5-Hydroxyadamantan-2-one
- CAS NO.：20098-14-0
- Empirical Formula: C10H14O2
- Molecular Weight: 166.22
- MDL number: MFCD00192211
- EINECS: 1533716-785-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:22:30
What is 5-Hydroxyadamantan-2-one?
Description
5-Hydroxy-2-adamantanone (5-hydroxyadamantan-2-one) is a versatile starting material for synthesising various 2,5- or 1,4-disubstituted adamantanes. Chemical methods for synthesizing 5-hydroxy-2-adamantanone include disproportionation of 2-hydroxyadamantane and oxidation of 2-adamantanone. A synthetic approach to produce 5-hydroxy-2-adamantanone using P450cam (CYP101A1; a camphor monooxygenase) coupled with NADH regeneration as an oxidation biocatalyst has been reported[1].
Chemical properties
White crystal or crystalline powder
The Uses of 5-Hydroxyadamantan-2-one
anthelmintic
The Uses of 5-Hydroxyadamantan-2-one
5-Hydroxy-2-adamantanone may be used in the following studies:
- As a model compound to investigate the application of lanthanide NMR shift reagents for the analysis of disubstituted derivative of adamantane.
- As a starting material for the synthesis of E-2-amino-5-hydroxyadamantane.
- As a starting material for the synthesis of 4-(triphenylsilyloxy)adamantan-1-ol.
Definition
ChEBI: Idramantone is a member of adamantanones.
brand name
INDICLOR (Nycomed Amersham).
General Description
5-Hydroxy-2-adamantanone is a disubstituted derivative of adamantane. The biocatalyzed synthesis of 5-hydroxy-2-adamantanone from 2-adamantanone has been investigated.
References
[1] Toshiki Furuya . “Biocatalytic production of 5-hydroxy-2-adamantanone by P450cam coupled with NADH regeneration.” Journal of Molecular Catalysis B-enzymatic 94 (2013): Pages 111-118.
Properties of 5-Hydroxyadamantan-2-one
| Melting point: | >300 °C (lit.) |
| Boiling point: | 296.5±33.0 °C(Predicted) |
| Density | 1.301±0.06 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | DMSO, Methanol |
| form | Crystalline Powder |
| pka | 14.69±0.20(Predicted) |
| color | White to off-white |
| InChI | InChI=1S/C10H14O2/c11-9-7-1-6-2-8(9)5-10(12,3-6)4-7/h6-8,12H,1-5H2 |
| CAS DataBase Reference | 20098-14-0(CAS DataBase Reference) |
Safety information for 5-Hydroxyadamantan-2-one
| Signal word | Warning |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for 5-Hydroxyadamantan-2-one
| InChIKey | TZBDEVBNMSLVKT-RIKBPLFRSA-N |
| SMILES | C12CC3(O)CC(CC(C3)C1=O)C2 |
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