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

doi:10.1002/CHIN.200309057

Paper

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

Published 2002 · R. Čižmáriková, M. Polakovičová, E. Mišíková

ChemInform

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Abstract

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.

Study Snapshot

The most stable conformation of (3-alkoxymethyl-4-hydroxyphenyl)ethanones involves hydrogen bond formation between phenolic group and oxygen of alkoxyl group, with enthalpy values ranging from 24.86 to 30.51 kJ mol1.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

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

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References

Experimental Organic Chemistry: Standard and Microscale

This paper provides a comprehensive guide to experimental organic chemistry, covering laboratory safety, equipment, organic reactions, qualitative and spectroscopic analysis, and record-keeping.

Solvents and Solvent Effects in Organic Chemistry

Organic solvents impact chemical equilibrium positions, reaction rates, and absorbtion spectra, with various classification methods and green chemistry implications.

CRC atlas of spectral data and physical constants for organic compounds

This CRC atlas provides a comprehensive resource for organic compound spectral data and physical constants, enabling rapid scanning of significant structural features and cross-references.

Citations

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