3-Bromo-2,5-dichloropyridine

Bezeichnung:3-Bromo-2,5-dichloropyridine

CAS-Nr138006-41-4

Englisch Name:3-Bromo-2,5-dichloropyridine

CBNumberCB2377445

SummenformelC5H2BrCl2N

Molgewicht226.89

MOL-Datei138006-41-4.mol

3-Bromo-2,5-dichloropyridine physikalisch-chemischer Eigenschaften

Schmelzpunkt	38-40°C
Siedepunkt	195-198C
Dichte	1,199g/cm
Brechungsindex	1,424-1,426
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
Löslichkeit	soluble in Methanol
pka	-3.02±0.10(Predicted)
Aggregatzustand	powder to crystal
Farbe	Light orange to Yellow to Green
CAS Datenbank	138006-41-4(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi,T
R-Sätze:	36/37/38-41-37/38-25
S-Sätze:	26-45-39
RIDADR	UN2811
Hazard Note	Irritant
HazardClass	6.1
PackingGroup	III
HS Code	2933399990

Gefahreninformationscode (GHS)

3-Bromo-2,5-dichloropyridine 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.
Synthese

137628-16-1

138006-41-4

Example 3 Synthesis of 3-bromo-2,5-dichloropyridine: To a solution of 3-bromo-5-chloropyridin-2-one (84.3 g, 0.404 mol) in N,N-dimethylformamide (DMF, 100 mL) was slowly added phosphorus oxychloride (POCl3, 56.5 mL, 0.61 mol) through a dropping funnel at room temperature, and the process of dropping was continued for 3 hours. Subsequently, the resulting black solution was heated to 70 °C and the reaction was stirred at this temperature for 3 days. Upon completion of the reaction, the mixture was cooled to room temperature and carefully poured into 1 L of ice water. The precipitated solid was collected by filtration and dried in a vacuum oven to afford 81.76 g (89% yield) of the target product 3-bromo-2,5-dichloropyridine as a white solid with a melting point of 39-41 °C. The product was confirmed by infrared spectroscopy (IR, CHCl3), and the main absorption peaks were located at 3867, 3663, 2989, 2734, 1812, 1606, 1547, 1400, 1366, 1230, 1155, 1129, 1074, 1027, 894, 658, and 563 cm-1. Nuclear magnetic resonance hydrogen spectroscopy (1H NMR, 300 MHz, CDCl3) showed signals at δ 8.0 (d, 1H, J = 2.2 Hz) and 8.35 (d, 1H, J = 2.2 Hz). Nuclear magnetic resonance carbon spectra (13C NMR, CDCl3) showed signals at δ 120.43, 130.74, 141.46, 146.64, and 148.99. The high resolution mass spectrum measured the molecular weight of 224.8764, which is consistent with the calculated value of C5H2NBrCl2 (224.8748).
Einzelnachweise
[1] Patent: US5068333, 1991, A

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