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| | 1,4-Dioxaspiro[4.5]decan-8-one Basic information |
| Product Name: | 1,4-Dioxaspiro[4.5]decan-8-one | | Synonyms: | Substituted 1,2,4,9-tetrahydrospiro[carbazole-3,2'-[1,3]dioxane];1,4-Cyclohexanedione monoethlylene acetal;1,4-Cyclohexanedione monoethylene ketal for synthesis;4-Dioxaspiro[4.5]decan-8-one;Cyclohexane-1,4-dione monoethylene ketal;1,4-Cyclohexanedion monoethylene acetal;1,4-Dioxiro[4.5]decan-8-one.;1,4-CYCLOHEXANEDIONE MONOETHYLENE ACETAL (1,4-DIOXASPIRO(4.5)DECAN-8-ONE) | | CAS: | 4746-97-8 | | MF: | C8H12O3 | | MW: | 156.18 | | EINECS: | 610-352-2 | | Product Categories: | ketone;Dioxanes & Dioxolanes;blocks;Carbonyl Compounds;Heterocycles;Dioxolanes;BuildingBlocks;Liquid Crystal intermediates;bc0001 | | Mol File: | 4746-97-8.mol | ![1,4-Dioxaspiro[4.5]decan-8-one Structure](CAS/GIF/4746-97-8.gif) |
| | 1,4-Dioxaspiro[4.5]decan-8-one Chemical Properties |
| Melting point | 70-73 °C (lit.) | | Boiling point | 112C | | density | 1.0887 (rough estimate) | | refractive index | 1.4430 (estimate) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | Soluble in chloroform & methanol. | | form | Crystalline Powder or Crystals | | color | White to beige | | Sensitive | Moisture Sensitive | | BRN | 117631 | | InChI | InChI=1S/C8H12O3/c9-7-1-3-8(4-2-7)10-5-6-11-8/h1-6H2 | | InChIKey | VKRKCBWIVLSRBJ-UHFFFAOYSA-N | | SMILES | O1C2(CCC(=O)CC2)OCC1 | | CAS DataBase Reference | 4746-97-8(CAS DataBase Reference) |
| | 1,4-Dioxaspiro[4.5]decan-8-one Usage And Synthesis |
| Chemical Properties | 1,4-Dioxaspiro[4.5]decan-8-one is white to beige crystalline powder or crystals | | Uses | 1,4-Dioxaspiro[4.5]decan-8-one is used in the preparation of series of potent analgesic compounds. 1,4-Cyclohexanedione Monoethylene Acetal is also used as a building block in the synthesis of tritium labelled probes for the autoradiography study of the dopamine reuptake complex. | | Uses | Intermediates of Liquid Crystals | | Uses | 1,4-Cyclohexanedione is used in the preparation of series of potent analgesic compounds. 1,4-Cyclohexanedione is also used as a building block in the synthesis of tritium labelled probes for the autoradiography study of the dopamine reuptake complex. | | Application | 1,4-Dioxaspiro[4.5]decan-8-one can be used:
(1) Used in a study of microwave-assisted reductive amination.
(2) Via a novel aromatization process, this bicyclic frame can be converted into a series of 5-alkoxytryptamine derivatives including serotonin, melatonin and bufotenin. | | Synthesis | In a dry Schlenk tube, [Rh(cod)Cl]2 (9.9 mg, 20.0 mol), (R)-Binap (27.4 mg, 44.0 mol), and Durum (20.0 mg, internal standard) were dissolved in CH2Cl2 (8.0 mL); then, 2 mmol of the substrate was added to the solution at room temperature under nitrogen. After stirring for 1 min, CF3CO2Ag (8.8 mg, 40.0 mol) was added to the mixture. The solution was stirred at 25C under nitrogen and monitored by GC or HPLC to determine the conversion and ee values. After evaporation of the solvent, the residue was purified by chromatography using EtOAc/hexane (20/80) as eluent to give the product 1,4-cyclohexanedione monoethylene glycol ketal. | | Purification Methods | Recrystallise it from pet ether. It sublimes slowly on attempted distillation. Also purify it by dissolving it in Et2O and adding pet ether (b 60-80o) until turbid and cooling. [Gardner et al. J Am Chem Soc 22 1206 1957, Britten & Lockwood J Chem Soc Perkin Trans 1 1824 1974.] [Beilstein 19/4 V 93.] |
| | 1,4-Dioxaspiro[4.5]decan-8-one Preparation Products And Raw materials |
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