Polarity, hydrogen bonding, and structure of mixtures of water and cyanomethane

Marcus, Yizhak; Migron, Yoelit

doi:10.1021/j100154a070

Cited by 252 publications

(195 citation statements)

References 2 publications

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“…As revealed by our experimental data, these polarities, expressed in E T or other units, are mostly a function of the solvatochromic dye used together with the solvent system studied and not solely of the solvent system. Similar conclusions can be drawn from the papers of Marcus and Migron 25,26 concerning a variety of solvatochromic indica- Figure 11. Relationship between the position of the longest wavelength absorption maximum (in 1000 cm Ϫ 1 ) and the molar fraction of water, temperature 298·2 K, for (a) merocyanine dye Ij in the acetonitrile-water system, (b) betaine dye II in the pyridine monohydrate-water subsystem.…”

Section: Discussionsupporting

confidence: 82%

Solvatochromism of dyes. Part III. Solvatochromism of merocyanines in some binary mixtures of solvents.SA-SAB-SB, a new model of solvatochromism

Soroka

1997

J. Phys. Org. Chem.

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A quantitative model of solvatochromism in a binary solvent system is presented. Although it is derived for merocyanine and betaine dyes, it explains a majority of known examples of solvatochromism in binary solvents. The model provides an estimation of equilibrium constants between particular types of solvates present therein. UV-VIS absorption spectra of solvated species can be simulated. They perfectly fit the experimental data. The model proposed describes the internal solvent picture from the solute point of view, which differs from other known models and may be useful for studying the structure of liquids.

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Section: Discussionsupporting

confidence: 82%

Solvatochromism of dyes. Part III. Solvatochromism of merocyanines in some binary mixtures of solvents.SA-SAB-SB, a new model of solvatochromism

Soroka

1997

J. Phys. Org. Chem.

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“…Moreover, the difference in b values between water and acetonitrile is small 24,26 and the b values are constant over most of the composition range. 24 Therefore, the b term in Eqn. (1) can be included in the independent term and Eqn.…”

Section: Lc-uvmentioning

confidence: 95%

“…p*, a and b are the Kamlet-Taft solvatochromic parameters of the mobile phase, 24 which are known over the whole range of composition studied, and reflect solvent polarizability/ dipolarity and solvent hydrogen-bond acidity and basicity.…”

Section: Lc-uvmentioning

confidence: 99%

Separation and identification of peptide mixtures in a synthesis crude of carbetocin by liquid chromatography/electrospray ionization mass spectrometry

Sanz‐Nebot

Toro

Garces

et al. 1999

Rapid Commun. Mass Spectrom.

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In order to separate and characterize the target peptide and the side-product peptide compounds of a synthesis crude of the peptide hormone carbetocin, liquid chromatography coupled to high-flow electrospray ionization mass spectrometry (LC/eS-MS) has been used. Carbetocin is an important drug with recognized therapeutical application for stimulation of uterine contractions to facilitate parturition. Stepwise solid phase peptide synthesis (SPPS) commonly results in unwanted side products associated with incomplete peptide chains. Consequently, this procedure requires extensive purification and characterization of the final synthesis crude. The linear solvation energy relationship (LSER) method has been applied to optimize the proportion of organic modifier of the mobile phase used in the established LC method. On the other hand, ES-MS has allowed rapid and reliable identification of the target peptide and the other impurities present in the carbetocin synthesis products.

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“…Retention factors were calculated using the normal MEKC equation, where methanol and anthracene were used as the EOF and the micelle migration marker, respectively. Average effective hydrogen bond acidity (A), average effective hydrogen bond basicity (B), and dipolarity/polarizability parameter (S) for the pure solvents and water-ACN, water-EtOH, and water-THF mixtures were obtained from the literature [61,62] and pondered by the volume proportion of solvent in the medium. This approximation holds linear within the low organic solvent percentage range used in this work.…”

Section: Solvent Effectsmentioning

confidence: 99%

Mixture‐designed electrolytes for the MEKC separation of natural and synthetic steroids

et al. 2007

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In this work, the separation of 11 natural and synthetic steroids was studied using MEKC electrolytes modified by property-selected organic solvents: ethanol, ACN, and THF. The interplay between electrophoretic behavior and structural features was disclosed and the effects of organic modifiers to modulate retention and to alter selectivity were discussed in terms of system linear solvation energy relationships (LSER). The LSER indicated the total organic solvent percentage in the electrolyte as a major parameter to control retention and as a minor contribution, the hydrogen bond acidity. By evaluating the electropherograms obtained from mixture-designed electrolytes, a favorable separation condition for all solutes was achieved in ca. 25 min with an electrolyte composed of 20 mmol/L sodium tetraborate at pH 9.4, 20 mmol/L SDS and 20% EtOH (0.80% CV for migration time and 2.5% CV for peak area, n = five consecutive injections). The applicability of the proposed separation condition was demonstrated by the inspection of estrogens in urine sample (puberty stage).

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Polarity, hydrogen bonding, and structure of mixtures of water and cyanomethane

Cited by 252 publications

References 2 publications

Solvatochromism of dyes. Part III. Solvatochromism of merocyanines in some binary mixtures of solvents.SA-SAB-SB, a new model of solvatochromism

Solvatochromism of dyes. Part III. Solvatochromism of merocyanines in some binary mixtures of solvents.SA-SAB-SB, a new model of solvatochromism

Separation and identification of peptide mixtures in a synthesis crude of carbetocin by liquid chromatography/electrospray ionization mass spectrometry

Mixture‐designed electrolytes for the MEKC separation of natural and synthetic steroids

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