Determination of the Minimum Energy Conformations of Benzyl Alcohol and 2-Phenethyl Alcohol

Abstract

Supersonic jet mass resolved excitation spectroscopy is employed to determine the minimum energy conformation of the alcohol group with respect to the benzene ring for benzyl alcohol (BA) and 2-phenethyl alcohol (2-PEA). The mass resolved excitation spectra of these molecules are presented and assigned. The C-O bond orientation in BA is determined to be perpendicular to the benzene ring (tau (Cortho-Cipso-C alpha-O) = 90deg) and in 2-PEA it is determined to be gauche with respect to the Cipso-C alpha bond (tau(Cipso-C alpha-C beta-O)= + or -60 deg). By considering the OH....pi-electron cloud internal hydrogen bonding and the repulsive interaction between the non-bonding electrons on the oxygen atom and pi-electron cloud, the hydroxyl proton in both molecules is suggested to be pointing toward the benzene ring. (RRH)

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Document Details

Document Type
Technical Report
Publication Date
Dec 14, 1989
Accession Number
ADA216972

Entities

People

  • Elliot R. Bernstein
  • Hoong-sun Im

Organizations

  • Colorado State University

Tags

Communities of Interest

  • Air Platforms
  • Energy and Power Technologies

DTIC Thesaurus Topics

  • Absorption
  • Absorption Spectra
  • Abstracts
  • Atoms
  • Chemistry
  • Civil Engineering
  • Classification
  • Colorado
  • Diffraction
  • Dye Lasers
  • Electron Diffraction
  • Electrons
  • Mass Spectroscopy
  • Military Research
  • Spectra
  • Spectroscopy
  • United States

Fields of Study

  • Physics

Readers

  • Organic Chemistry
  • Quantum Chemistry

Technology Areas

  • Hypersonics
  • Hypersonics - Hypersonic Flight
  • Microelectronics