2-(1-Adamantyl)propan-2-ol - CAS 775-64-4

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Category
Main Product
Product Name
2-(1-Adamantyl)propan-2-ol
Catalog Number
775-64-4
Synonyms
2-(1-ADAMANTYL)PROPAN-2-OL; 2-(1-ADAMANTYL)-2-PROPANOL; AKOS BC-0263
CAS Number
775-64-4
Molecular Weight
194.31
Molecular Formula
C13H22O
COA
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MSDS
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Structure
CAS 775-64-4 2-(1-Adamantyl)propan-2-ol
Specification
Purity
95%
Boiling Point
276.2ºC at 760 mmHg
Melting Point
75ºC
Density
1.07 g/cm3
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Reference Reading
1.Detailed Analysis for the Solvolysis of Isopropenyl Chloroformate.
D'Souza MJ1, Shuman KE, Omondi AO, Kevill DN. Eur J Chem. 2011 Jun;2(2):130-135.
The specific rates of solvolysis (including those obtained from the literature) of isopropenyl chloroformate (1) are analyzed using the extended Grunwald-Winstein equation, involving the N(T) scale of solvent nucleophilicity (S-methyldibenzothiophenium ion) combined with a Y(Cl) scale based on 1-adamantyl chloride solvolysis. A similarity model approach, using phenyl chloroformate solvolyses for comparison, indicated a dominant bimolecular carbonyl-addition mechanism for the solvolyses of 1 in all solvents except 97% 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP). An extensive evaluation of the outcomes acquired through the application of the extended Grunwald-Winstein equation resulted in the proposal of an addition-elimination mechanism dominating in most of the solvents, but in 97-70% HFIP, and 97% 2,2,2-trifluoroethanol (TFE), it is proposed that a superimposed unimolecular (S(N)1) type ionization is making a significant contribution.
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