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3-Bromo-5-fluorobenzaldehyde

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3-Bromo-5-fluorobenzaldehyde Basic information
Product Name:3-Bromo-5-fluorobenzaldehyde
Synonyms:3-Bromo-5-fluorobenzaldehyde 98%;3-FLUORO-5-BROMOBENZALDEHYDE;3-Bromo-5-fluorobenzaldehyde98%;Benzaldehyde, 3-bromo-5-fluoro-;3-BROMO-5-FLUOROBENZALDEHYDE ISO 9001:2015 REACH;3-Bromo-5-fluorobenzaldehyde
CAS:188813-02-7
MF:C7H4BrFO
MW:203.01
EINECS:
Product Categories:Fluorine series;Pyridine;Adehydes, Acetals & Ketones;Bromine Compounds;Fluorine Compounds
Mol File:188813-02-7.mol
3-Bromo-5-fluorobenzaldehyde Structure
3-Bromo-5-fluorobenzaldehyde Chemical Properties
Melting point 41-43℃
Boiling point 231.0±20.0 °C(Predicted)
density 1.43
storage temp. Inert atmosphere,2-8°C
form Solid
AppearanceWhite to yellow <41°C Solid,>43°C Liquid
Water Solubility Slightly soluble in water.
Sensitive Light Sensitive
CAS DataBase Reference188813-02-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39
HazardClass IRRITANT
HS Code 2913000090
MSDS Information
3-Bromo-5-fluorobenzaldehyde Usage And Synthesis
Uses3-Bromo-5-fluorobenzaldehyde is an intermediate in organic syntheses. Reatant in the synthesis of 3,4-diamino-3-cyclobutene-1,2-diones, 9,10-Dihydro-9,10-diboraanthracenes.
Synthesis
1,3-Dibromo-5-fluorobenzene

1435-51-4

N,N-Dimethylformamide

68-12-2

3-BROMO-5-FLUOROBENZALDEHYDE

188813-02-7

A 2M isopropylmagnesium chloride solution (10 mL, 20 mmol) was dissolved in 5 mL of tetrahydrofuran under ice bath conditions. To this solution was added a tetrahydrofuran solution of 1,3-dibromo-5-fluorobenzene (4.0 g, 15.70 mmol) and the reaction mixture was stirred for 2 hours. The reaction system was then warmed to 20°C and the reaction was continued for 30 minutes. After completion of the reaction, the system was cooled to 0°C, N,N-dimethylformamide (2.5 mL, 31.50 mmol) was slowly added dropwise and the reaction was stirred at this temperature for 1.5 hours. After that, the reaction mixture was stirred at room temperature for 12 hours. At the end of the reaction, the reaction was quenched by adding saturated ammonium chloride solution (20 mL). The reaction mixture was extracted with ethyl acetate (50 mL x 3), the organic phases were combined, dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure. Purification by silica gel column chromatography using eluent B afforded the target product 3-bromo-5-fluorobenzaldehyde (2.57 g, yellow liquid) in 81.0% yield.

References[1] Patent: US6355648, 2002, B1. Location in patent: Page column 33-34
[2] Patent: CN103030646, 2016, B. Location in patent: Paragraph 0738; 0740-0743
[3] European Journal of Organic Chemistry, 2017, vol. 2017, # 4, p. 818 - 826
[4] Patent: US2007/88053, 2007, A1. Location in patent: Page/Page column 21
[5] Patent: CN105722823, 2016, A. Location in patent: Paragraph 0502; 0503
Tag:3-Bromo-5-fluorobenzaldehyde(188813-02-7) Related Product Information
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