2,5-Dichloro-3-nitropyridine Chemical Properties

Melting point:

41-45 °C

Boiling point:

265.3±35.0 °C(Predicted)

Density 

1.629±0.06 g/cm3(Predicted)

Flash point:

>110°(230°F)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

pka

-4.99±0.10(Predicted)

form 

Crystalline Powder and/or Chunks

color 

Light beige-green to orange

CAS DataBase Reference

21427-62-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi,T

Risk Statements 

36/37/38-22-43-41-37/38-25

Safety Statements 

36/37/39-26-45

RIDADR 

2811

WGK Germany 

1

Hazard Note 

Harmful

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

29333990

MSDS

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2,5-Dichloro-3-nitropyridine Usage And Synthesis

Chemical Properties

Light yellow crystalline powder

Uses

2,5-Dichloro-3-Nitropyridine has useful herbicidal properties. Furthermore, it is useful as a chemical intermediate for dyes, pharmaceutical and other agricultural applications.

Synthesis

(Step 1) 5-Chloro-3-nitropyridin-2-amine (10.0 g, 57.6 mmol) was dissolved in concentrated hydrochloric acid (100 mL), cooled to -10 °C and stirred continuously. An aqueous solution of sodium nitrite (9.94 g, 144 mmol) was slowly added dropwise (20 mL) over 30 min. After the dropwise addition, the reaction mixture was kept at 0 °C with continued stirring for 1 hour. Subsequently, the pH of the reaction solution was adjusted to 9 with 1N aqueous sodium hydroxide solution and then extracted with ethyl acetate. Insoluble impurities were removed by filtration and the organic layer was washed with saturated brine and dried with anhydrous magnesium sulfate. After filtration, the solvent was removed by distillation under reduced pressure to afford the target product 2,5-dichloro-3-nitropyridine (6.50 g, yield: 58.5%) as a solid.1H-NMR (CDCl3) δ: 8.60 (1H, d, J = 2.9 Hz), 8.24 (1H, d, J = 2.6 Hz).

References

[1] Patent: WO2007/67875, 2007, A2. Location in patent: Page/Page column 15
[2] Patent: JP2016/56134, 2016, A. Location in patent: Paragraph 0165; 0166; 0167
[3] Patent: JP2016/56133, 2016, A. Location in patent: Paragraph 0158; 0159
[4] Patent: EP3109239, 2016, A1. Location in patent: Paragraph 0189
[5] Journal of the Chemical Society, 1952, p. 2042,2044

2,5-Dichloro-3-nitropyridine(21427-62-3)Related Product Information

• 3,5-Dichloropyridine
• 2-Chloro-3-hydroxypyridine
• Clopyralid
• 2-Bromo-5-nitropyridine
• 4-Chloro-3-nitropyridine
• 3-Aminopyridine
• 3-Hydroxypyridine
• 3-Nitrotoluene
• 2-Chloro-5-chloromethylpyridine
• 2,5-Dichloropyridine
• 2-Chloro-3-nitropyridine
• 3-Nitropyridine
• 2,4-Dichloro-3-nitropyridine
• 5-CHLORO-3-PYRIDINAMINE
• 2,5-Dichloropyridin-3-amine
• 3-CHLORO-5-NITROPYRIDINE
• 2,6-DICHLORO-3-NITRO-4-AMINOPYRIDINE
• 2,6-Dichloro-3-nitropyridine