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
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
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39
- HazardClass
- IRRITANT
- HS Code
- 29339900
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.
N-Bromosuccinimide Price
- Product number
- CDS008587
- Product name
- pyrazine-2-carbaldehyde
- Purity
- Aldrich<SUP>CPR</SUP>
- Packaging
- 100 mg
- Price
- $107
- Updated
- 2025/07/31
- Product number
- B525015
- Product name
- Pyrazine-2-carbaldehyde
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- OR1854
- Product name
- Pyrazine-2-carboxaldehyde
- Purity
- 97%
- Packaging
- 250mg
- Price
- $58
- Updated
- 2021/12/16
- Product number
- OR1854
- Product name
- Pyrazine-2-carboxaldehyde
- Purity
- 97%
- Packaging
- 1g
- Price
- $144
- Updated
- 2021/12/16
- Product number
- J55328
- Product name
- Pyrazine-2-carbaldehyde
- Packaging
- 5g
- Price
- $330
- Updated
- 2021/12/16
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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View Lastest Price from Pyrazine-2-carbaldehyde manufacturers
- 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
- 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