Thermodynamic properties of mixtures containing linear and cyclic ketones

Sharma, V.K.; Kataria, Jyoti; Bhagour, S.

doi:10.1016/j.molliq.2014.02.009

Cited by 26 publications

(8 citation statements)

References 32 publications

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“…They have relatively low dielectric constants with high dipole moments. These cyclic ketones are important organic chemicals, which have many uses in a variety of chemical, pharmaceutical, and plastics industries. − CPO and CHO are dipolar aprotic solvents which can act as hydrogen bond acceptors with the hydroxyl group of alcohols. On the basis of recent finding, the five- and six-membered cyclic ketones (CPO and CHO) display markedly different thermodynamic and associative behavior in the pure state as well as in solution. − The pure CPO molecules display a strong tendency for antiparallel dipole orientation.…”

Section: Introductionmentioning

confidence: 99%

Comparative Dielectric Study and Molecular Interactions of Binary Mixtures of (Cyclohexanone + 1-Alkanols) and (Cyclopentanone or Cyclohexanone + Cyclohexanol or Cyclohexane) atT= 298.15 K

Gilani

Ramezani

2018

J. Chem. Eng. Data

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Relative permittivities, refractive indices, and densities were measured for binary liquid mixtures of cyclohexanone with 1-alkanols (ethanol, 1-butanol, 1-hexanol, 1-octanol, and 1-decanol) in the mole fraction range of (0 ≤ x 2 ≤ 1) at T = 298.15 and p = 101.3 kPa. Another comparative dielectric study was performed on the (cyclohexanone or cyclopentanone + cyclohexanol or cyclohexane) mixtures at the mentioned temperature and pressure. The experimental data were analyzed in terms of the various approaches in order to obtain information about the intermolecular interactions and the mixture structure. The excess properties of different physical quantities confirm the formation of hydrogen-bond structure in these mixtures. For the studied systems, negative excess permittivities and excess Kirkwood correlation factors were obtained, indicating a reduction of the number of effective dipoles in the binary mixtures.

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Section: Introductionmentioning

confidence: 99%

Comparative Dielectric Study and Molecular Interactions of Binary Mixtures of (Cyclohexanone + 1-Alkanols) and (Cyclopentanone or Cyclohexanone + Cyclohexanol or Cyclohexane) atT= 298.15 K

Gilani

Ramezani

2018

J. Chem. Eng. Data

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“…The detailed material descriptions of the used chemicals are given in Table . The measured permittivities, refractive indices, and densities along with the reported data − ,− are listed in Table . The organic chemicals were dried with molecular sieves for at least 24 h before use.…”

Section: Experimental Sectionmentioning

confidence: 99%

“…Moreover, they are typical model systems in studying the hydrogen-bonded network structures. Thus, the alcohol–cyclic ketone systems have received increasing attention due to their excellent versatile mixing ability with interesting physicochemical properties. − …”

Section: Introductionmentioning

confidence: 99%

Dielectric, Volumetric, Refractometric, and Excess Properties of (Cycloalkanone + Pentanol Isomers) Systems at T = 298.15 K

Gilani

Mirkhalili

2021

J. Chem. Eng. Data

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Relative permittivity, refractive index, and density data were experimentally determined for several binary systems (cyclopentanone or cyclohexanone + pentanol isomers) over the entire composition range at 298.15 K and 101.3 kPa for the first time. The selected pentanol isomers were 1-pentanol, 2-pentanol, 3-pentanol, isopentanol, and tert-pentanol. The experimental physicochemical data were used to calculate the various excess quantities. These quantities were applied to interpret the manner of cycloalkanone−pentanol interactions. Excluding the mixtures containing tertiary pentanol, the excess permittivities were found to be negative for all the studied systems. The mixtures containing the weakly associated tert-pentanol display a reverse physicochemical and excess behavior when compared to the systems containing the strongly associated primary and secondary pentanols. The Redlich−Kister equation was used to fit the experimental excess molar volumes. For the studied systems, a negative correlation exists between the excess molar volume (V̅ E ) and excess refractive index (n E ).

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“…T/K=293.15 0.94101 0.9410 [88] 0.79018 0.790546 [89] 0.78998 [40] 0.80512 0.80495 [90] 0.8049 [40] 0.805058 [92] 0.80654 0.806322 [91] 0.8064 [40] 0.80626 [90] 0.81557 0.81537 [40] T/K=298.15 0.93639 0.93634 [93] 0.78441 0.784431 [54] 0.7844 [40] 0.79977 0.79974 [90] 0.7997 [40] 0.80166 0.801522 [91] 0.8015 [40] 0.80142 [90] 0.81119 0.81123 [40] 0.81093 [94] T/K=303.15 0.93173 0.93166 [93] 0.93162 [95] 0.77876 0.77966 [90] 0.77863 [13] 0.79465 0.79448 [90] 0.7946 [40] 0.794565 [92] 0.79688 0.796723 [91] 0.79658 [90] 0.80698 0.806827 [24] c/m s -1 T/K=293.15 1475.3 [89] 900 [92] 845.40 844 [90] 816.21 816 [90] 745.69 746.26 [24] T/K=298.15 503.68 503.85 [93] 940.64 946 [100] 944.6 [50] 941.1 [98] 881.77 880 [90] 849.47 849 [90] 848 [92] 772.76 773.48 [24] T/K=303.15 520.25 516 [101] 989.28 988.80 [89] 917.88 917.9 [102] 918 [90] 882.75…”

Section: Accepted Manuscriptmentioning

confidence: 99%

Thermodynamics of amide + ketone mixtures. 2. Volumetric, speed of sound and refractive index data for N,N-dimethylacetamide + 2-alkanone systems at several temperatures. Application of Flory's model to tertiary amide +n-alkanone systems

Cobos

González

Hevia

et al. 2017

Journal of Molecular Liquids

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of amide+ketone mixtures. 2. Volumetric, speed of sound and refractive index data for N,N-dimethylacetamide+2-alkanone systems at several temperatures. Application of Flory's model to tertiary amide+n-alkanone systems. AbstractData on density,  , speed of sound, c, and refractive index, D n , have been reported at (293-303.15) K for the N,N-dimethylacetamide (DMA)+ CH 3 CO(CH 2 ) u-1 CH 3 (u = 1,2,3) systems, and at 298.15 K for the mixture with u = 5. These data have been used to compute excess molar volumes, E m V , excess adiabatic compressibilities, E S  , and excess speeds of sound E c . Negative E m V values indicate the existence of structural effects and interactions between unlike molecules. From molar excess enthalpies, E m H , available in the literature for N,Ndimethylformamide (DMF), or N-methylpyrrolidone (NMP) + n-alkanone systems, it is shown: (i) amide-ketone interactions are stronger in DMF systems than in those with NMP; (ii) they become weaker when u increases in mixtures with a given amide. Structural effects largely contribute to E m H and are more relevant in mixtures containing NMP. The application of the Flory's model reveals that the random mixing hypothesis is valid in large extent for DMF solutions, while NMP systems are characterized by rather strong orientational effects. From values of molar refraction and of the product int P m V (where int P is the internal pressure and mV the molar volume), it is concluded that dispersive interactions increase with u, or when DMF is replaced by DMA in mixtures with a fixed ketone. 1.amides makes also very interesting their theoretical study [11]. In the case of N,Ndialkylamides, due to the lack of hydrogen-bonds, this has been attributed to the existence of strong dipolar interactions [10,12].2-Alkanones, (CH 3 CO(CH 2 ) u-1 CH 3 ) are polar, aprotic compounds and hydrogen bonds acceptors, used as solvents for plastics and some synthetic fibers or as intermediates in the obtention of very important compounds (e.g., methyl methacrylate). They have also an essential role in biochemistry, as many sugars are ketones, and fatty acid synthesis proceeds via these compounds. These features make suitable the study of amide + alkanone mixtures, which must be taken into account within a general experimental and theoretical research of liquid mixtures containing the functional groups carbonyl, amine or amide. In a previous work, we have provided data on density,  , speeds of sound, c, and refractive indices, D n , at (293.15-303.15) K for DMF systems with u = 1,2,3 and at 298.15 K for the solution with u = 5 [13]. As a continuation of this research, we report now similar data for binary mixtures containing N,Ndimethylacetamide (DMA) and the same 2-alkanones over the same temperature range. In order to complete our study, data available in the literature on N-methylpyrrolidone (NMP) + nalkanone systems are also considered [14][15][16][17]. This allows examine the dependence of thermophysical properties on the size and shape of the amide in systems with a...

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Thermodynamic properties of mixtures containing linear and cyclic ketones

Cited by 26 publications

References 32 publications

Comparative Dielectric Study and Molecular Interactions of Binary Mixtures of (Cyclohexanone + 1-Alkanols) and (Cyclopentanone or Cyclohexanone + Cyclohexanol or Cyclohexane) atT= 298.15 K

Comparative Dielectric Study and Molecular Interactions of Binary Mixtures of (Cyclohexanone + 1-Alkanols) and (Cyclopentanone or Cyclohexanone + Cyclohexanol or Cyclohexane) atT= 298.15 K

Dielectric, Volumetric, Refractometric, and Excess Properties of (Cycloalkanone + Pentanol Isomers) Systems at T = 298.15 K

Thermodynamics of amide + ketone mixtures. 2. Volumetric, speed of sound and refractive index data for N,N-dimethylacetamide + 2-alkanone systems at several temperatures. Application of Flory's model to tertiary amide +n-alkanone systems

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