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5-Fluoro-2-methylpyridine

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5-Fluoro-2-methylpyridine Basic information

Product Name:
5-Fluoro-2-methylpyridine
Synonyms:
  • 2-methyl-5-fluoro-pyridine
  • 5-Fluoro-2-methylpyridine 98+%
  • 3-FLUORO-6-METHYLPYRIDINE (3-FLUORO-6-PICOLINE)
  • 5-FLUORO-2-METHYLPYRIDINE (5-FLUORO-2-PICOLINE)
  • 5-FLUORO-2-PICOLINE5-FLUORO-2-METHYLPYRIDINE
  • 5-FLUORO-2-METHYLPYRIDINE
  • 5-FLUORO-2-PICOLINE
  • 3-FLUORO-6-METHYLPYRIDINE
CAS:
31181-53-0
MF:
C6H6FN
MW:
111.12
Product Categories:
  • Pyridines
  • Pyridine
Mol File:
31181-53-0.mol
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5-Fluoro-2-methylpyridine Chemical Properties

Boiling point:
135-136 C
Density 
1.077g/ml
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
liquid
pka
3.53±0.10(Predicted)
color 
Clear, almost colourless
CAS DataBase Reference
31181-53-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
T,Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
HazardClass 
IRRITANT
HS Code 
2933399990
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5-Fluoro-2-methylpyridine Usage And Synthesis

Synthesis

5-Amino-2-methyl pyridine (2.8 g, 25.9 mmol) was added to a mixture of water (15 mL) and cone. HCl (7 mL) and cooled to 0°C. NaNO2 (3.5 g, 51.8 mmol) was added portion-wise with stirring over 10 min whilst keeping the reaction temperature between -5℃ and O℃. After stirring for 10 min 60 % w/w HPF6 (14 mL) was added dropwise with cooling, at which point a precipitate formed. This was filtered, washed with cold water and diethyl ether and dried. The solid was then heated slowly to 100℃; the reaction being very exothermic. After 5 min a dark red oily material formed which was then cooled to r.t. The oil was basifed with dilute sodium hydroxide to pH ~10 and extracted with dichloromethane. The combined organics were dried over sodium sulfate, filtered and evaporated in vacuo. The residue was purified by column chromatography over neutral alumina using 20 % dichloromethane-petroleum ether to yield 5-fluoro-2- methyl pyridine (1.57 g, 55%) as an oil.

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