Structure of liquid ethylene glycol

Rodnikova, M. N.; Chumaevskii, N. A.; Troitskii, V. M.; Kayumova, D. B.

doi:10.1134/s0036024406050293

Cited by 24 publications

(15 citation statements)

References 7 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Thus, solvophilic solvation consisting mainly of the formation of the O-H· · ·N bonds, as well as the association of the complexes, is a characteristic for aqueous and 1,2-ethanediolic solutions of pyridine and its derivatives. Similar to water, 1,2-ethanediol forms a three-dimensional, hydrogen-bonded network in crystals [6][7][8]. This supports the idea of the solvent-induced aggregation of pyridines in both solvents.…”

Section: Introductionsupporting

confidence: 66%

Volumetric Properties of Binary Mixtures of 2,4,6-Trimethylpyridine with 1,2-Ethanediol, Methanol, and Water, and the Association Energies of the O–H· · ·N Bonded Complexes

2012

View full text Add to dashboard Cite

2,4,6-Trimethylpyridine forms 1:1 complexes with methanol, 1,2-ethanediol, and water due to the O-H· · ·N bonds. The association energy of the complexes was calculated using MP2 and DFT methods. The complexes with 1,2-ethanediol and water aggregate in the liquid phase as a result of the O-H· · ·O bonds. In spite of the higher O-H· · ·N bond energy, the aggregation of the ethanediolic complexes is less pronounced than that of the aqueous ones. That is probably caused by the weaker induction effect due to the C-C chain separating the hydroxyl groups in the diol molecule. Aggregation is impossible in the methanolic system, because of the lack of proton-donating functional groups. Differences in the hydrogen bond energy and in the ability to aggregate are manifested in the volumetric properties of the mixtures.

show abstract

Section: Introductionsupporting

confidence: 66%

Volumetric Properties of Binary Mixtures of 2,4,6-Trimethylpyridine with 1,2-Ethanediol, Methanol, and Water, and the Association Energies of the O–H· · ·N Bonded Complexes

2012

View full text Add to dashboard Cite

show abstract

“…The bands at 482 and 1067 cm –1 were assigned in ref to the trans conformer as the corresponding features were absent in the infrared spectrum of liquid EG, suggesting that the mutual exclusion principle was operating and hence this conformer possessed inversion symmetry from which, the authors concluded that the OCCO dihedral existed in the trans geometry . The intensities of the 482 cm –1 , and to a lesser extent the 1067 cm –1 , Raman bands have subsequently been used to monitor how the concentration of the trans conformer changes, for example, on the application of pressure or addition of solvent. , …”

Section: Introductionmentioning

confidence: 99%

“…11 The intensities of the 482 cm −1 , and to a lesser extent the 1067 cm −1 , Raman bands have subsequently been used to monitor how the concentration of the trans conformer changes, for example, on the application of pressure or addition of solvent. 13,14 This interpretation of the Raman spectrum of liquid EG raises two questions. First, the fact that the Raman spectrum exhibits distinct features associated with the trans and gauche conformers would imply that the rate of trans−gauche isomerization, that is the rotation about the C−C bond, is slow.…”

Section: ■ Introductionmentioning

confidence: 99%

Ethylene Glycol Dihedral Angle Dynamics: Relating Molecular Conformation to the Raman Spectrum of the Liquid

Jindal

Vasudevan

2021

J. Phys. Chem. B

View full text Add to dashboard Cite

The central OCCO dihedral of the ethylene glycol (EG) molecule exists in both trans and gauche geometries in the liquid. The presence of the trans conformer had been inferred from the Raman spectra by interpreting the occurrence of bands in the Raman spectra that were absent in the infrared as evidence for inversion symmetry and hence the trans conformation. The validity of this interpretation is questionable as not all conformations of the EG molecule, where the OCCO dihedral is trans, possess inversion symmetry. We show here that the resolution of the apparent paradox is intimately related to the conformation and dynamics of not just the central OCCO but also the two terminal dihedrals of the EG molecule. Using ab initio molecular dynamics simulations, we show that changes in conformation associated with the three dihedral angles are not infrequent; a number of events are observed during the course of the simulations allowing for a straightforward estimate of the kinetic parameters. More importantly, these parameters allow us to address and resolve the problems in interpreting the Raman spectra and consequently relate molecular conformation to the Raman spectrum of the EG molecule in the liquid state.

show abstract

“…The structure of the isolated ethylene glycol molecule has been studied experimentally by electron diffraction [10] as well as by microwave [11] and infrared spectroscopic methods in the gas phase/low-temperature matrix [12][13], whereas the strong structural correlations of condensed-phase EG were investigated by diffraction techniques (X-Ray and neutron [14]) in the liquid, focusing in particular on the structure of the most stable dimers, and in the solid state by neutron diffraction [15]. As far as the liquid structure is concerned, infrared and Raman spectra suggest that almost all OH groups are involved in inter-and intramolecular H-bonds [16,17].…”

Section: Introductionmentioning

confidence: 99%

New Insights Into the Structure of Hydroxylated and Alkylated Glycols: A Comparative X-ray Diffraction, Raman and Molecular Dynamics Study of Ethane-1,2-Diol, 2-Methoxyethan-1-ol and 1,2-Dimethoxy Ethane

Gontrani¹,

Tagliatesta²,

Agresti³

et al. 2020

Preprint

View full text Add to dashboard Cite

In this study, we report a detailed experimental and theoretical investigation of three glycols, namely ethane-1,2-diol, 2-methoxyethan-1-ol and 1,2-dimethoxy ethane. For the first time, the X-Ray spectra of the latter two liquids was measured at room temperature, and they were compared with the newly measured spectrum of ethane-1,2-diol. The experimental diffraction patterns were interpreted very satisfactorily with molecular dynamics calculations, and suggest that in liquid ethane-1,2-diol most molecules are found in gauche conformation, with intramolecular hydrogen bond between the two hydroxyl groups. Intramolecular H-bonds are established in the mono-alkylated diol, but the interaction is weaker. The EDXD study also evidences strong intermolecular hydrogen-bond interactions, with short O···O correlations in both systems, while longer methyl-methyl interactions are found in 1,2-dimethoxy ethane. X-Ray studies are complemented by micro Raman investigations at room temperature and at 80°C, that confirm the conformational analysis predicted by X-Ray experiments and simulations.

show abstract

Structure of liquid ethylene glycol

Cited by 24 publications

References 7 publications

Volumetric Properties of Binary Mixtures of 2,4,6-Trimethylpyridine with 1,2-Ethanediol, Methanol, and Water, and the Association Energies of the O–H· · ·N Bonded Complexes

Volumetric Properties of Binary Mixtures of 2,4,6-Trimethylpyridine with 1,2-Ethanediol, Methanol, and Water, and the Association Energies of the O–H· · ·N Bonded Complexes

Ethylene Glycol Dihedral Angle Dynamics: Relating Molecular Conformation to the Raman Spectrum of the Liquid

New Insights Into the Structure of Hydroxylated and Alkylated Glycols: A Comparative X-ray Diffraction, Raman and Molecular Dynamics Study of Ethane-1,2-Diol, 2-Methoxyethan-1-ol and 1,2-Dimethoxy Ethane

Contact Info

Product

Resources

About