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| | 1,3-Dimethyl-5-pyrazolone Basic information |
| Product Name: | 1,3-Dimethyl-5-pyrazolone | | Synonyms: | 1,3-diMethyl-5-pyrozolone;NSC 304;2,5-DiMethyl-1H-pyrazol-3(2H)-one;2,5-Dimethyl-2,4-dihydro-3H-pyrazol-3-one;2-Pyrazolin-5-one, 1,3-dimethyl-;BUTTPARK 82\11-61;1,3-DIMETHYL-4,5-DIHYDRO-1H-PYRAZOL-5-ONE;1,3-DIMETHYLPYRAZOLONE | | CAS: | 2749-59-9 | | MF: | C5H8N2O | | MW: | 112.13 | | EINECS: | 220-389-2 | | Product Categories: | Heterocycles;Miscellaneous Reagents;Intermediates of Dyes and Pigments;Pyrazole;Pyrazoles & Triazoles | | Mol File: | 2749-59-9.mol |  |
| | 1,3-Dimethyl-5-pyrazolone Chemical Properties |
| Melting point | 117°C | | Boiling point | 210.05°C (rough estimate) | | density | 1.1524 (rough estimate) | | refractive index | 1.4730 (estimate) | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly, Sonicated), Met | | form | Solid | | pka | 2.93±0.50(Predicted) | | color | Off-White to Light Beige | | Water Solubility | almost transparency | | InChI | InChI=1S/C5H8N2O/c1-4-3-5(8)7(2)6-4/h3H2,1-2H3 | | InChIKey | JXPVQFCUIAKFLT-UHFFFAOYSA-N | | SMILES | N1=C(C)CC(=O)N1C | | CAS DataBase Reference | 2749-59-9(CAS DataBase Reference) | | NIST Chemistry Reference | 3H-Pyrazol-3-one, 2,4-dihydro-2,5-dimethyl-(2749-59-9) | | EPA Substance Registry System | 3H-Pyrazol-3-one, 2,4-dihydro-2,5-dimethyl- (2749-59-9) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36/37/39 | | Hazard Note | Irritant | | TSCA | TSCA listed | | HS Code | 2933199090 |
| | 1,3-Dimethyl-5-pyrazolone Usage And Synthesis |
| Chemical Properties | Light Beige Solid | | Uses | 1,3-Dimethyl-5-pyrazolone (cas# 2749-59-9) is a compound useful in organic synthesis. | | Synthesis | Methylhydrazine (4.47 mL, 84.99 mmol) was added slowly and dropwise to a solution of ethyl 3-oxohexanoate (11.06 g, 84.99 mmol) in anhydrous ethanol (100 mL) at 0 °C. The reaction system was naturally warmed to room temperature with continuous stirring for 3.5 hours. Subsequently, the reaction mixture was heated to 60 °C and the reaction was continued for 10 hours and kept at reflux for 2.5 hours. Upon completion of the reaction, the mixture was concentrated to dryness using a rotary evaporator to afford intermediate 4 as a viscous pink solid (9.52 g, 100% yield). The structure of intermediate 4 was confirmed by 1H NMR (400 MHz, CDCl3) and mass spectrometry (ESI): 1H NMR (400 MHz, CDCl3) δ (ppm): 5.06 (s, 1H), 3.85 (bs, 1H), 3.32 (s, 3H), 1.94 (s, 3H); MS (ESI): m/z calculated value ( C15H9N2O) was 113.1 and the measured value was 113.2 ([M+H]+). | | References | [1] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 13, p. 3307 - 3312
[2] Patent: WO2016/205460, 2016, A1. Location in patent: Paragraph 0140-0141
[3] Patent: WO2016/7905, 2016, A1. Location in patent: Page/Page column 37
[4] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 23, p. 5815 - 5818
[5] Patent: US4382948, 1983, A |
| | 1,3-Dimethyl-5-pyrazolone Preparation Products And Raw materials |
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