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| | 2-Methyl-1,3-cyclopentanedione Basic information |
| Product Name: | 2-Methyl-1,3-cyclopentanedione | | Synonyms: | 2-Methyl-1,3-cyclopentadione;2-METHYLCYCLOPENTAN-1,3-DIONE;2-METHYL-1,3-CYCLOPENTANEDIONE;METHYLCYCLE-D;2-Methylcyclopentane-1,3-dione,98%;1,3-Cyclopentanedione, 2-methyl-;2-METHYL-1,3-CYCLOPENTANEDIONE(METHYLCYCLO-D);2-Methyl-1,3-cyclopentanediolne | | CAS: | 765-69-5 | | MF: | C6H8O2 | | MW: | 112.13 | | EINECS: | 212-153-2 | | Product Categories: | Miscellaneous;ketone;C3 to C6;Carbonyl Compounds;Ketones | | Mol File: | 765-69-5.mol |  |
| | 2-Methyl-1,3-cyclopentanedione Chemical Properties |
| Melting point | 212-215 °C (lit.) | | Boiling point | 213°C (estimate) | | density | 1.0795 (rough estimate) | | refractive index | 1.4550 (estimate) | | storage temp. | Store below +30°C. | | solubility | Solubility in hot Methanol (almost transparency). | | pka | 10.83±0.20(Predicted) | | form | Crystalline Powder | | color | Light beige to tan | | PH | 2.95 at 24.7℃ and 10g/L | | BRN | 1237255 | | InChI | 1S/C6H8O2/c1-4-5(7)2-3-6(4)8/h4H,2-3H2,1H3 | | InChIKey | HXZILEQYFQYQCE-UHFFFAOYSA-N | | SMILES | CC1C(=O)CCC1=O | | LogP | -0.8 at 30℃ and pH7.66 | | CAS DataBase Reference | 765-69-5(CAS DataBase Reference) | | NIST Chemistry Reference | 1,3-Cyclopentanedione, 2-methyl-(765-69-5) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 22-24/25-36-26 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 29142900 | | Storage Class | 11 - Combustible Solids |
| | 2-Methyl-1,3-cyclopentanedione Usage And Synthesis |
| Chemical Properties | LIGHT BEIGE TO TAN CRYSTALLINE POWDER | | Uses | 2-Methyl-1,3-cyclopentanedione was used as a reactant in the identification and characterization of benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases. | | Uses | 2-Methyl-1,3-cyclopentanedione hs been used to explore deoxycholic acid (DCA) induced changes in cell signaling. DCA is a secondary bile acid implicated in numerous pathological conditions. It has also been used in the synthesis of (-)-curcumanolide A and (-)-curcumalactone by aldol-lactonization. | | Synthesis Reference(s) | Synthetic Communications, 19, p. 373, 1989 DOI: 10.1080/00397918908050676 | | Synthesis | The general procedure for the synthesis of 2-methyl-1,3-cyclopentanedione from 1,3-cyclopentanedione and tert-butyl peroxybenzoate was as follows: 1,3-cyclopentanedione (0.098 g, 1 mmol), tert-butyl peroxybenzoate (0.58 g, 3 mmol), CuCl (0.01 g, 0.1 mmol), and 2 mL of acetic acid were added to a reaction flask, and the reaction was carried out at 120 °C Reaction at 120°C. The progress of the reaction was monitored by thin layer chromatography (TLC) until the reaction was complete. After completion of the reaction, the crude product was purified by column chromatography (eluent ratio of petroleum ether:ethyl acetate = 40:1) to afford the target product 2-methyl-1,3-cyclopentanedione in 68% yield. | | References | [1] Patent: CN105254483, 2016, A. Location in patent: Paragraph 0044 |
| | 2-Methyl-1,3-cyclopentanedione Preparation Products And Raw materials |
| Raw materials | 4-Hydroxy-2-methyl-1,3-cyclopentanedione-->5-Methylcyclopentane-1,2,4-trione-->ethyl 2-(3-methyl-2,4,5-trioxocyclopentyl)-2-oxoacetate-->1,2-BIS(TRIMETHYLSILYLOXY)CYCLOBUTENE-->1,3-Cyclopentanedione-->Diphenylmethane-->Fluorene-->Succinic acid-->Acetaldehyde-->Propionyl chloride-->tert-Butyl peroxybenzoate-->Succinic anhydride-->1,1-Dimethoxyethane-->1,4-Cyclohexanedione | | Preparation Products | 2-[2-(6-methoxytetralin-1-ylidene)-ethyl]-2-methylcyclopentane-1,3-dione
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