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23229-26-7

23229-26-7 Structure

23229-26-7 Structure
IdentificationBack Directory
[Name]

2,5-Dibromopyrazine
[CAS]

23229-26-7
[Synonyms]

5-Dibromopyrazine
2,5-DIBROMOPYRAZINE
2,5-bisbromopyrazine
PYRAZINE,2,5-DIBROMO
2,5-Dibromopyrazine>
2,5-Dibromopyrazine 95% (GC)
2,5-Dibromopyrazine ISO 9001:2015 REACH
3,6-Dibromopyrazine, 2,5-Dibromo-1,4-diazine
[EINECS(EC#)]

805-812-6
[Molecular Formula]

C4H2Br2N2
[MDL Number]

MFCD08061601
[MOL File]

23229-26-7.mol
[Molecular Weight]

237.88
Chemical PropertiesBack Directory
[Melting point ]

45.0 to 49.0 °C
[Boiling point ]

234.0±35.0 °C(Predicted)
[density ]

2.197
[Fp ]

95℃
[storage temp. ]

0-10°C
[form ]

powder to crystal
[pka]

-4.28±0.10(Predicted)
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

22-36/37/38
[Safety Statements ]

26-36/37/39
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[HS Code ]

29339900
Questions And AnswerBack Directory
[Application]

2,5-Dibromopyrazine is a common organic synthon that can serve as a molecular skeleton in the synthesis of bioactive molecules.
Spectrum DetailBack Directory
[Spectrum Detail]

2,5-Dibromopyrazine(23229-26-7)1HNMR
Hazard InformationBack Directory
[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
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