Production of p‐toluenesulfonic acid by sulfonating toluene with gaseous sulfur trioxide

Wu, J C; Wang, B H; Zhang, D L; Song, G F; Yuan, J T; Liu, B F

doi:10.1002/jctb.425.abs

Cited by 3 publications

(3 citation statements)

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“…20 It is used in a very broad range of applications, e.g., as a catalyst, detergent solubilizer, resin hardener, in pharmaceuticals, or as an intermediate in the production of saccharine. 21,22 In the literature, different ptsa-based DESs have already been reported but barely characterized, e.g., ptsa:choline chloride at a molar ratio of 1:1, ptsa:benzyltrimethylammonium chloride at a molar ratio of 2.3:1, ptsa:allyltriphenylphosphonium bromide at a molar ratio 3:1, or ptsa:n,n-diethylenethanol ammonium chloride. 23−31 In this paper, combinations of ptsa with different HBAs were prepared in a 1:1 molar ratio in order to obtain ptsa-based eutectic mixtures.…”

Section: ■ Introductionmentioning

confidence: 99%

p-Toluenesulfonic Acid-Based Deep-Eutectic Solvents for Solubilizing Metal Oxides

Rodriguez

Machiels

Binnemans

2019

ACS Sustainable Chem. Eng.

133

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Combinations of p-toluenesulfonic acid monohydrate with different hydrogen-bond acceptors (i.e., choline chloride, tetraethylammonium chloride, tetrabutylammonium chloride, betaine hydrochloride, β-alanine, tetrabutylphosphonium chloride, ethylammonium chloride, methyltriphenylphosphonium bromide, and benzyltriphenylphosphonium chloride) were tested for deep-eutectic solvent (DES) formation. Only p-toluenesulfonic acid monohydrate:choline chloride, p-toluenesulfonic acid monohydrate:tetrabutylammonium chloride, and p-toluenesulfonic acid monohydrate:tetrabutylphosphonium chloride at a 1:1 molar ratio remained liquid at room temperature. The obtained deep-eutectic solvents were characterized by determining their density and viscosity as function of temperature, and their thermal operational window (i.e., decomposition temperature and melting point/glass transition temperature). Moreover, IR spectroscopy was used to elucidate the formation of hydrogen bonds. The solubility of different metal oxides in the DES p-toluenesulfonic acid monohydrate:choline chloride was experimentally determined. The effect of the hydrogen-bond donor:hydrogen-bond acceptor molar ratio (2:1, 1:1, and 1:2) on the metal oxide solubility was explored. A comparison was made with metal oxide solubilities in other choline chloride-based DESs and in acidic aqueous solutions.

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Section: ■ Introductionmentioning

confidence: 99%

p-Toluenesulfonic Acid-Based Deep-Eutectic Solvents for Solubilizing Metal Oxides

Rodriguez

Machiels

Binnemans

2019

ACS Sustainable Chem. Eng.

133

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“…4 Conventional reactors, including tank reactors, thin-film reactors, falling film reactors, and jet loop reactors, have been employed in liquid−liquid heterogeneous reaction processes. 5,6 However, these reactors have some disadvantages especially when they are applied for highly exothermic and fast reaction systems. Insufficient heat-and mass transfer capabilities of these reactors may give rise to obvious gradients of concentration and temperature inside reactors, which may lead to low reaction rate, local overheating of reactors, formation of many impurities, or even runaway of the reaction.…”

Section: Introductionmentioning

confidence: 99%

Droplet Coalescence Phenomena during Liquid–Liquid Heterogeneous Reactions in Microreactors

Song

et al. 2017

Ind. Eng. Chem. Res.

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The sulfonation of naphthalene with sulfuric acid to produce naphthalene sulfonic acid was carried out in capillary microreactors as a model liquid–liquid heterogeneous reaction to study droplet coalescence phenomena. The effects of various factors associated with droplet coalescence or the reaction kinetics, such as capillary length (residence time), reaction temperature, molar ratio of reactants, and capillary wall wetting properties, on the reaction performance were investigated. In particular, the influence of droplet coalescence on the specific interfacial area, the mass transfer rate, and the reaction performance was evaluated in detail. Surprisingly, the specific interfacial area could decrease up to 93% along the flow direction in the capillary microreactor with the droplet coalescence. Interestingly, the microreactor wall surface properties were found to affect the reaction performance significantly. Moreover, the Hatta number was evaluated, which reflected the competition between the mass transfer and the reaction during the sulfonation in the capillary microreactors with droplet coalescence.

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“…In the first step, ethyl acetoacetate 2 and pyrazinamide 1 in presence 10 ml of glacial acetic acid reacted under neat conditions resulting in the formation of N -(3-oxobutanoyl)pyrazine-2-carboxamide 3 with the yield of 74%. The N -(3-oxobutanoyl)pyrazine-2-carboxamide was further taken for the Biginelli condensation reaction by reacting it with urea/thiourea and appropriate aldehyde in the presence of catalytic amount of laboratory made p -toluenesulphonic acid [30] . The advantages of the catalyst were better yields and do not require dry solvents.…”

Section: Resultsmentioning

confidence: 99%

Acetylcholinesterase enzyme inhibitor activity of some novel pyrazinamide condensed 1,2,3,4-tetrahydropyrimidines

Elumalai

Ali

Elumalai

et al. 2015

Biotechnology Reports

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A new series of some novel pyrazinamide condensed 1,2,3,4-tetrahydropyrimidines was prepared by reacting of N-(3-oxobutanoyl)pyrazine-2-carboxamide with urea/thiourea and appropriate aldehyde in the presence of catalytic amount of laboratory made p-toluenesulfonic acid as an efficient catalyst. Confirmation of the chemical structure of the synthesized compounds (4a–l) was substantiated by TLC, different spectral data IR, 1H NMR, mass spectra and elemental analysis. The synthesized compounds were evaluated for acetyl and butyl cholinesterase (AChE and BuChE) inhibitor activity. The titled compounds exhibited weak, moderate or high AChE and BuChE inhibitor activity. Especially, compound (4l) showed the best AChE and BuChE inhibitory activity of all the 1,2,3,4-tetrahydropyrimidine derivatives, with an IC50 value of 0.11 μM and 3.4 μM.

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Production of p‐toluenesulfonic acid by sulfonating toluene with gaseous sulfur trioxide

Cited by 3 publications

References 0 publications

p-Toluenesulfonic Acid-Based Deep-Eutectic Solvents for Solubilizing Metal Oxides

p-Toluenesulfonic Acid-Based Deep-Eutectic Solvents for Solubilizing Metal Oxides

Droplet Coalescence Phenomena during Liquid–Liquid Heterogeneous Reactions in Microreactors

Acetylcholinesterase enzyme inhibitor activity of some novel pyrazinamide condensed 1,2,3,4-tetrahydropyrimidines

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