| Identification | More | [Name]
2-Adamantanone | [CAS]
700-58-3 | [Synonyms]
2-ADAMANTANONE
2-ADAMANTONE
ADAMANTAN-2-ONE
ADAMANTANONE, 2-
AKOS BC-0654
LABOTEST-BB LT00239630
OTAVA-BB BB0110864325
tricyclo[3.3.1.1(3,7)]decane-2-one
TRICYCLO[3,3,1,1(3,7)]DECANONE
2-Oxoadamantane
Adamantanone
tricyclo(3.3.1.1(sup3,7))decanone
tricyclo[3.3.1.13,7]decan-2-one
2-ADAMANTANONE, SUBLIMED, 99+%
2-Ketoadamantane
Adamantan-2-one 98%
Adamantan-10-one
Adamantan-9-one
Tricyclo[3.3.1.13,7]decane-10-one
2-adamandanone | [EINECS(EC#)]
211-847-2 | [Molecular Formula]
C10H14O | [MDL Number]
MFCD00074737 | [Molecular Weight]
150.22 | [MOL File]
700-58-3.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white crystalline powder | [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) |
| Questions And Answer | Back Directory | [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. |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R52:Harmful to aquatic organisms.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
2
| [RTECS ]
AU5018000
| [Hazard Note ]
Irritant | [HS Code ]
29142900 |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white crystalline powder | [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.] |
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