| Identification | More | [Name]
1-Adamantanemethanol | [CAS]
770-71-8 | [Synonyms]
1-ADAMANTANEMETHANOL
1-ADAMANTYLMETHANOL
1-(HYDROXYMETHYL)ADAMANTANE
1-tricyclo[3.3.1.1(3,7)]decanemethanol
AKOS BC-0668
CHEMBRDG-BB 4013930
LABOTEST-BB LT00007819
RARECHEM AQ TC 1004
SALOR-INT L496014-1EA
tricyclo(3.3.1.13,7)dec-1-ylmethanol
1-adamantanemethannol
1-Adamantlcarbinol
Adamantanemethanol
Tricyclo3.3.1.13,7decane-1-methanol
Adamantane-1-methanol | [EINECS(EC#)]
212-225-3 | [Molecular Formula]
C11H18O | [MDL Number]
MFCD00074751 | [Molecular Weight]
166.26 | [MOL File]
770-71-8.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystalline powder | [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 | [form ]
Crystalline Powder | [pka]
15.51±0.10(Predicted) | [color ]
White | [Water Solubility ]
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 DataBase Reference]
770-71-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29061900 |
| Hazard Information | Back Directory | [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. | [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) | [General 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. | [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.] |
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