Accession Number : ADA221815


Title :   Supersonic Jet Studies of Benzyl Alcohols: Minimum Energy Conformations and Torsional Motion


Descriptive Note : Technical rept.


Corporate Author : COLORADO STATE UNIV FORT COLLINS DEPT OF CHEMISTRY


Personal Author(s) : Im, Hoong-Sun ; Bernstein, E R ; Seeman, Jeffrey I ; Secor, Henry V


Full Text : https://apps.dtic.mil/dtic/tr/fulltext/u2/a221815.pdf


Report Date : 13 May 1990


Pagination or Media Count : 54


Abstract : Supersonic jet mass resolved excitation spectroscopy is employed to determine the minimum energy conformations of benzyl alcohol and a series of nine methyl-, ethyl-, fluoro-, and aminobenzyl alcohols. The interpretation of the time-of-flight mass spectra (TOFMS) of these molecules leads to the assignment of specific molecular geometries for each system. The minimum energy conformation of the -CH2O moiety is determined to be perpendicular relative to the plane of the aromatic ring. The hydroxy proton in the sterically unemcumbered benzyl alcohol points toward the benzene ring. The potential energy barrier for the low frequency torsional motion of the hydroxymethyl group arises mainly from an internal hydrogen bonding interaction between the OH group and pi-system of the ring. (jg)


Descriptors :   *ENERGY , *ALCOHOLS , *SPECTROSCOPY , *ULTRASONIC TESTS , *MOTION , *TORSION , PROTONS , TIME , FLIGHT , INTERNAL , BARRIERS , GEOMETRY , AROMATIC HYDROCARBONS , MOLECULAR STRUCTURE , GROUND STATE , AROMATIC COMPOUNDS , POTENTIAL ENERGY , RINGS , MOLECULAR PROPERTIES , LOW FREQUENCY , HYDROXYL RADICALS , BENZYL RADICALS , MASS SPECTRA , STRUCTURAL ANALYSIS , EXCITATION , MASS , INTERACTIONS , ORGANIC CHEMISTRY , BENZENE , HYDROGEN BONDS


Subject Categories : Organic Chemistry
      Physical Chemistry


Distribution Statement : APPROVED FOR PUBLIC RELEASE