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4-Chloro-2,6-dimethylpyridine

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4-Chloro-2,6-dimethylpyridine Basic information

Product Name:
4-Chloro-2,6-dimethylpyridine
Synonyms:
  • 4-Chloro-2,6-lutidine
  • 4-Chloro-2,6-dimehtylpyridine
  • Pyridine, 4-chloro-2,6-dimethyl-
  • 4-Chloro-2,6-dimethylpyridine ISO 9001:2015 REACH
CAS:
3512-75-2
MF:
C7H8ClN
MW:
141.6
Product Categories:
  • Heterocycle-Pyridine series
Mol File:
3512-75-2.mol
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4-Chloro-2,6-dimethylpyridine Chemical Properties

Boiling point:
83-90 °C(Press: 40 Torr)
Density 
1.113±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
5.22±0.10(Predicted)
form 
liquid
color 
Clear, colourless
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Safety Information

Hazard Codes 
Xi
HS Code 
2933399990
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4-Chloro-2,6-dimethylpyridine Usage And Synthesis

Synthesis

13603-44-6

3512-75-2

(1) Synthesis of 4-chloro-2,6-dimethylpyridine: 2,6-dimethyl-4-hydroxypyridine (1 g) was dissolved in phosphoryl chloride (5 mL). The reaction mixture was stirred at 100 °C for 6 hours. Upon completion of the reaction, the reaction was quenched by the slow addition of water, followed by adjusting the pH to neutral with 5N aqueous sodium hydroxide and liquid-liquid extraction with ethyl acetate. The organic layers were combined, washed with saturated brine and then dried with anhydrous magnesium sulfate. The desiccant was removed by filtration and the filtrate was concentrated under reduced pressure to afford the target product 4-chloro-2,6-dimethylpyridine (1.15 g). The product was characterized by 1H-NMR (400 MHz, CDCl3): δ (ppm) 2.51 (s, 6H), 6.99 (s, 2H).

References

[1] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 2, p. 630 - 639
[2] Patent: US2013/143907, 2013, A1. Location in patent: Paragraph 0485; 0486

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