Pyridin-2,6-dicarbonitril

Bezeichnung:Pyridin-2,6-dicarbonitril

CAS-Nr2893-33-6

Englisch Name:2,6-Pyridinedicarbonitrile

CBNumberCB1212284

SummenformelC7H3N3

Molgewicht129.12

MOL-Datei2893-33-6.mol

Synonyma

Pyridin-2,6-dicarbonitril

Pyridin-2,6-dicarbonitril physikalisch-chemischer Eigenschaften

Schmelzpunkt	123-127 °C (lit.)
Siedepunkt	290.0±20.0 °C(Predicted)
Dichte	1.25±0.1 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Aggregatzustand	solid
pka	-5.87±0.10(Predicted)
Farbe	Off-white to light brown
InChI	InChI=1S/C7H3N3/c8-4-6-2-1-3-7(5-9)10-6/h1-3H
InChIKey	XNPMXMIWHVZGMJ-UHFFFAOYSA-N
SMILES	C1(C#N)=NC(C#N)=CC=C1
CAS Datenbank	2893-33-6

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	20/21/22-36/37/38
S-Sätze:	26-36
WGK Germany	3
HS Code	29333990

Gefahreninformationscode (GHS)

2,6-Pyridinedicarbonitrile Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
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:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
white to off-white powder
Verwenden
2,6-Pyridinedicarbonitrile may be used to synthesize bis-tetrazoles and pyridine-based tridentate ligand 2,6-bis(α-aminoisopropyl)pyridine.
Allgemeine Beschreibung
2,6-Pyridinedicarbonitrile is a heterocyclic dinitrile. Its biotransformation by Rhodococcus erythropolis A4 to 6-cyanopyridine-2-carboxamide has been reported.
Synthese

499-83-2

2893-33-6

The general procedure for the synthesis of 2,6-pyridinedicarbonitrile from pyridine-2,6-dicarboxylic acid was carried out as follows: liquid ammonia (0.5 ml) and acetonitrile (50 ml) were mixed in a cold bath at -40 °C, followed by the addition of pyridine-2,6-dicarboxylic acid (1.67 g). After raising the temperature of the mixture to 0°C, phosphorus pentachloride (4 g) was added in batches. The reaction mixture was stirred at room temperature for 2 hours to ensure complete reaction. After completion of the reaction, the solvent was removed by concentration under reduced pressure. The residue was dissolved with dichloromethane and subsequently washed with saturated sodium bicarbonate solution to neutrality. The organic layer was dried with anhydrous magnesium sulfate and concentrated again. The resulting solid was recrystallized by isopropanol to give white crystals of 2,6-pyridinedicarbonitrile (1.13 g) in 88% yield.
Einzelnachweise
[1] Patent: CN105503716, 2016, A. Location in patent: Paragraph 0016
[2] Journal of Organic Chemistry, 2015, vol. 80, # 5, p. 2676 - 2699
[3] Chemical Communications, 2017, vol. 53, # 42, p. 5718 - 5720

2,6-Pyridinedicarbonitrile Upstream-Materialien And Downstream Produkte

Pyridin-2,6-dicarbonitril Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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