Intramolecular Hydrogen Bonding in Methyl Lactate

被引：30

作者：

Schroder, Sidsel D. ^{[1
]}

Wallberg, Jens H. ^{[1
]}

Kroll, Jay A. ^{[2
,3
]}

Maroun, Zeina ^{[1
]}

Vaida, Veronica ^{[2
,3
]}

Kjaergaard, Henrik G. ^{[1
]}

机构：

[1] Univ Copenhagen, Dept Chem, DK-2100 Copenhagen O, Denmark

[2] Univ Colorado, Dept Chem & Biochem, Boulder, CO 80309 USA

[3] Univ Colorado, NOAA, Cooperat Inst Res Environm Sci, Boulder, CO 80309 USA

来源：

JOURNAL OF PHYSICAL CHEMISTRY A | 2015年 / 119卷 / 37期

基金：

美国国家科学基金会;

关键词：

VIBRATIONAL CIRCULAR-DICHROISM; STRETCHING OVERTONES; ROTATIONAL SPECTRUM; ETHYLENE-GLYCOL; INTENSITIES; ACID; SPECTROSCOPY; COMPLEXES; EQUILIBRIUM; CHEMISTRY;

D O I：

10.1021/acs.jpca.5b04812

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

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 Delta v(OH) = 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.

引用

页码：9692 / 9702

页数：11

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