Thermodynamic properties of furan-2-carboxylic and 3-(2-furyl)-2-propenoic acids

Собечко, І. Б.; Van-Chin-Syan, Yu. Ya.; Кочубей, В. В.; Prokop, R. T.; Velychkivska, Nadiia; Gorak, Yu. I.; Dibrivnyi, V. N.; Обушак, Н. Д.

doi:10.1134/s0036024414120322

Cited by 10 publications

(11 citation statements)

References 13 publications

(5 reference statements)

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“…On the other hand, the ratio of standard entropy to the heat capacity of fusion at their fusion point was found to be constant (±7 %) [12] for more than 100 organic compounds (aliphatic, alicyclic, aromatic hydrocarbons and their substitutes -alcohols, aldehydes, ketones, acids, halogen-and nitroderivatives [20,21] …”

Section: Resultsmentioning

confidence: 99%

“…This work is a continuation of our previous works to determine the thermodynamic solubility of acids, aldehydes and their derivatives in a number of solvents [10][11][12][13]. The aim of the presented work is to investigate thermodynamic solubility of 2-methyl-5-phenylfuran-3-carboxylic and 2-methyl-5-(4-methylphenyl)-furan-3-carboxylic acids in the organic solvents.…”

Section: Introductionmentioning

confidence: 99%

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Thermodynamic properties of solubility of 2-methyl-5-arylfuran-3-carboxylic acids in organic solvents

Собечко¹,

Dibrivnyi²,

Horak³

et al. 2017

ChChT

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Abstract.1 The temperature dependencies of both acids solubility in acetonitrile, dimethylketone, isopropanol, ethylacetate and benzene were investigated. The results were represented by Shredder's equation according to which enthalpies, entropies and Gibbs energy of solubility at 298 K were determined. Fusion heats of the acids were determined using differential thermal analysis. In accordance with obtained values the enthalpies, entropies and Gibbs energy of mixing were calculated. The compensating effect of mixing was observed for al solvents with carboxy group.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Thermodynamic properties of solubility of 2-methyl-5-arylfuran-3-carboxylic acids in organic solvents

Собечко¹,

Dibrivnyi²,

Horak³

et al. 2017

ChChT

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“…We used enthalpy of formation in the gas phase of compounds I, II and group contributions for their determination referred to in [15,16] and shown in table 5. 2 -137.24 C -(H) 2 To verify the definition of group contributions and their possible application for the calculation we had calculated enthalpy of formation in the gas phase of ethyl-2-cyano-3-[5-(4-methylphenyl)furan-2-yl]prop-2-enoate (III), ethyl-2-cyano-3-[5-(3-nitrophenyl)furan-2-yl]prop-2-enoate (IV), ethyl-2-cyano-3-[5-(4-methyl-3-nitrophenyl)furan-2-yl]prop-2-enoate (V) and compared them with the experimentally determined values (table 6), where ∆ -is a difference between the experimental and calculated values.…”

Section: Discussionmentioning

confidence: 99%

Thermodynamic Characteristics of Ethyl-2-cyano-3-(furan-2-yl)-prop-2-enoate Derivatives

Kos¹,

Собечко²,

Horak³

et al. 2017

MOCR

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Abstract. Using bomb calorimetry and Knudsen effusion methods the enthalpic characteristics in condensed state of ethyl-2-cyano-3-(furan-2-yl) prop-2-enoate derivatives were experimentally determined. The values of the enthalpies of formation in the gas state of investigated esters were calculated taking into account the values of the enthalpies of sublimation adjusted to 298K. From obtained thermochemical values we defined new group contributions which can be added to the Benson's additive scheme. Using these increments the enthalpies of formation of investigated compounds in gas state were theoretically calculated and their differences from the experimentally determined were analyzed.

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“…Heat capacity changes ΔC p during sublimation were crucial for these calculations. We couldn't determine these values experimentally, so the half-empiric method [12] was used for the purpose: The compensational effect between solvation enthalpies and entropies (figure 7), which depends on the reconstruction of intermolecular interactions between the solvents' and solutes' molecules, is also present in all of the investigated systems. …”

Section: Discussionmentioning

confidence: 99%

Thermodynamic Properties of Solubility for Nitrophenyl Derivatives of Furfural Oxime in Organic Solvents

Marshalek¹,

Собечко²,

Horak³

et al. 2017

MOCR

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Abstract. Enthalpies and entropies of dissolution in acetonitrile, propan-2-ol and ethyl acetate were determined from the results of temperature dependence of solubility for 5-(2-nitro phenyl)-2-furyl oxime, 5-(3-nitro phenyl)-2-furyl oxime and 5-(4-nitro phenyl)-2-furyl oxime. Sublimation enthalpies and entropies were determined using integral effusion Knudsen method; adjustment of these values to 298K was conducted. Using these values the thermodynamic properties of solvation in the investigated systems were calculated. The influence of physical properties of the solvent on dissolution of the investigated compounds was analyzed.Keywords: 5-(2-nitro phenyl)-2-furyl oxime, enthalpy, entropy, solubility, sublimation, solvation IntroductionHeterocyclic compounds are very common in nature. Most of them take part in biological processes. Phenyl-furanic fragment is present in a lot of substances which develop a wide range of biological activity. Lately, functional compounds with phenyl-furanic fragment are widely used in multi-component reactions that allow optimizing the resource usage and conducing the green chemistry concept. Most of the parameters for the processes of syntheses for these compounds were chosen using the method of probes and mistakes. Determination of thermodynamic properties for compounds with phenyl-furanic fragment allows to calculate energetic properties of their molecules and to decrease the energy usage at separate stages of processes of their synthesis, purification and use. Investigated in the current work furfural oximes are used as soil nitrification inhibitors [8] properties. Most processes with their participation take place in solvents. That's why thermodynamic properties of furfural oxime and its nitrophenyl derivatives solubility are needed for optimization and calculation of energy balances for processes of synthesis, purification and application of these compounds, which has become the main aim of this work.

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Thermodynamic properties of furan-2-carboxylic and 3-(2-furyl)-2-propenoic acids

Cited by 10 publications

References 13 publications

Thermodynamic properties of solubility of 2-methyl-5-arylfuran-3-carboxylic acids in organic solvents

Thermodynamic properties of solubility of 2-methyl-5-arylfuran-3-carboxylic acids in organic solvents

Thermodynamic Characteristics of Ethyl-2-cyano-3-(furan-2-yl)-prop-2-enoate Derivatives

Thermodynamic Properties of Solubility for Nitrophenyl Derivatives of Furfural Oxime in Organic Solvents

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