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| | 1-Adamantanemethanol Basic information |
| | 1-Adamantanemethanol Chemical Properties |
| Melting point | 114-117 °C (lit.) | | Boiling point | 234.5°C (rough estimate) | | density | 0.8802 (rough estimate) | | refractive index | 1.5000 (estimate) | | storage temp. | Sealed in dry,Room Temperature | | pka | 15.51±0.10(Predicted) | | form | Crystalline Powder | | color | White | | Water Solubility | Insoluble in water. Solubility in methanol (almost transparency). | | BRN | 1853339 | | InChIKey | MDVGOOIANLZFCP-UHFFFAOYSA-N | | CAS DataBase Reference | 770-71-8(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 22-24/25-36-26 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29061900 |
| | 1-Adamantanemethanol Usage And Synthesis |
| Description | 1-Adamantanemethanol acts as guest molecule and forms β-cyclodextrin complexes. It reacts with 3,4,5,6-tetrafluorophthalonitrile to yield 3,4,5,6-tetra-(1-adamantylmethoxy)phthalonitrile. | | Chemical Properties | white crystalline powder | | Uses | 1-Adamantanemethanol was used in the synthesis of axially disubstituted silicon(IV) phthalocyanines. It is used as a reagent in the synthesis of adamantane and noradamantane based histone deacetylase (HDAC) inhibitors for the treatment of cancer. It is also used as a reagent in the synthesis of (1-adamantyl)methyl glycidyl ether, a versatile building block for living polymerization.
References
Gopalan, B., et al.: Bioorg. Med. Chem. Lett., 23, 2532 (2013);
Suzuki, T., et al.: J. Med. Chem., 55, 9562 (2012);
Moers, C., et al.: Macromol. Rapid Comm., 35, 1075 (2014) | | Purification Methods | Dissolve the adamantane in Et2O, wash it with aqueous 0.1N NaOH and H2O, dry over CaCl2, evaporate and recrystallise the residue from aqueous MeOH. [Stetter et al. Chem Ber 92 1629 1959, Beilstein 6 IV 400.] |
| | 1-Adamantanemethanol Preparation Products And Raw materials |
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