Synthesis, Physicochemical Properties, and Conformational Studies of (3-Alkoxymethyl-4-hydroxyphenyl)ethanones

Čižmáriková, R., Polakovičová, M. and Mišíková, E. Synthesis, Physicochemical Properties, and Conformational Studies of (3-Alkoxymethyl-4-hydroxyphenyl)ethanones Chemical Papers, Vol.56, No. 4, 2002, 256-260

Document type: Článok z časopisu / Journal Article
Collection: Chemical papers  
 
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Author(s) Čižmáriková, R.
Polakovičová, M.
Mišíková, E.
Title Synthesis, Physicochemical Properties, and Conformational Studies of (3-Alkoxymethyl-4-hydroxyphenyl)ethanones
Journal name Chemical Papers
Publication date 2002
Year available 2002
Volume number 56
Issue number 4
ISSN 0366-6352
Start page 256
End page 260
Place of publication Poland
Publisher Versita
Collection year 2002
Language english
Subject 250000 Chemical Sciences
250400 Analytical Chemistry
Abstract/Summary A homologous series of (3-alkoxymethyl-4-hydroxyphenyl)ethanones was prepared by the reaction of (3-chloromethyl-4-hydroxyphenyl)ethanone with the different alcohols in the presence of sodium hydrogen carbonate. The confirmation of structures was achieved by interpretation of IR, UV, and 1H NMR spectra. Molecular modeling methods were used to establish conformations with global and local energetic minima. It was found that energetically the most stable conformations involved hydrogen bond formation between the hydrogen of phenolic group and the oxygen of alkoxyl group. Enthalpy values of hydrogen bonds of selected compounds were 24.86—30.51 kJ mol−1 and their distances were in the range 0.282—0.293 nm.
 
 
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