1-(2-Bromoethoxy)-4-fluorobenzene

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1-(2-Bromoethoxy)-4-fluorobenzene Basic information
Product Name:1-(2-Bromoethoxy)-4-fluorobenzene
Synonyms:ASISCHEM Z95334;AKOS BC-2656;4-FLUOROPHENOXY-ETHYLBROMIDE;4-(2-BROMOETHOXY)FLUOROBENZENE;2-(4-FLUOROPHENOXY)ETHYL BROMIDE;1-BROMO-2-(4'-FLUOROPHENOXY)ETHANE;(P-FLUOROPHENOXY)ETHYLBROMIDE;p-Fluorophenoxy-ethylbromide 95%
CAS:332-48-9
MF:C8H8BrFO
MW:219.05
EINECS:
Product Categories:Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds;Fluorine Compounds
Mol File:332-48-9.mol
1-(2-Bromoethoxy)-4-fluorobenzene Structure
1-(2-Bromoethoxy)-4-fluorobenzene Chemical Properties
Melting point 58-60 °C
Boiling point 66°C/0.1mmHg(lit.)
density 1.4901 (rough estimate)
refractive index 1.53-1.532
storage temp. Storage temp. 2-8°C
form Liquid After Melting
color Clear colorless to brownish
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-52-22
Safety Statements 24/25
HazardClass IRRITANT
HS Code 29093090
MSDS Information
ProviderLanguage
ACROS English
1-(2-Bromoethoxy)-4-fluorobenzene Usage And Synthesis
Chemical Propertiesclear colorless to brownish liquid after melting
Synthesis
4-Fluorophenol

371-41-5

1,2-Dibromoethane

106-93-4

1-(2-BROMOETHOXY)-4-FLUOROBENZENE

332-48-9

Step 2: 22.5% aqueous sodium hydroxide solution (55 mL) was slowly added to a mixed reaction flask containing 1,2-dibromoethane (112 g, 0.60 mol) and 4-fluorophenol (16.8 g, 0.15 mol). The reaction mixture was heated and stirred under reflux conditions for 5 hours. Subsequently, sodium hydroxide (3.0 g, 75 mmol) was added to the reaction system and heating and stirring were continued under reflux conditions for 5 hours. After completion of the reaction, the reaction solution was cooled to room temperature and extracted three times with dichloromethane (100 mL). The organic layers were combined, dried with anhydrous sodium sulfate and the solvent was removed by distillation under reduced pressure. The resulting crude product was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate=10:1, v/v) to afford 1-(2-bromoethoxy)-4-fluorobenzene (compound-03) (29.7 g, 0.136 mol, 90% yield).

References[1] Patent: EP2357165, 2011, A1. Location in patent: Page/Page column 18
[2] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 4, p. 495 - 500
[3] Russian Journal of Organic Chemistry, 2000, vol. 36, # 2, p. 254 - 257
[4] Archiv der Pharmazie, 2013, vol. 346, # 3, p. 180 - 188
[5] European Journal of Medicinal Chemistry, 1992, vol. 27, # 5, p. 545 - 549
1-(2-Bromoethoxy)-4-fluorobenzene Preparation Products And Raw materials
Raw materials1,2-Dibromoethane-->4-Fluorophenol-->Sodium hydroxide-->Water
Tag:1-(2-Bromoethoxy)-4-fluorobenzene(332-48-9) Related Product Information
1-(2-Bromoethoxy)-2-fluorobenzene 1-(2-bromoethoxy)-3-fluorobenzene 2-(PENTAFLUOROPHENOXY)ETHYL BROMIDE 2-Phenoxyethylbromide 2-bromo-1-(2-bromoethoxy)-4-fluorobenzene 1-(2-bromoethoxy)-2,4-difluorobenzene 4-Fluorophenetole 1-(2-BROMOETHOXY)-4-FLUOROBENZENE