3-Bromo-5-fluorobenzaldehyde

Bezeichnung:3-Bromo-5-fluorobenzaldehyde

CAS-Nr188813-02-7

Englisch Name:3-Bromo-5-fluorobenzaldehyde

CBNumberCB2175256

SummenformelC7H4BrFO

Molgewicht203.01

MOL-Datei188813-02-7.mol

3-Bromo-5-fluorobenzaldehyde physikalisch-chemischer Eigenschaften

Schmelzpunkt	41-43℃
Siedepunkt	231.0±20.0 °C(Predicted)
Dichte	1.43
storage temp.	Inert atmosphere,2-8°C
Aggregatzustand	Solid
Aussehen	White to yellow <41°C Solid,>43°C Liquid
Wasserlöslichkeit	Slightly soluble in water.
Sensitive	Light Sensitive
CAS Datenbank	188813-02-7(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36/37/39
HazardClass	IRRITANT
HS Code	2913000090

Gefahreninformationscode (GHS)

3-Bromo-5-fluorobenzaldehyde Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Verwenden
3-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.
Synthese

1435-51-4

68-12-2

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.
Einzelnachweise
[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

3-Bromo-5-fluorobenzaldehyde Upstream-Materialien And Downstream Produkte

3-Bromo-5-fluorobenzaldehyde Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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