SYNTHESIS AND CHARACTERIZATION OF 2-ETHYL-3-HEXANOL para-HYDROXYBENZOATE

Abstract

2-Ethyl-3-hexanol p-hydroxybenzoate was synthesized and characterized by infrared and ultraviolet spectroscopy and thin-layer (TLC) and gas-liquid chromatography (GLC). These methods proved the existence of stereoisomers and allowed the prediction of preferred conformations. The RR and SS enantiomers had a higher boiling point, a lower retention value on TLC, and were eluted faster on GLC than the RS and SR diastereoisomers. The ester exhibited antimicrobial activity against gram-positive bacteria and yeast, but not against gram-negative bacteria. The ester also exhibited sunscreen properties and was not toxic to animals.

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Document Details

Document Type
Technical Report
Publication Date
Nov 01, 1969
Accession Number
AD0698026

Entities

People

  • John W. Brown

Tags

Communities of Interest

  • Biomedical

DTIC Thesaurus Topics

  • Anti-Infective Agents
  • Bacteria
  • Boiling Point
  • Chemistry
  • Chromatography
  • Gram-Negative Bacteria
  • Gram-Positive Bacteria
  • Infrared Spectra
  • Infrared Spectroscopy
  • Isomers
  • Laboratory Animals
  • Liquid Chromatography
  • Molecules
  • Spectra
  • Spectroscopy
  • Ultraviolet Spectra
  • Ultraviolet Spectroscopy

Fields of Study

  • Chemistry

Readers

  • Analytical Chemistry
  • Microbial Pathology
  • Quantum Chemistry