Pyrazine N-oxide
- CAS No.
- 2423-65-6
- Chemical Name:
- Pyrazine N-oxide
- Synonyms
- Pyrazine N-oxide;Pyrazine-1-oxide;RARECHEM BG FB 0041;1-oxidopyrazin-1-ium;Pyrazine N-oxide 97%;Pyrazine N-oxide
- CBNumber:
- CB2470485
- Molecular Formula:
- C4H4N2O
- Molecular Weight:
- 96.09
- MDL Number:
- MFCD00190582
- MOL File:
- 2423-65-6.mol
- MSDS File:
- SDS
| Melting point | 112-116 °C |
|---|---|
| Boiling point | 126-127 °C(Press: 14 Torr) |
| Density | 1.19±0.1 g/cm3(Predicted) |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| form | solid |
| pka | 0.45±0.39(Predicted) |
| Appearance | Light yellow to yellow Solid |
| InChI | 1S/C4H4N2O/c7-6-3-1-5-2-4-6/h1-4H |
| InChIKey | RUIZBQQGWNBRFH-UHFFFAOYSA-N |
| SMILES | [O-][n+]1ccncc1 |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS02,GHS05,GHS07 |
|---|---|
| Signal word | Danger |
| Hazard statements | H228-H302-H315-H318-H335 |
| Precautionary statements | P210-P240-P280-P301+P312-P302+P352-P305+P351+P338 |
| target organs | Respiratory system |
| PPE | Eyeshields, Gloves, type P3 (EN 143) respirator cartridges |
| Hazard Codes | F,Xn |
| Risk Statements | 11-22-37/38-41 |
| Safety Statements | 26-39 |
| RIDADR | UN 1325 4.1/PG 2 |
| WGK Germany | 3 |
| Storage Class | 4.1B - Flammable solid hazardous materials |
| Hazard Classifications | Acute Tox. 4 Oral Eye Dam. 1 Flam. Sol. 1 Skin Irrit. 2 STOT SE 3 |
Pyrazine N-oxide price More Price(20)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 678260 | Pyrazine N-oxide 97% | 2423-65-6 | 5g | $286 | 2023-06-20 | Buy |
| Activate Scientific | AS12184 | Pyrazine N-oxide 95% | 2423-65-6 | 1g | $126 | 2026-06-04 | Buy |
| Activate Scientific | AS12184 | Pyrazine N-oxide 95% | 2423-65-6 | 5g | $444 | 2026-06-04 | Buy |
| aablocks | AA006WRP | Pyrazine 1-oxide 98% | 2423-65-6 | 250mg | $40 | 2026-05-28 | Buy |
| aablocks | AA006WRP | Pyrazine 1-oxide 98% | 2423-65-6 | 1g | $85 | 2026-05-28 | Buy |
Pyrazine N-oxide Chemical Properties, Uses, Production
Synthesis
290-37-9
2423-65-6
General procedure 1: Diazine oxidation; Pyrazine (1 eq.) and mCPBA (1 eq.) were dissolved in DCM (0.2 M). The reaction mixture was stirred at room temperature for 16 hours. PPh3 (0.5 eq.) was then added to quench the unreacted peracid and stirring was continued for 4 hours. After completion of the reaction, the solvent was removed by concentration under reduced pressure and the residue was purified by silica gel column chromatography. The synthesis of pyrazine-N-oxide was carried out according to the general procedure 1 using 100% EtOAc as the initial eluent, followed by switching to 20% MeOH/EtOAc mixed solvent in a gradient elution to give a white solid product in 88% yield. The product was characterized as follows: 1H NMR (300 MHz, CDCl3, 293 K, TMS): δ 8.50 (2H, d, J = 3.9 Hz), 8.14 (2H, d, J = 4.8 Hz); 13C NMR (75 MHz, CDCl3, 293 K, TMS): 147.8, 134.0; HRMS (ESI) m/z calculated for C4H4N2O [M]+: 96.0324, found: 96.0295; mp: 103.2-104.5 °C; IR (νmax/cm-1): 3120, 3088, 1595, 861, 847, 838; Rf (20% MeOH/EtOAc): 0.3.
Purification Methods
If the sample contains pyrazine-1-oxide, then place it in a Soxhlet extractor and extract it with hot pet ether (b 60-68o) in which the mono-oxide is soluble. Collect the dioxide from the thimble and recrystallise it from MeOH. It is dried in vacuo. It has at 1270cm-1 . [Koelsch & Gumprecht J Org Chem 23 1605 1958.]
References
[1] Organic Letters, 2017, vol. 19, # 18, p. 4707 - 4709
[2] Organic Letters, 2018, vol. 20, # 8, p. 2346 - 2350
[3] Angewandte Chemie - International Edition, 2006, vol. 45, # 46, p. 7781 - 7786
[4] Patent: US2008/132698, 2008, A1. Location in patent: Page/Page column 17-18
[5] Chemical Communications, 2015, vol. 51, # 12, p. 2425 - 2428
Pyrazine N-oxide Preparation Products And Raw materials
Raw materials
Preparation Products
Pyrazine N-oxide Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Adamas Reagent, Ltd. | 400-6009262 15618770481 | yhx@titansci.com | China | 14098 | 59 |
| Syntechem Co.,Ltd | info@syntechem.com | China | 12973 | 57 | |
| Beijing Taiya Jie Technology Development Co., Ltd. | 021-33690831-8001 13552411790;18616022633 | postmaster@tyjchem.cn | China | 1541 | 55 |
| Shanghai Xingui Biotechnology Co., Ltd. | 15121041756 | xingui2022@126.com | China | 9954 | 58 |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66028182 17714375163 | yftan@aikonchem.com | China | 16674 | 50 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51389 | 80 |
| Shanghai Wuping Biological Technology Co., Ltd. | 18501609135 | 182517690@qq.com | China | 237 | 55 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Jinan Kaixi Biotechnology Co., Ltd. | 13370511208; 15853141736 | 461667177@qq.com | China | 764 | 55 |
| Shanghai Chaolan Chemical Technology Center | QQ：65489617 13301690235 | Sales@ATKchemical.com | China | 9729 | 58 |
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