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1-Adamantanol

Catalog No. A10209 Name Alfa Aesar
CAS Number 768-95-6 Website
M. F. C10H16O Telephone
M. W. 152.23344 Fax
Purity 99% Email
Storage Chembase ID: 85771

SYNONYMS

Title
1-金刚醇
IUPAC name
adamantan-1-ol
IUPAC Traditional name
1-hydroxyadamantane
Synonyms
1-Hydroxyadamantane

DATABASE IDS

Beilstein Number 1903952
MDL Number MFCD00074729
CAS Number 768-95-6
EC Number 212-202-8

PROPERTIES

Purity 99%
Melting Point ca 245°C subl.
RTECS AU4980000
TSCA Listed

DETAILS

REFERENCES

  • Carboxyl groups of amino acids have been protected as 1-adamantyl esters via the amino acid tosylate and dimethyl sulfite. The group is readily cleaved with TFA under mild conditions: Synthesis, 1355 (1996). Has also been applied in blocking the ?-carboxyl group of aspartic acid in peptide synthesis; the 1-adamantyl ester is prepared using DCC-DMAP: J. Chem. Soc., Perkin 1, 2129 (1988). See also Appendix 6.
  • Thiol groups may also be protected by formation of the thioether in TFA. Cleavage is by means of Hg(II) salts: Chem. Pharm. Bull., 26, 1576 (1978).
  • Reaction with Hydrogen fluoride pyridine complex, L17117, gives 1-fluoroadamantane, a general method for conversion of sec- and tert-alcohols to fluoroalkanes: Org. Synth. Coll., 6, 628 (1988).