Tricyclo[3.3.1.13,7]dec-1-ylmethanol
1-ADAMANTYLMETHANOL · AKOS BC-0668 · 1-amantadinol · Adamantanemethanol · 1-Adamantlcarbinol · 1-adamantanemethol · RARECHEM AQ TC 1004 · CHEMBRDG-BB 4013930
![Molekülstruktur von Tricyclo[3.3.1.13,7]dec-1-ylmethanol](/img/chemical/64556.png)
Identifikatoren & physikalische Daten
| CAS No. | 770-71-8 |
|---|---|
| Summenformel | C11H18O |
| Durchschnittliche Molmasse | 166,26 g/mol |
| Monoisotopische Masse | 166,1357652 g/mol |
| SMILES | OCC12CC3CC(CC(C3)C1)C2 |
| InChIKey | MDVGOOIANLZFCP-UHFFFAOYSA-N |
| PubChem CID | 64556 |
| EC No. | 212-225-3 |
| DTXSID | DTXSID20227818 |
| Lokaler Name | Tricyclo[3.3.1.13,7]dec-1-ylmethanol |
Chemische & physikalische Eigenschaften
| XLogP | 2,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 20,2 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 156 |
| Schmelzpunkt | 114-117 °C (lit.) |
| Siedepunkt | 234.5°C (rough estimate) |
| Dichte | 0.8802 (rough estimate) |
| Brechungsindex | 1.5000 (estimate) |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| pKa (Säurekonstante) | 15.51±0.10(Predicted) |
| Aggregatzustand | Crystalline Powder |
| Farbe | White |
| Löslichkeit | Insoluble in water. Solubility in methanol (almost transparency). |
| BRN | 1853339 |
| InChI | InChI=1S/C11H18O/c12-7-11-4-8-1-9(5-11)3-10(2-8)6-11/h8-10,12H,1-7H2 |
| InChIKey | MDVGOOIANLZFCP-UHFFFAOYSA-N |
| SMILES | C12(CO)CC3CC(CC(C3)C1)C2 |
| CAS Datenbank | 770-71-8(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Tricyclo3.3.1.13,7decane-1-methanol: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29061900 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 22-24/25-36-26 |
| Gefahrenklasse | IRRITANT |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
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.
Verwenden
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)