Spectroscopic and Theoretical Study of the Intramolecular -Type Hydrogen Bonding and Conformations of 2-Cyclohexen-1-ol. Academic Article

abstract

• The infrared and Raman spectra of 2-cyclohexen-1-ol have been recorded and analyzed. The experimental work has been complemented by ab initio and density functional theory computations. The calculations show that in the vapor phase the conformations with the -type hydrogen bonding are the lowest in energy, and these findings are supported by the experimental spectra, which agree well with the theoretical predictions. The six conformers predicted result from differences between the direction on the ring-twisting angle and the -OH internal rotation angle. The lowest-energy conformer has the hydrogen of the OH group pointing to the middle of the CC double bond. The other conformers are calculated to be 72 cm(-1) (0.21 kcal/mol) to 401 cm(-1) (1.15 kcal/mol) higher in energy. In the liquid phase, only two conformers can be identified in the spectra, and these correspond to different directions of the ring-twisting.

authors

• Laane, Jaan

published proceedings

• J Phys Chem A

altmetric score

• 0.25

author list (cited authors)

• Ocola, E. J., & Laane, J.

citation count

• 7

complete list of authors

• Ocola, Esther J||Laane, Jaan

publication date

• January 2016

publisher

• American Chemical Society (ACS)  Publisher

published in

• The Journal of Physical Chemistry A: Isolated Molecules, Clusters, Radicals, and Ions; Environmental Chemistry, Geochemistry, and Astrochemistry; Theory  Journal

keywords

• 0306 Physical Chemistry (incl. Structural)

PubMed Central ID

• 26652737

Digital Object Identifier (DOI)

• 10.1021/acs.jpca.5b11114

start page

• 74

end page

• 80

volume

• 120

issue

• 1

URL

• http://dx.doi.org/10.1021/acs.jpca.5b11114