ChemicalBook--->CAS DataBase List--->1480-87-1

1480-87-1

1480-87-1 Structure

1480-87-1 Structure
IdentificationMore
[Name]

2-Fluoro-3-nitropyridine
[CAS]

1480-87-1
[Synonyms]

2-FLUORO-3-NITROPYRIDINE
[EINECS(EC#)]

675-588-0
[Molecular Formula]

C5H3FN2O2
[MDL Number]

MFCD03095068
[Molecular Weight]

142.09
[MOL File]

1480-87-1.mol
Chemical PropertiesBack Directory
[Melting point ]

18℃
[Boiling point ]

110℃/10mm
[density ]

1.439±0.06 g/cm3(Predicted)
[refractive index ]

1.5300 to 1.5340
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

Low Melting Solid
[pka]

-4.47±0.10(Predicted)
[color ]

Yellow
[Water Solubility ]

Slightly soluble in water.
[CAS DataBase Reference]

1480-87-1(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[Hazard Codes ]

T,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 .
[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 .
[Hazard Note ]

Toxic
[HazardClass ]

IRRITANT
[HS Code ]

2933399990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sulfuric acid-->Sodium nitrite-->Pyridine-->Sodium fluoride-->2-Amino-3-nitropyridine-->2-Chloro-3-nitropyridine-->Caesium fluoride-->Dimethyl sulfoxide
[Preparation Products]

2-Hydrazino-3-nitropyridine-->3-nitro-N-propyl-2-pyridinamine
Hazard InformationBack Directory
[Uses]

2-Fluoro-3-nitropyridine is used as a pharmaceutical intermediate.
[Synthesis]

2-Chloro-3-nitropyridine

5470-18-8

2-Fluoro-3-nitropyridine

1480-87-1

General procedure for the synthesis of 2-fluoro-3-nitropyridine from 2-chloro-3-nitropyridine: 2-chloro-3-nitropyridine (1.00 g, 6.76 mmol) was dissolved in DMSO (33.8 ml) at room temperature, followed by addition of CsF (2.053 g, 13.51 mmol). The reaction mixture was stirred in air at 110°C for 20 hrs. After completion of the reaction, the reaction mixture was quenched with ice water and extracted with EtOAc. The organic layer was separated, washed sequentially with water and brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure. Purification of the residue by column chromatography (silica gel as stationary phase and EtOAc/hexane as eluent) afforded 2-fluoro-3-nitropyridine (0.639 g, 4.86 mmol, 71.9% yield) as a colorless oil. Similarly, compounds 3B'-8B' can be prepared according to the synthesis of 2B' above.

[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, 1986, vol. 24, # 11, p. 3213 - 3221
[4] Journal of Labelled Compounds and Radiopharmaceuticals, 2004, vol. 47, # 6, p. 373 - 383
[5] Tetrahedron, 2001, vol. 57, # 4, p. 739 - 750
Spectrum DetailBack Directory
[Spectrum Detail]

2-Fluoro-3-nitropyridine(1480-87-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

1480-87-1(sigmaaldrich)
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