1-Bromo-4-chloro-2,5-difluorobenzene

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1-Bromo-4-chloro-2,5-difluorobenzene Basic information
Product Name:1-Bromo-4-chloro-2,5-difluorobenzene
Synonyms:1-Bromo-4-chloro-2,5-difluorobenzene;5-Bromo-2-chloro-1,4-difluorobenzene;4-chloro-2,5-difluorobromobenzene;Benzene, 1-bromo-4-chloro-2,5-difluoro-;2,5-difluoro-4-chlorobromobenzene
CAS:172921-33-4
MF:C6H2BrClF2
MW:227.43
EINECS:
Product Categories:Fluorine series
Mol File:Mol File
1-Bromo-4-chloro-2,5-difluorobenzene Structure
1-Bromo-4-chloro-2,5-difluorobenzene Chemical Properties
Boiling point 189℃
density 1.805
Fp 68℃
storage temp. Sealed in dry,Room Temperature
AppearanceWhite to light yellow Solid
Safety Information
MSDS Information
1-Bromo-4-chloro-2,5-difluorobenzene Usage And Synthesis
Synthesis
4-Chloro-2,5-difluorophenylamine

2613-30-1

1-Bromo-4-chloro-2,5-difluorobenzene

172921-33-4

2. Preparation of 1-bromo-4-chloro-2,5-difluorobenzene: Anhydrous copper(II) bromide (2.7 g, 12.1 mmol) and tert-butyl nitrite (1.56 g, 15.1 mmol) were dissolved in anhydrous acetonitrile (25 mL) under anhydrous conditions. The reaction mixture was heated to 65°C, followed by the slow dropwise addition of 4-chloro-2,5-difluoroaniline (1.65 g, 10.1 mmol) solution in anhydrous acetonitrile (2 mL), during which vigorous gas escape was observed. Upon completion of the reaction, the mixture was cooled to room temperature, poured into 2N HCl and extracted twice with ether. The organic phases were combined, washed sequentially with 2N HCl and saturated sodium bicarbonate solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by rapid chromatography on silica gel (eluent: hexane) to afford the target compound 1-bromo-4-chloro-2,5-difluorobenzene as a white solid (1.11 g, 48.4% yield).1H NMR (CDCl3) δ: 7.38 (dd, 2H), 7.21 (dd, 2H).

References[1] Patent: US2009/88322, 2009, A1. Location in patent: Page/Page column 8
[2] Patent: US2009/62125, 2009, A1. Location in patent: Page/Page column 8
1-Bromo-4-chloro-2,5-difluorobenzene Preparation Products And Raw materials
Raw materials4-Chloro-2,5-difluorophenylamine-->Acetonitrile-->tert-Butyl nitrite-->Cupric bromide
Preparation ProductsBenzene,1-bromo-4-chloro-2,5-dimethoxy-
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