1-Adamantanol, 99%, Thermo Scientific Chemicals
1-Adamantanol, 99%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

1-Adamantanol, 99%, Thermo Scientific Chemicals

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Quantity:
250 g
10 g
50 g
Catalog number A10209.30
also known as A10209-30
Price (USD)/ Each
748.00
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Quantity:
250 g
Request bulk or custom format
Price (USD)/ Each
748.00
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1-Adamantanol, 99%, Thermo Scientific Chemicals
Catalog numberA10209.30
Price (USD)/ Each
748.00
-
Add to cart
Chemical Identifiers
CAS768-95-6
IUPAC Nameadamantan-1-ol
Molecular FormulaC10H16O
InChI KeyVLLNJDMHDJRNFK-UHFFFAOYSA-N
SMILESOC12CC3CC(CC(C3)C1)C2
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White
FormCrystals or powder or crystalline powder
Assay (GC)≥98.5%
1-Adamantanol was used in the preparation of 1,3-adamantanediol. It is used in the manufacture of synthetic adamantane derivatives and adapalene.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
1-Adamantanol was used in the preparation of 1,3-adamantanediol. It is used in the manufacture of synthetic adamantane derivatives and adapalene.

Solubility
Soluble in ethanol , methanol, and diethyl ether. Partly miscible in water.

Notes
Incompatible with oxidizing agents. Store in a cool, dry condition in well sealed containers.
RUO – Research Use Only

General References:

  1. Koichi Mitsukura; Hiromu Sakamoto; Haruka Kubo; Toyokazu Yoshida; Toru Nagasawa. Bioconversion of 1-adamantanol to 1,3-adamantanediol usingStreptomycessp. SA8 oxidation system. Journal of Bioscience and Bioengineering. 2010, 109 (6), 550-553.
  2. Motowo Yamaguchi; Hiroyuki Kousaka; Shinichi Izawa; Yoshiki Ichii; Takashi Kumano; Dai Masui; Takamichi Yamagishi. Syntheses, characterization, and catalytic ability in alkane oxygenation of chloro(dimethyl sulfoxide)ruthenium(II) complexes with tris(2-pyridylmethyl)amine and its derivatives. Inorganic Chemistry. 2006, 45 (20), 8342-8354.
  3. 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.
  4. 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).
  5. 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).