Hydrogen Bonding in the Gas-Phase – The Molecular Structures of 2-Hydroxybenzamide (C7H7NO2) and 2-Methoxybenzamide (C8H9NO2), obtained by Gas-Phase Electron Diffraction and Theoretical Calculations.

Author(s)

Publication date

2013-03-13

Series/Report no

The Journal of Physical Chemistry A;117(14)

Publisher

American Chemical Society

Document type

Abstract

The structures of 2-hydroxybenzamide (C 7 H 7 NO 2 ) and 2-methoxybenzamide (C 8 H 9 NO 2) have been determined in the gas-phase by electron diffraction using results from quantum chemical calculations to inform restraints used on the structural parameters. Theoretical methods (HF and MP2/6-311+G(d,p)) predict four stable conformers for both 2- hydroxybenzamide and 2-methoxybenzamide. For both compounds evidence for intramolecular hydrogen bonding is presented. In 2- hydroxybenzamide the observed hydrogen bonded fragment is between the hydroxyl and carbonyl groups while in 2- methoxybenzamide the hydrogen bonded fragment is between one of the hydrogen atoms of the amide group and the methoxy oxygen atom.

Keywords

Version

Postprint version of published article

Permanent URL (for citation purposes)

  • http://hdl.handle.net/10642/2039