| Identification | More | [Name]
3-Cyano-2-fluoropyridine | [CAS]
3939-13-7 | [Synonyms]
2-FLUORO-3-CYANOPYRIDINE
2-FLUORO-3-PYRIDINECARBONITRILE
2-FLUOROPYRIDINE-3-CARBONITRILE
3-CYANO-2-FLUOROPYRIDINE
2-Fluoronicotinonitrile
3-Cyano-4-fluoropyridine
3-Fluoro-4-cyanopyridine | [EINECS(EC#)]
678-765-0 | [Molecular Formula]
C6H3FN2 | [MDL Number]
MFCD03095082 | [Molecular Weight]
122.1 | [MOL File]
3939-13-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
27-30°C | [Boiling point ]
214.6±20.0 °C(Predicted) | [density ]
1.24±0.1 g/cm3(Predicted) | [Fp ]
98℃ | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
powder to lump | [pka]
-3.88±0.10(Predicted) | [color ]
White to Dark green | [BRN ]
386567 | [InChI]
InChI=1S/C6H3FN2/c7-6-5(4-8)2-1-3-9-6/h1-3H | [InChIKey]
USIDQCCXMGJOJM-UHFFFAOYSA-N | [SMILES]
C1(F)=NC=CC=C1C#N | [CAS DataBase Reference]
3939-13-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R5:Heating may cause an explosion. | [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 .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S3:Keep in a cool place . | [RIDADR ]
3276 | [WGK Germany ]
3 | [Hazard Note ]
Harmful/Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Uses]
3-Cyano-2-fluoropyridine have been successfully used in preparation of compounds with diverse spectrum of biological activity. Other 3-cyano-2-fluoropyridine can potentially be used as promising agents for the positron emission tomography (PET). Additionally, it has previously been demonstrated that 3-cyanopyridines can be transformed into -amides, -carboxylic acids, and -esters. | [Synthesis]
General method: 2-chloro-3-cyanopyridine (1.00 g, 6.76 mmol) was dissolved in DMSO (33.8 ml) at room temperature, followed by the addition of CsF (2.053 g, 13.51 mmol). The reaction mixture was stirred in air at 110 °C for 20 hours. After completion of the reaction, the reaction was quenched with water at room temperature and extracted with EtOAc. The organic layer was separated, washed sequentially with water and brine, dried over anhydrous Na2SO4 and subsequently concentrated under reduced pressure. Purification of the residue by column chromatography (silica gel as stationary phase and EtOAc in hexane as eluent) afforded 2-fluoro-3-cyanopyridine (0.639 g, 4.86 mmol, 71.9% yield) as a colorless oil. Compounds 3B'-8B' were prepared by a method similar to the synthetic procedure described above for 2B'. | [References]
[1] European Journal of Inorganic Chemistry, 2017, vol. 2017, # 2, p. 330 - 339
[2] Tetrahedron Letters, 2015, vol. 56, # 44, p. 6043 - 6046
[3] Heterocycles, 1992, vol. 34, # 8, p. 1507 - 1510
[4] Organic Letters, 2015, vol. 17, # 8, p. 1866 - 1869
[5] Journal of Organic Chemistry, 2015, vol. 80, # 24, p. 12137 - 12145 |
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