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1-Adamantanemethanol

1-Adamantanemethanol ??? ???
?? ??:
770-71-8
???:
1-Adamantanemethanol
???(??):
1-ADAMANTYLMETHANOL;AKOS BC-0668;1-amantadinol;Adamantanemethanol;1-Adamantlcarbinol;1-adamantanemethol;RARECHEM AQ TC 1004;CHEMBRDG-BB 4013930;1-Adamantylcarbinol;1-ADAMANTANEMETHANOL
CBNumber:
CB1448137
???:
C11H18O
??? ??:
166.26
MOL ??:
770-71-8.mol

1-Adamantanemethanol ??

???
114-117 °C (lit.)
?? ?
234.5°C (rough estimate)
??
0.8802 (rough estimate)
???
1.5000 (estimate)
?? ??
Sealed in dry,Room Temperature
?? ?? (pKa)
15.51±0.10(Predicted)
??? ??
??? ??
??
???
???
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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 ??????
770-71-8(CAS DataBase Reference)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xi
?? ???? ?? 36/37/38
????? 22-24/25-36-26
WGK ?? 3
?? ?? IRRITANT
HS ?? 29061900
???? ??? 11 - Combustible Solids
????(GHS): Exclamation Mark (GHS07)
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H302 ??? ??? ?? ?? ?? - ?? ?? 4 ?? P264, P270, P301+P312, P330, P501
??????:
P280 ????/???/???/?????? ?????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
NFPA 704
1
0 0

1-Adamantanemethanol MSDS


1-Adamantanemethanol

1-Adamantanemethanol C??? ??, ??, ??

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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.

??? ??

white crystalline powder

??

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 ?? ?? ? ???

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1-Adamantanemethanol ?? ??

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1-Adamantanemethanol ?? ??:

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