| Identification | Back Directory | [Name]
3-Fluoro-5-trifluoromethyl-pyridine-2-carbonitrile | [CAS]
80194-71-4 | [Synonyms]
3-Fluoro-5-(trifluoroMethyl)picolinonitrile
2-Cyano-3-fluoro-5-(trifluoromethyl)pyridine
3-Fluoro-5-trifluoromethyl-pyridine-2-carbonitrile
2-Pyridinecarbonitrile, 3-fluoro-5-(trifluoromethyl)- | [EINECS(EC#)]
937-550-4 | [Molecular Formula]
C7H2F4N2 | [MDL Number]
MFCD11848039 | [MOL File]
80194-71-4.mol | [Molecular Weight]
190.1 |
| Chemical Properties | Back Directory | [Boiling point ]
90-94 °C(Press: 30 Torr) | [density ]
1.46±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [pka]
-5.17±0.20(Predicted) | [Appearance]
Colorless to light yellow Liquid |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-cyano-3-fluoro-5-trifluoromethylpyridine from 3-chloro-2-cyano-5-trifluoromethylpyridine: Cesium fluoride (9.6 g, 63 mmol) and potassium carbonate (250 mg, 1.8 mmol) were suspended in anhydrous DMSO (50 mL) under nitrogen protection, heated to 80 °C and then added 3-chloro-2-cyano-5-trifluoromethyl pyridine (8.7 g, 42 mmol). After 10 min of reaction, the mixture was heated to 95 °C and maintained for 20 min. After completion of the reaction, it was cooled to 55 °C and poured into ice water. It was extracted twice with hexane and then once with dichloromethane. The organic phases were combined and evaporated to give the solid product 2-cyano-3-fluoro-5-trifluoromethylpyridine (8 g, 100% yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 7.91 (1H, d, J=7.6 Hz), 8.84 (1H, s). | [References]
[1] Patent: WO2005/47279, 2005, A1. Location in patent: Page/Page column 56
[2] Patent: US33478, 1990, E1
[3] Patent: US4565568, 1986, A
[4] Patent: US4678509, 1987, A |
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