A10209

1-Adamantanol, 99%

CAS Number 768-95-6 Synonyms
  • 1-Hydroxyadamantane
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1-Adamantanol, 99%

MDL: MFCD00074729
EINECS: 212-202-8

Chemical Properties

Formula: C10H16O  Melting point: ca 245° subl.
Formula weight: 152.24  

Literature 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 ß-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).

Other References

Beilstein: 1903952
Harmonized Tariff Code: 2906.19
TSCA: No
RTECS: AU4980000
1-Adamantanol, 99% - CAS 768-95-6 - Formula C10H16O

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