| Identification | More | [Name]
2-BROMO-6-FLUOROPYRIDINE | [CAS]
144100-07-2 | [Synonyms]
2-BROMO-6-FLUOROPYRIDINE | [Molecular Formula]
C5H3BrFN | [MDL Number]
MFCD03095258 | [Molecular Weight]
175.99 | [MOL File]
144100-07-2.mol |
| Questions And Answer | Back Directory | [Synthesis]
2-Bromo-6-fluoropyridine was synthesized from 2-bromopyridine via mixed acid nitration, nitro reduction, diazotization, and the introduction of fluorine atoms through the Schiemann reaction. This route simplifies the experimental procedure and avoids the problems of low yield and poor purity reported in the literature regarding the synthesis of the starting material 2-chloro-5-aminopyridine, the separation of intermediate products, and the purification of the final product. The optimal process conditions (reaction temperature, reaction time, and molar yield) for each step were as follows: nitration: 45℃, 2h, 41%; nitro reduction: reflux, 1h, 90%; diazotization: -5℃ to 0℃, 2h, 81.4%; Schiemann reaction: 130℃, 0.5h, with an overall yield of 51.6% for both steps. The synthetic reaction formula is shown in the figure below:  Figure 2-bromo-6-fluoropyridine |
| Chemical Properties | Back Directory | [Melting point ]
30-32°C | [Boiling point ]
162-164°C | [density ]
1.707±0.06 g/cm3(Predicted) | [refractive index ]
1.532 | [Fp ]
74.9° | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
powder to lump to clear liquid | [pka]
-4.87±0.10(Predicted) | [color ]
White or Colorless to Light yellow | [InChI]
InChI=1S/C5H3BrFN/c6-4-2-1-3-5(7)8-4/h1-3H | [InChIKey]
ZIDIKYIZXMYHAW-UHFFFAOYSA-N | [SMILES]
C1(Br)=NC(F)=CC=C1 | [CAS DataBase Reference]
144100-07-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS06 | [Signal word ]
Warning | [Hazard statements ]
H301-H311-H315-H319-H332-H335 | [Precautionary statements ]
P280h-P305+P351+P338-P309-P310 | [Hazard Codes ]
Xi,Xn,F | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R10:Flammable. | [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 .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN2811 | [WGK Germany ]
WGK 1 | [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [HazardClass ]
IRRITANT | [HS Code ]
29333990 | [Storage Class]
10 - Combustible liquids |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Uses]
2-Bromo-6-fluoropyridine is a versatile building block that can create a range of compounds, such as 2-Bromo-6-hydrazinylpyridine, 2-Amino-6-bromopyridine, etc. It is a useful intermediate and can be applied in synthesising high-quality reagents, speciality chemicals, and complex compounds. It has been used as a reaction component in synthesising 2-(2-bromoethoxy)pyridine and 2-bromopyridine.
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