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| | 2-Adamantanone Chemical Properties |
| Melting point | 256-258 °C (subl.)(lit.) | | Boiling point | 211.78°C (rough estimate) | | density | 0.8709 (rough estimate) | | refractive index | 1.4993 (estimate) | | storage temp. | Sealed in dry,Room Temperature | | solubility | methanol: 0.1 g/mL, clear | | form | Crystalline Powder | | color | White to off-white | | BRN | 1210235 | | InChI | InChI=1S/C10H14O/c11-10-8-2-6-1-7(4-8)5-9(10)3-6/h6-9H,1-5H2 | | InChIKey | IYKFYARMMIESOX-UHFFFAOYSA-N | | SMILES | C12CC3CC(CC(C3)C1=O)C2 | | CAS DataBase Reference | 700-58-3(CAS DataBase Reference) | | NIST Chemistry Reference | 2-Adamantanone(700-58-3) |
| Hazard Codes | Xi | | Risk Statements | 52-36/37/38 | | Safety Statements | 22-24/25-36-26 | | WGK Germany | 2 | | RTECS | AU5018000 | | Hazard Note | Irritant | | HS Code | 29142900 |
| | 2-Adamantanone Usage And Synthesis |
| Uses | 2-Adamantanone has been used as a probe for the dimensions and characteristics for the substrate binding pocket of alcohol dehydrogenases. | | synthesis | Dissolve the alcohol (0.25 mmol) in acetonitrile (3 mL). Add oxidant
1,3-dichloro-5,5-dimethylhydantoin (DCH, 0.148 g, 0.75 mmol) to the
reaction mixture. Add the pre-catalyst MWCNT-{(CH2)3-CO-
NH-TEMPO}n (0.075 g) to the reaction mixture. Sonic the resulting
suspension (1 min.) using an ultrasonic bath. Stir the reaction mixture.
Heat the reaction mixture at 50 °C for 30 minutes. Filter the reaction
mixture. Add CH2Cl2 (10 mL) to the reaction mixture. Wash the organic phase with aqueous Na2S2O3 (10 %, 10 mL) and H2O (10 mL x 2). Dry the residue with Na2SO4. Remove the solvent under reduced pressure using a rotary evaporator to obtain the product. | | Chemical Properties | white to off-white crystalline powder with camphor smell, soluble in methanol, ethanol, DMSO and other organic solvents, from synthesis. | | Uses | 2-Adamantanone was used in the synthesis of dispiro N-Boc-protected 1,2,4-trioxane and (+/-)-1-(adamantan-2-yl)-2-propanamine. | | Definition | ChEBI: Adamantanone is a member of adamantanones. | | General Description | 2-Adamantanone on deprotonation in the gas phase affords the corresponding β-enolate anion. It reacts with 1,1-dilithio-1-sila-2,3,4,5-tetraphenylsilole to yield 5-silafulvene. | | Purification Methods | Purify 2-admantanone by repeated sublimation in vacuo. [Butler et al. J Chem Soc, Faraday Trans II 82 535 1986.] |
| | 2-Adamantanone Preparation Products And Raw materials |
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