Studies on kinetics and thermodynamics of oxidation of 3,4,5-trimethoxy benzaldehyde, benzaldehyde and N,N-dimethylamino benzaldehyde by tetraethylammonium bromochromate in dimethyl formamide and acetic acid mixture

Asghar, Basim H.; Malik, V. Saleem; Mansoor, S. Sheik

doi:10.1016/j.arabjc.2014.10.047

Cited by 6 publications

(6 citation statements)

References 27 publications

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“…Although TMBA is an important pharmaceutical intermediate, there is little research focusing on the solubility of TMBA in solvent systems so far. Only the reactive kinetics − and single crystal data can be obtained in the published paper. Crystallization plays a key role in the properties of the product particles and yield.…”

Section: Introductionmentioning

confidence: 99%

Solubility Behavior of 3,4,5-Trimethoxybenzaldehyde in Different Pure Organic Solvents

et al. 2021

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The solubility of 3,4,5-trimethoxybenzaldehyde (TMBA) in 16 kinds of pure solvents [i.e., methanol, ethanol, npropanol, i-propanol, n-butanol, i-butanol, s-butanol, acetone, 2-butanone, cyclohexanone, acetonitrile, N,N-dimethylformamide (DMF), tetrahydrofuran, ethyl formate, methyl acetate, and ethyl acetate] was measured using the gravimetric method at temperatures ranging from 278.15 to 313.15 K at atmospheric pressure. The solubility of TMBA in all tested 16 pure solvents increases with the increase of temperature. The minimum solubility data are obtained in i-butanol at 278.15 K (0.004507 mol• mol −1 ), and the maximum solubility data are obtained in DMF at 313.15 K (0.3769 mol•mol −1 ). Polarity plays an important role in the solubility of TMBA in alcohol solvents. Three thermodynamic models including the λh model, the Yaws model, and the modified Apelblat model were selected to correlate the measured solubility data of TMBA. The maximum relative average deviation (RAD) and root-mean-square deviation (RMSD) values are no larger than 0.0387 and 0.00550, respectively. Furthermore, the modified Apelblat equation is best suited to correlate the solubility data of TMBA among the selected models of RAD and RMSD values less than 0.0262 and 0.00353, respectively. The solubility data are of guiding significance to the crystallization process of TMBA.

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Section: Introductionmentioning

confidence: 99%

Solubility Behavior of 3,4,5-Trimethoxybenzaldehyde in Different Pure Organic Solvents

et al. 2021

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“…TMBA can also be prepared from p -hydroxy benzaldehyde. TMBA is also used in the manufacturing of trimethoprim (a kind of antibacterial synergist) …”

Section: Introductionmentioning

confidence: 99%

“…Recently, research on TMBA mainly focuses on its synthesis process. ,, The investigation on its thermodynamic solubility is rare. Only the reactive kinetics and single crystal data can be obtained in the published papers. As is known, the crystallization process is driven by the thermodynamic and kinetic properties. − Solubility data plays an essential part in the optimization of crystallization. − That is to say, the solubility data of TMBA in different kinds of solutions should be investigated.…”

Section: Introductionmentioning

confidence: 99%

“…TMBA is also used in the manufacturing of trimethoprim (a kind of antibacterial synergist). 3 Recently, research on TMBA mainly focuses on its synthesis process. 2,4,5 The investigation on its thermodynamic solubility is rare.…”

mentioning

confidence: 99%

“…2,4,5 The investigation on its thermodynamic solubility is rare. Only the reactive kinetics 3 and single crystal data 1 can be obtained in the published papers. As is known, the crystallization process is driven by the thermodynamic and kinetic properties.…”

mentioning

confidence: 99%

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The Solubility Profile of 3,4,5-Trimethoxybenzaldehyde in Aqueous Binary Solvent Mixtures at Several Temperatures

Wang

Feng

et al. 2021

J. Chem. Eng. Data

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The solubility of 3,4,5-trimethoxybenzaldehyde (TMBA) in five kinds of aqueous mixed solvents including water + (ethanol, n-propanol, i-propanol, acetone, or N,N-dimethylformamide (DMF)) was determined by a gravimetric method. The temperature range was 278.15 to 313.15 K. The solubility of TMBA is positively correlated with temperature in all the selected aqueous mixed systems. The results show that the solubility of TMBA in the solvents of water + alcohol is lower than that in water + DMF or water + acetone. The maximum solubility (x 1 = 0.3669 mol•mol −1 in the solvent of water + DMF, T = 313.15 K, and x 2 = 0.9) is about 1800 times higher than the minimum solubility (x 1 = 0.0002010 mol•mol −1 in the solvent of water + ethanol, T = 278.15 K, and x 2 = 0.1). There is a cosolvency phenomenon in the water + alcohol solvent systems. Furthermore, thermodynamic models including the modified Jouyban−Acree model, Sun model, nonrandom two-liquid (NRTL) model, and Wilson model were used in this paper. Relative average deviation and root-mean-square deviation values are not larger than 0.0783 (Sun model, water + DMF) and 0.002625 (NRTL model, water + acetone). The Wilson model and the NRTL model fitted better, and all the selected models provided satisfactory correlation results.

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Reactions of Aldehydes and Ketones and Their Derivatives

Murray¹

2019

Organic Reaction Mechanisms Series

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Studies on kinetics and thermodynamics of oxidation of 3,4,5-trimethoxy benzaldehyde, benzaldehyde and N,N-dimethylamino benzaldehyde by tetraethylammonium bromochromate in dimethyl formamide and acetic acid mixture

Cited by 6 publications

References 27 publications

Solubility Behavior of 3,4,5-Trimethoxybenzaldehyde in Different Pure Organic Solvents

Solubility Behavior of 3,4,5-Trimethoxybenzaldehyde in Different Pure Organic Solvents

The Solubility Profile of 3,4,5-Trimethoxybenzaldehyde in Aqueous Binary Solvent Mixtures at Several Temperatures

Reactions of Aldehydes and Ketones and Their Derivatives

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