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| | 2-Chloro-6-cyanopyridine Basic information |
| | 2-Chloro-6-cyanopyridine Chemical Properties |
| Melting point | 85-89 °C | | Boiling point | 245.3±20.0 °C(Predicted) | | density | 1.33±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | pka | -5.77±0.10(Predicted) | | form | powder | | color | White | | InChI | InChI=1S/C6H3ClN2/c7-6-3-1-2-5(4-8)9-6/h1-3H | | InChIKey | PGZHSVWXFKKCNR-UHFFFAOYSA-N | | SMILES | C1(C#N)=NC(Cl)=CC=C1 | | CAS DataBase Reference | 33252-29-8(CAS DataBase Reference) |
| Hazard Codes | Xn,T,Xi | | Risk Statements | 22-37/38-41-36/37/38 | | Safety Statements | 26-36/37/39-37 | | RIDADR | UN 2811 6.1/PG 3 | | WGK Germany | 3 | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29333990 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| | 2-Chloro-6-cyanopyridine Usage And Synthesis |
| Chemical Properties | Off-white Cryst | | Uses | Substrate used in a Negishi coupling reaction with an arylzinc halide catalyzed by Pd-NHC (PEPPSI-Ipr, Catalog No. 668032). | | Synthesis | The reaction was carried out with 2-chloro-6-(methylsulfonyl)pyridine (13.0 g, 67.8 mmol) and sodium cyanide (6.69 g, 136 mmol) in DMF (150 ml) with stirring at 170°C for 18 hours. After completion of the reaction, the mixture was cooled to room temperature, poured into water and extracted with ethyl acetate. The organic phases were combined, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure and the resulting crude product was purified by silica gel column chromatography with the eluent petroleum ether-ethyl acetate (2:1, v/v) to afford 2-chloro-6-cyanopyridine (6.67 g, 71% yield) as white crystals with a melting point of 82.9-83.1 °C. IR (KBr, cm-1): 2253 (CN), 1572, 1431, 1161. 1143, 912, 854, 744. 1H-NMR (CDCl3, δ): 7.57 (1H, d, J = 8.0 Hz), 7.65 (1H, d, J = 8.1 Hz), 7.82 (1H, t, J = 7.8 Hz). | | References | [1] Patent: EP1424336, 2004, A1. Location in patent: Page 41 |
| | 2-Chloro-6-cyanopyridine Preparation Products And Raw materials |
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