title: Intramolecular Hydrogen Bonding in Methyl Lactate.
abstract: The intramolecular hydrogen bonding in methyl lactate was studied with Fourier transform infrared (FTIR) spectroscopy, intracavity laser photoacoustic spectroscopy, and cavity ring-down spectroscopy. Vapor phase spectra were recorded in the ΔvOH = 1-4 OH-stretching regions, and the observed OH-stretching transitions were compared with theoretical results. Transition frequencies and oscillator strengths were obtained using a one-dimensional anharmonic oscillator local mode model with potential energy and dipole moment surfaces calculated at the CCSD(T)-F12a/VDZ-F12 level. The three most abundant conformers of methyl lactate all appear to possess an intramolecular hydrogen bond, with the hydroxyl group forming a hydrogen bond with either the carbonyl or ester oxygen. The intramolecular hydrogen bonds were investigated theoretically by analyses based on electron density topology, natural bond orbital analysis, and visualization of the electrostatic potential energy.
authors: Department of Chemistry, University of Copenhagen , Universitetsparken 5, DK-2100 Copenhagen Ø, Denmark.
authors: Sidsel D
authors: SD
authors: Schrøder
authors: Department of Chemistry, University of Copenhagen , Universitetsparken 5, DK-2100 Copenhagen Ø, Denmark.
authors: Jens H
authors: JH
authors: Wallberg
authors: Department of Chemistry and Biochemistry, University of Colorado , Boulder, Colorado 80309-0215, United States.|Cooperative Institute for Research in Environmental Sciences , Boulder, Colorado 80309, United States.
authors: Jay A
authors: JA
authors: Kroll
authors: Department of Chemistry, University of Copenhagen , Universitetsparken 5, DK-2100 Copenhagen Ø, Denmark.
authors: Zeina
authors: Z
authors: Maroun
authors: Department of Chemistry and Biochemistry, University of Colorado , Boulder, Colorado 80309-0215, United States.|Cooperative Institute for Research in Environmental Sciences , Boulder, Colorado 80309, United States.
authors: Veronica
authors: V
authors: Vaida
authors: Department of Chemistry, University of Copenhagen , Universitetsparken 5, DK-2100 Copenhagen Ø, Denmark.
authors: Henrik G
authors: HG
authors: Kjaergaard
mesh_terms: D006860:Hydrogen Bonding; D007773:Lactates / Q000737:chemistry*; D008962:Models, Theoretical; D061088:Photoacoustic Techniques; D011789:Quantum Theory; D013055:Spectrophotometry, Infrared; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D007773:Lactates; C028444:methyl lactate