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Pyrazine-2-carbaldehyde

Product Name
Pyrazine-2-carbaldehyde
CAS No.
5780-66-5
Chemical Name
Pyrazine-2-carbaldehyde
Synonyms
2-Formylpyrazine;2-pyrazinylaldehyde;RARECHEM AK ML 0127;Pyrazin-2-carbaldehyde;Pyrazine-2-carbaldehyd;PYRAZINECARBOXALDEHYDE;2-Pyrazinecarbaldehyde;PYRAZINE-2-CARBALDEHYDE;2-Pyrazinecarboxaldehyde;Pyrazine-2-carboxaldehyde
CBNumber
CB7289837
Molecular Formula
C5H4N2O
Formula Weight
108.1
MOL File
5780-66-5.mol
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Pyrazine-2-carbaldehyde Property

Boiling point:
57-58 °C
Density 
1.234±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Cryst.
pka
-0.15±0.10(Predicted)
Appearance
Light yellow to brown Solid
InChI
InChI=1S/C5H4N2O/c8-4-5-3-6-1-2-7-5/h1-4H
InChIKey
DXBWJLDFSICTIH-UHFFFAOYSA-N
SMILES
C1(C=O)=NC=CN=C1
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
HazardClass 
IRRITANT
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
CDS008587
Product name
pyrazine-2-carbaldehyde
Purity
Aldrich<SUP>CPR</SUP>
Packaging
100 mg
Price
$107
Updated
2025/07/31
TRC
Product number
B525015
Product name
Pyrazine-2-carbaldehyde
Packaging
100mg
Price
$60
Updated
2021/12/16
Apolloscientific
Product number
OR1854
Product name
Pyrazine-2-carboxaldehyde
Purity
97%
Packaging
1g
Price
$144
Updated
2021/12/16
AK Scientific
Product number
J55328
Product name
Pyrazine-2-carbaldehyde
Packaging
5g
Price
$330
Updated
2021/12/16
Matrix Scientific
Product number
081707
Product name
Pyrazine-2-carbaldehyde
Purity
95%
Packaging
1g
Price
$561
Updated
2021/12/16
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Pyrazine-2-carbaldehyde Chemical Properties,Usage,Production

Chemical Properties

brown liquid

Synthesis

6164-79-0

5780-66-5

General procedure for the synthesis of pyrazine-2-carbaldehyde from methyl pyrazine-2-carboxylate: 1. Suspend methyl pyrazine-2-carboxylate (20 g, 145 mmol) in anhydrous THF (300.0 mL) and cool to -78°C. 2. Slowly add a solution of lithium aluminum hydride in THF (73.8 mL, 73.8 mmol), keeping the reaction temperature below -72 °C. 3. After addition, continue to stir the reaction mixture at -78 °C for 20 min. 4. the reaction was quenched with glacial acetic acid (20.0 mL) and the mixture was subsequently warmed to room temperature. 5. The volatiles were removed by evaporation and the residue was dissolved in 3N hydrochloric acid (116 mL) and extracted with DCM. 6. The organic phases were combined, washed with saturated aqueous sodium bicarbonate and the solvent was evaporated. 7. The residue was purified by silica gel chromatography, eluting sequentially with DCM/diethyl ether (100:0, 80:20, 0:100) to give pyrazine-2-carbaldehyde (15.67 g, 100%). 8. The resulting pyrazine-2-carbaldehyde was immediately dissolved in chloroform (200 mL) cooled to 0 °C, hydroxylamine monohydrochloride (11.02 g, 159.5 mmol) and triethylamine (24.2 mL, 117.4 mmol) were added. 9. The reaction mixture was stirred at ambient temperature for 0.5 hours, followed by evaporation to remove the solvent. 10. The residue was suspended in diethyl ether (500 mL) and filtered to remove insoluble material. 11. The filtrate was evaporated and the residue was purified by silica gel chromatography, eluting sequentially with DCM/diethyl ether (100:0, 80:20, 0:100) to give the title compound (5.5 g, 31%) as a solid. NMR (DMSO-d6): δ 8.15 (s, 1H), 8.62 (dd, 2H), 8.99 (s, 1H).

References

[1] Patent: WO2005/40159, 2005, A1. Location in patent: Page/Page column 212-213
[2] Tetrahedron Letters, 2009, vol. 50, # 28, p. 4030 - 4032
[3] Inorganic Chemistry, 2013, vol. 52, # 11, p. 6481 - 6501
[4] Chemical Communications, 2007, # 38, p. 3957 - 3959
[5] Journal of the American Chemical Society, 1990, vol. 112, # 17, p. 6248 - 6254

Pyrazine-2-carbaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

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Pyrazine-2-carbaldehyde Suppliers

A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
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View Lastest Price from Pyrazine-2-carbaldehyde manufacturers

Career Henan Chemical Co
Product
Pyrazine-2-carbaldehyde 3780-66-5
Price
US $1.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-18
Career Henan Chemical Co
Product
Pyrazine-2-carbaldehyde 5780-66-5
Price
US $1.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
200KG
Release date
2018-12-23

5780-66-5, Pyrazine-2-carbaldehydeRelated Search:


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