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423807

Sigma-Aldrich

5-Hydroxy-2-adamantanone

98%

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About This Item

Empirical Formula (Hill Notation):
C10H14O2
CAS Number:
20098-14-0
Molecular Weight:
166.22
MDL number:
MFCD00192211
UNSPSC Code:
12352100
PubChem Substance ID:
24866531
NACRES:
NA.22

Assay

98%

form

solid

mp

>300 °C (lit.)

SMILES string

O[C@]12C[C@@H]3C[C@H](C1)C(=O)[C@@H](C3)C2

InChI

1S/C10H14O2/c11-9-7-1-6-2-8(9)5-10(12,3-6)4-7/h6-8,12H,1-5H2/t6-,7-,8+,10-

InChI key

TZBDEVBNMSLVKT-XYYXLIQBSA-N

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.

Application

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

423807-BULK:
423807-VAR:
423807-250MG:
423807-1G:
423807-50G:

Certificates of Analysis (COA)

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[The immunomodulator kemantan in the treatment of patients with exacerbated chronic obstructive bronchitis].
E M Rekalova
Likars'ka sprava, (4)(4), 73-76 (1992-04-01)
S S Boĭko et al.
Farmakologiia i toksikologiia, 54(1), 57-59 (1991-01-01)
The pharmacokinetics of a new Soviet-made immunostimulant kemantane, a derivative of adamantine, was studied by gas-liquid chromatography in patients with bronchial pathology. It was found that in the blood of the patients kemantane was not practically detected due to a
An expeditious preparation of E-2-amino-5-hydroxyadamantane and its Z-isomer.
Jaroskova L, et al.
Tetrahedron Letters, 47(46), 8063-8067 (2006)
Marta L Lage et al.
Tetrahedron, 69(27-28), 5609-5613 (2013-09-03)
A chemoselective method for the hydrosilylation of ketones has been developed, using the combination of triphenylsilane and a catalyst prepared from Ni(COD)
Application of shift reagents in the study of disubstituted derivatives of adamantane by NMR spectroscopy.
Vodicka L, et al.
Collection of Czechoslovak Chemical Communications, 40(1), 293-299 (1975)
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