| Identification | More | [Name]
2-Chloro-6-cyanopyridine | [CAS]
33252-29-8 | [Synonyms]
2-CHLORO-6-CYANOPYRIDINE
6-CHLORO-2-CYANOPYRIDINE
6-CHLOROPICOLINONITRILE
6-CHLOROPYRIDINE-2-CARBONITRILE
2-Cyno-6-chloropyridine
P-1002-Chloro-6-Cyanopyridine
2-Pyridinecarbonitrile, 6-chloro-
6-Chloro-2-pyridinecarbonitrile
2-Chloro-6-pyridinenitrile | [EINECS(EC#)]
251-429-7 | [Molecular Formula]
C6H3ClN2 | [MDL Number]
MFCD00274527 | [Molecular Weight]
138.55 | [MOL File]
33252-29-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-white Cryst | [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 | [form ]
powder | [pka]
-5.77±0.10(Predicted) | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,T,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S37:Wear suitable gloves . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [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 |
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