Spectroscopic studies of alcohols

Microwave Spectrum, Dipole Moment, and Intramolecular Hydrogen Bond of 2-Methoxyethanol

“…The absence of any identifiable lines due to a trans (C-C) isomer is compatible with an enthalpy difference of 1.8 kcal/mol between the gauche and the trans isomers determined from i infrared intensity measurements of dilute solutions (5). The infrared spectrum of the vapor obtained recently in this laboratory1 shows only one band for each of the OH stretching and torsional vibrations at frequencies consistent with the all-gauche isomer (3635 and 360 cm-I).…”

Ethylene Glycol from Methanol and Synthesis Gas via Glycolic Acid

“…Compounds such as ethylene glycol and 2-methoxyethanol can form five-membered hydrogen-bonded rings. The extra enthalpy for this ring formation is about 2 ± 0.7 kcal/mol [32].…”

An NMR investigation of the importance of intramolecular hydrogen bonding in determining the conformational equilibrium of ethylene glycol in solution

“…Most significantly for the discussion here is the degree to which the preferences should be interpreted as the result of strong intramolecular hydrogen bonding between hydroxyl groups, especially when the geometries of such hydrogen bonds would not seem to be very favorable. Some representative pro examples involve infrared and Raman, 1 microwave, 2 electron and neutron diffraction, 3,4 molecular dynamics 5,6 and quantum calculations, 7,8 whereas con examples include infrared and Raman, 9 -13 molecular dynamics 5,6,14 and quantum calculations. 15 -17 This is an area where NMR can be expected to provide important information.…”