3,6-Dimethyl Pyridazine
3,6-Dimethyl Pyridazine Basic information
- Product Name:
- 3,6-Dimethyl Pyridazine
- Synonyms:
-
- 3,6-Dimethyl Pyridazine
- Pyridazine, 3,6-diMethyl-
- 3,6-dimethylpyridazin
- 3,6-Dimethyl Pyridazine ISO 9001:2015 REACH
- CAS:
- 1632-74-2
- MF:
- C6H8N2
- MW:
- 108.14
- Mol File:
- 1632-74-2.mol
3,6-Dimethyl Pyridazine Chemical Properties
- Melting point:
- 32-33℃
- Boiling point:
- 228℃
- Density
- 0.997
- Flash point:
- 100℃
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 4.04±0.10(Predicted)
- Appearance
- Light yellow to yellow <32°C Solid,>33°C Liquid
- InChI
- InChI=1S/C6H8N2/c1-5-3-4-6(2)8-7-5/h3-4H,1-2H3
- InChIKey
- BGVTUIRPHLSMJU-UHFFFAOYSA-N
- SMILES
- C1(C)=NN=C(C)C=C1
3,6-Dimethyl Pyridazine Usage And Synthesis
Synthesis
110-13-4
1632-74-2
Step A: A mixed solution of 2,5-hexanedione (6 mL, 51 mmol) and hydrazine monohydrate (2.5 mL, 51 mmol) in ethanol (50 mL) was heated to reflux for 3 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was mixed with 10% Pd/C catalyst (1.1 g) in anhydrous benzene (200 mL) and heated to reflux overnight. After the reaction mixture was cooled to room temperature, it was filtered through a diatomaceous earth pad to remove the catalyst. The filtrate was concentrated and purified by silica gel column chromatography (eluent: dichloromethane solution containing 6% methanol) to afford 3,6-dimethylpyrazine (3.1 g, 56% yield) as a light brown oil.1H NMR (500 MHz, CDCl3): δ 7.23 (2H, s), 2.69 (6H, s).
References
[1] Patent: US9617268, 2017, B2. Location in patent: Page/Page column 395; 396
[2] Journal of the American Chemical Society, 1956, vol. 78, p. 1961,1964
[3] Journal of the American Chemical Society, 1938, vol. 60, p. 2456
[4] Journal of the Chemical Society - Dalton Transactions, 1996, # 10, p. 2117 - 2122
[5] Gazzetta Chimica Italiana, 1950, vol. 80, p. 783,786
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