6) + Phenetole (103-73-1) + CS2 → 4-bromoethoxybenzene (588-96-5)

benzenediazonium-perbromide → bromobenzene (108-86-1) + 4-bromoethoxybenzene (588-96-5)

Conditions	Yield
With ethanol

ethyl bromide (74-96-4) + p-bromo-phenol potassium → 4-bromoethoxybenzene (588-96-5)

4-ethoxy-benzenediazonium; chloride (38793-99-6) + copper bromide → 4-bromoethoxybenzene (588-96-5)

4-ethoxy-benzenediazonium; hydrogen sulfate + copper bromide → 4-bromoethoxybenzene (588-96-5)

Phenetole (103-73-1) → 2,4-dibromo-phenetole (38751-57-4) + 4-bromoethoxybenzene (588-96-5) + beta-bromophenetole (583-19-7)

Conditions	Yield
With hydrogenchloride; dihydrogen peroxide; hexaammonium heptamolybdate tetrahydrate In water at 20 - 25℃; for 22h;

4-bromo-phenol (106-41-2) + ethyl halide → 4-bromoethoxybenzene (588-96-5)

Conditions	Yield
With potassium carbonate In acetone

4-bromo-phenol (106-41-2) + haloethane → 4-bromoethoxybenzene (588-96-5)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;

4-bromoethoxybenzene (588-96-5) + ethyl 1H-pyrazole-3-carboxylate (5932-27-4) → ethyl 1-(4-ethoxyphenyl)-1H-pyrazole-3-carboxylate

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 (588-96-5) + 2′-(phenylethynyl)-[1,1′-biphenyl]-4-ol → 3′-(4-ethoxyphenyl)-2′-phenylspiro[cyclohexa[2,5]diene-1,1′-inden]-4-one

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 (588-96-5) + germaniumtetrachloride (10038-98-9) → tetrakis(p-ethoxyphenyl)germane (1207825-73-7)

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%

disodium 2,2'-(1,4-phenylene)bis(3-oxo-3H-inden-1-olate) + 4-bromoethoxybenzene (588-96-5) → 2,2'-(1,4-phenylene)bis[3-(4-ethoxyphenyl)-1H-inden-1-one] (1048010-31-6)

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%

4-bromoethoxybenzene (588-96-5) + tetraphenyltin(IV) (595-90-4) → 4-ethoxy-1,1'-biphenyl (613-40-1)

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; sodium acetate In decaethylene glycol at 100℃; for 1h; Stille coupling;	41%

2-Butynoic acid (590-93-2) + 4-bromoethoxybenzene (588-96-5) → 1-ethoxy-4-(prop-1-yn-1-yl)benzene

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

Upstream product

• 19521-84-7 benzenediazonium; tribromoide 
• 106-41-2 4-bromo-phenol 
• 60-29-7 diethyl ether 
• 2678-54-8 ketene diethyl acetal 
• 103-73-1 Phenetole 
• 64-67-5 diethyl sulfate 
• 64-17-5 ethanol 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 7789-69-7 phosphorus pentabromide 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 7732-18-5 water 
• 74-96-4 ethyl bromide 
• 589-87-7 1,4-bromoiodobenzene 

Downstream Products

• 103156-79-2 tris(4-ethoxyphenyl)triazine 
• 645-26-1 (4-ethoxyphenyl) phenyl sulfide 
• 38751-57-4 2,4-dibromo-phenetole 
• 58734-48-8 2-ethoxy-benzenesulfonic acid 
• 383869-51-0 4-bromo-2-nitro-phenetole 
• 58244-42-1 2-bromo-1-ethoxy-4-nitrobenzene 
• 855890-87-8 tris-(4-ethoxy-phenyl)-arsine 
• 60364-12-7 tetrakis(p-ethoxyphenyl)tin(IV) 
• 92838-44-3 Hg(C₆H₄-4-OC₂H₅)2 
• 119571-24-3 tris(4-ethoxyphenyl)stibine 
• 90591-48-3 tris-(4-ethoxy-phenyl)-bismuthine 
• 18335-45-0 1-p-Ethoxyphenyl-hexadien-(2,3) 
• 53530-08-8 Tris(4-ethoxyphenyl)methanol 
• 84408-77-5 Bis-(4-ethoxy-phenyl)-hydroxy-acetic acid [1-phenyl-but-(Z)-ylidene]-hydrazide 

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A green and efficient visible-light induced functionalization of anilines under mild conditions has been reported. Utilizing nontoxic, cost-effective, and water-soluble diacetyl as photosensitizer and acetylating reagent, and water as the solvent, a variety of anilines were converted into the corresponding aryl ketones, iodides, and bromides. With advantages of environmentally friendly conditions, simple operation, broad substrate scope, and functional group tolerance, this reaction represents a valuable method in organic synthesis.

Preparation method of p-bromophenylalkyl ether

The invention relates to a preparation method of p-bromophenylalkyl ether, wherein the preparation method comprises the steps: carrying out bromination reaction on phenylalkyl ether, hydrobromic acidand an oxidant in an organic solvent to prepare p-bromophenylalkyl ether. A chlorinated non-polar solvent is used as a reaction solvent, so that the para-position substitution selectivity of the bromination reaction is greatly improved, the yield of the bromination reaction is remarkably improved, p-bromophenylalkyl ether is prepared by replacing an etherification reaction route with the bromination reaction, toxic diethyl sulfate does not need to be used in the preparation process, and potential safety hazards are avoided; meanwhile, the dosage of the solvent is greatly reduced, the loading capacity of the raw materials of a reaction kettle is greatly improved, the production efficiency is greatly improved, and the production time is shortened; the post-treatment is simple, the reaction solvent can be recycled, and the comprehensive production cost is reduced; the method has the advantages of easily available raw materials, simple operation, low risk, high yield, high product purity,small pollution of the whole process, and suitableness for large-scale industrial production.