Intermolecular hydrogen bonds in acetic acid and its solutions

Tukhvatullin, F. Kh.; Tashkenbaev, U. N.; Zhumaboev, A.; Mamatov, Z.

doi:10.1007/bf02675376

Cited by 7 publications

(11 citation statements)

References 1 publication

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“…17,24 The far-IR mode assignments can be complicated due to extensive coupling of lattice librational and intramolecular deformation (e.g., bending, torsion) vibrations. 23,24 We discuss complete mode assignments in light of the above mentioned information, with additional guidance from related compounds, 49 acetic acid, 23,50 and matrix-isolated formic acids. 51–53…”

Section: Resultsmentioning

confidence: 99%

High-Pressure Far-Infrared Spectroscopic Studies of Hydrogen Bonding in Formic Acid

et al. 2013

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Simple molecules such as HCOOH, or formic acid, are suggested to have played important roles in planetary physics due to their possibility for high pressure and temperature chemistry under impact conditions. In this study, we have investigated the effect of pressure (up to 50 GPa) on H-bonding and reactivity of formic acid using synchrotron far infrared spectroscopy. Based on the pressure-induced changes to H-bond ν(O-H···O) stretching and γ(O-H···O) deformations, we observe significant reorganization of H-bonding network beginning at ~20 GPa. This is in good agreement with reports of symmetrization of H-bonds reported at 16-21 GPa from X-ray diffraction and Raman spectroscopy studies as well as molecular dynamics simulations. With further increase in pressure, beyond 35 GPa, formic acid undergoes a polymerization process that is complete beyond 45 GPa. Remarkably, upon decompression, the polymeric phase reverts to the crystalline high-pressure phase at 8 GPa.

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Section: Resultsmentioning

confidence: 99%

High-Pressure Far-Infrared Spectroscopic Studies of Hydrogen Bonding in Formic Acid

et al. 2013

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“…For example, pyruvic acid has been studied by Reva et al in 2014; however, they have focused on the low-temperature matrix isolation data. Only recently more detailed studies on the influences of hydrogen bonding on the corresponding NIR data in solution have been reported …”

Section: Introductionmentioning

confidence: 99%

Correlations between Structure and Near-Infrared Spectra of Saturated and Unsaturated Carboxylic Acids. Insight from Anharmonic Density Functional Theory Calculations

et al. 2017

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By near-infrared (NIR) spectroscopy and anharmonic density functional theory (DFT) calculations, we investigate five kinds of saturated and unsaturated carboxylic acids belonging to the group of short-chain fatty acids: propionic acid, butyric acid, acrylic acid, crotonic acid, and vinylacetic acid. The experimental NIR spectra of these five kinds of carboxylic acids are reproduced by quantum chemical calculations in a broad spectral region of 7500-4000 cm and for a wide range of concentrations. By employing anharmonic GVPT2 calculations on DFT level, a detailed interpretation of experimental spectra is achieved, elucidating structure-spectra correlations of these molecules in the NIR region. We emphasize the spectral features due to saturated and unsaturated alkyl chains, the location of a C═C bond within the alkyl chain, and the dimerization of carboxylic acids. In particular, the existence of a terminal C═C bond leads to the appearance of highly specific NIR bands. These pronounced bands are located at wavenumbers where no overlapping with other structure-specific bands occurs, thus making them good structural markers. Most of the spectral differences between these two groups of molecules remain subtle, and would be difficult to reliably ascribe without quantum chemically calculated NIR spectra. Moreover, anharmonic DFT calculations provide insights on the manifestation of hydrogen bonding through distinctive spectral features corresponding to cyclic dimers. The resulting spectral baseline elevation is common for all five investigated carboxylic acids, and remains consistent with previous results on acetic acid.

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“…This same approach was used for the remaining components investigated: butyric acid, acetic acid, and butanol at 5, 10, 25, and 50 mM. The following peaks were selected as MPs: glucose—1,126 cm −1 (characteristic of deformation of C–O–H chemical bonds), butyric acid—866 cm −1 (characteristic of in‐plane deformation of C–O–O–H and O–C–O chemical bonds), acetic acid—893 cm −1 (characteristic of C–C stretching and depolarization of C═O chemical bonds), and butanol—989 cm −1 (characteristic of trans skeletal stretch vibrations of C–C–C–O–H bonds) . The selected peaks were then verified via literature assignments and found to agree with published peak assignments for specific chemical bonds present in each investigated component.…”

Section: Resultsmentioning

confidence: 99%

“…[47] In this vein, a "potential MP" would decrease in intensity systematically with increasing dilutions until the lowest detection limit. Isolated MPs from this approach were then confirmed through cited work and the functional group [43] 893 (Acetic acid) Depolarization of C═O bond Tukhvatullin et al [44] 981 (Sulfates in CGM) Total symmetric mode of (NH 4 ) 2 SO 4 Wróbel-Kwiatkowska et al [45]…”

Section: Monitoring Peak Verification and Data Acquisitionmentioning

confidence: 86%

Real‐time metabolite monitoring of glucose‐fed Clostridium acetobutylicum fermentations using Raman assisted metabolomics

Liu

Gerlach

et al. 2017

J Raman Spectroscopy

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Data obtained from in situ Raman spectroscopy probes and high‐performance liquid chromatography (HPLC) analysis were applied together with chemometrics to build partial least squares models of metabolite concentrations for the industrially relevant organism Clostridium acetobutylicum. Models were built for predominant products (acetic acid, butyric acid, and butanol) of C. acetobutylicum cultures grown on glucose as a substrate. The partial least squares models were then applied to a 3‐day C. acetobutylicum culture for real‐time, quantitative metabolite analysis. The predicted outcomes of new fermentation cultures were validated by analyzing HPLC data from corresponding experiments from these new fermentation cultures. Model predictions showed good correlation with measured data (goodness of fit [R2Y] values of 0.99, and goodness of prediction [Q2Y] values of 0.98 from agitated cultures. Predictive models based upon Raman spectral data are promising tools for characterization of synthetic organisms, guiding process control, and facilitating optimization of culture conditions.

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Intermolecular hydrogen bonds in acetic acid and its solutions

Cited by 7 publications

References 1 publication

High-Pressure Far-Infrared Spectroscopic Studies of Hydrogen Bonding in Formic Acid

High-Pressure Far-Infrared Spectroscopic Studies of Hydrogen Bonding in Formic Acid

Correlations between Structure and Near-Infrared Spectra of Saturated and Unsaturated Carboxylic Acids. Insight from Anharmonic Density Functional Theory Calculations

Real‐time metabolite monitoring of glucose‐fed Clostridium acetobutylicum fermentations using Raman assisted metabolomics

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