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

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 Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25-36-26

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29061900

MSDS

• Language:English Provider:1-Adamantanemethanol
• Language:English Provider:SigmaAldrich
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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(770-71-8)Related Product Information

• Altrenogest
• Amantadine
• Methanol
• Tris(hydroxymethyl)aminomethane
• methylol cellulose
• Adamantane
• Tris(hydroxymethyl)nitromethane
• Trimethylolpropane
• CARBOXYMETHYLCELLULOSE SODIUM SALT
• 2-Hydroxyethyl methacrylate
• 1-Adamantanecarboxylic acid
• 2-(1-Adamantyl)propan-2-ol
• 2-Adamantone-5-carboxylic acid
• FMOC-DAB(ADPOC)-OH
• FMOC-LYS(ADPOC)-OH
• AMANTANIUM BROMIDE
• Ethyl adamantane-1-carboxylate
• 3,5-DIMETHYL-1-ADAMANTANEMETHANOL, 98%(GC)