2,5-Dibromopyrazine Chemical Properties

Melting point:

45.0 to 49.0 °C

Boiling point:

234.0±35.0 °C(Predicted)

Density 

2.197

Flash point:

95℃

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

-4.28±0.10(Predicted)

form 

powder to crystal

color 

White to Orange to Green

InChI

InChI=1S/C4H2Br2N2/c5-3-1-7-4(6)2-8-3/h1-2H

InChIKey

KIYKHEOWZLJZSB-UHFFFAOYSA-N

SMILES

C1(Br)=NC=C(Br)N=C1

CAS DataBase Reference

23229-26-7

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-36/37/38

Safety Statements 

26-36/37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

2,5-Dibromopyrazine Usage And Synthesis

Application

2,5-Dibromopyrazine is a common organic synthon that can serve as a molecular skeleton in the synthesis of bioactive molecules.

Synthesis

5-bromopyrazin-2-amine (3 g, 17.241 mmol) and bromine (8.2 g, 51.729 mmol) were added to aq. HBr solution at -15° C. Aq. solution of sodium nitrite (2.97 g, 43.0103 mmol) was then added to the mixture over a period of 1 h at -10° C. keeping the internal temperature below 5° C. during addition and stirred for 1 h at 0° C. Progress of reaction was monitored by TLC. After reaction completion reaction mass neutralised with 40percent NaOH solution and extracted with diethyl ether. The organic layer was dried over sodium sulphate and concentrated under reduced pressure (below 30° C.) to yield 2,5-Dibromopyrazine (1 g, 24.4percent) as brown oil.

References

[1] Patent: US2017/291910, 2017, A1. Location in patent: Paragraph 0592-0594
[2] Journal of the American Chemical Society, 1949, vol. 71, p. 2798
[3] Chemistry - A European Journal, 2010, vol. 16, # 19, p. 5645 - 5660
[4] Patent: WO2004/56369, 2004, A1. Location in patent: Page/Page column 24-25

2,5-Dibromopyrazine(23229-26-7)Related Product Information

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• Glipizide
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• Pyrazinamide
• 2,5-Dimethylthiophene
• 2,5-Dimethoxytoluene
• 2,5-Dimethylfuran
• 2,5-DIBROMO-3-METHOXYPYRAZINE
• 2,6-Dibromopyrazine
• 2-AMINO-3,5-DIBROMOPYRAZINE,3,5-DIBROMOPYRAZINE-2-YLAMINE
• methyl 3,6-dibromopyrazine-2-carboxylate
• 2,3-DIBROMOPYRAZINE
• 3,6-dibromopyrazine-2-carbaldehyde
• 3,6-dibromopyrazin-2-amine
• 2,5-Dibromopyrazine
• 3,6-Dibromopyrazine