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| | 2,2,6,6-tetramethyl-2H-3,5,6-trihydropyran-4-one Basic information |
| Product Name: | 2,2,6,6-tetramethyl-2H-3,5,6-trihydropyran-4-one | | Synonyms: | 2,2,6,6-tetramethyl-2H-3,5,6-trihydropyran-4-one;2,2,6,6-Tetramethyltetrahydro-4H-pyran-4-one;tetrahydro-2,2,6,6-tetraMethylpyran-4-one;2,2,6,6-tetraMethyl-tetrahydropyran-4-one;4H-Pyran-4-one,tetrahydro-2,2,6,6-tetraMethyl-;Tetrahydro-2,2,6,6-tetraMethyl-4H-pyran-4-one;2,2,6,6-tetramethyloxan-4-one;2,2,6,6-tetramethyldihydro-2H-pyran-4(3H)-one | | CAS: | 1197-66-6 | | MF: | C9H16O2 | | MW: | 156.22 | | EINECS: | | | Product Categories: | | | Mol File: | 1197-66-6.mol |  |
| | 2,2,6,6-tetramethyl-2H-3,5,6-trihydropyran-4-one Chemical Properties |
| Melting point | 12.8 °C | | Boiling point | 73-75 °C(Press: 17 Torr) | | density | 0.9485 g/cm3 | | storage temp. | Sealed in dry,Room Temperature | | Appearance | Colorless to light yellow Liquid | | InChI | InChI=1S/C9H16O2/c1-8(2)5-7(10)6-9(3,4)11-8/h5-6H2,1-4H3 | | InChIKey | NOGFHTGYPKWWRX-UHFFFAOYSA-N | | SMILES | C1(C)(C)OC(C)(C)CC(=O)C1 |
| | 2,2,6,6-tetramethyl-2H-3,5,6-trihydropyran-4-one Usage And Synthesis |
| Uses | 2,2,6,6-Tetramethyl-2h-3,5,6-trihydropyran-4-one is a chemical reagent used in the synthesis of Nodulisporic Acid, a potent and systemic insecticide. | | Synthesis | General procedure for the synthesis of 2,2,6,6-tetramethyl-2H-3,5,6-trihydropyran-4-one using 2,6-dimethyl-2,5-heptadien-4-one as starting material: 5 g of 2,6-dimethyl-2,5-heptadien-4-one was dissolved in 36 mL of 1 M hydrochloric acid solution and the reaction was heated for 48 hours at 40 °C. Upon completion of the reaction, the reaction mixture was distilled (63-65 °C fraction was collected) to give 3.0 g of a light yellow oily product in 53% yield. The structure of the product was confirmed by 1H NMR (DMSO-d6, 400 MHz): δ 1.25 (m, 4H); 2.3 (m, 12H). | | References | [1] Patent: WO2010/63773, 2010, A1. Location in patent: Page/Page column 23-24
[2] Journal of Medicinal Chemistry, 2018, vol. 61, # 4, p. 1425 - 1435
[3] Tetrahedron Letters, 1999, vol. 40, # 38, p. 6909 - 6912
[4] Patent: WO2015/23289, 2015, A1. Location in patent: Page/Page column 52
[5] Patent: US2015/51225, 2015, A1. Location in patent: Paragraph 0320; 0321 |
| | 2,2,6,6-tetramethyl-2H-3,5,6-trihydropyran-4-one Preparation Products And Raw materials |
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