543-54-4

Usage

Uses

Used in Organic Synthesis:
PYRIDINE SULFATE is used as a catalyst in organic synthesis for facilitating various chemical reactions, enhancing the efficiency and selectivity of the processes involved.
Used in Pharmaceutical Production:
In the pharmaceutical industry, PYRIDINE SULFATE is utilized as a reagent in the synthesis of various drugs, contributing to the development of new medications and improving the manufacturing processes.
Used in Agrochemical Production:
PYRIDINE SULFATE is employed as a reagent in the production of agrochemicals, aiding in the synthesis of compounds used in agriculture to protect crops and enhance yields.
Used in Dye Synthesis:
PYRIDINE SULFATE is used as a reagent in the synthesis of dyes, playing a crucial role in the creation of colorants for various applications, including textiles, plastics, and printing inks.
Used in Rubber Accelerator Production:
In the rubber industry, PYRIDINE SULFATE is utilized as a reagent in the production of rubber accelerators, which are essential for speeding up the vulcanization process and improving the properties of rubber products.
Used in Plastics Production:
PYRIDINE SULFATE is also used in the synthesis of plastics, contributing to the development of new materials with specific properties for various applications in industries such as packaging, construction, and automotive.

InChI:InChI=1/C5H5N.H2O4S/c1-2-4-6-5-3-1;1-5(2,3)4/h1-5H;(H2,1,2,3,4)/p-2

Upstream product

• 110-86-1 pyridine 
• 7789-78-8 calcium hydride 
• 7783-80-4 tellurium hexafluoride 
• 14797-71-8 ¹⁸O-labeled water 

Relevant academic research and scientific papers

Facile synthesis of fructone from ethyl acetoacetate and ethylene glycol catalyzed by SO3H-functionalized Bronsted acidic ionic liquids

SO3H-functionalized Bronsted acidic ionic liquids (BAILs) were synthesized and utilized as highly efficient catalysts for the production of fructone via the acetalization reaction of ethyl acetoacetate with ethylene glycol. In comparison with conventional H2SO4 and cation exchange resins, the BAILs N-(4-sulfonic acid) butyl triethylammonium hydrogensulfate ([BSEt3N][HSO4]) of strong acidities exhibited excellent catalytic activities. The effects of various parameters such as different BAILs, reaction temperature, catalyst dosage, and molar ratio of the reactants on the conversion of ethyl acetoacetate were investigated in detail. The experimental results indicated that the catalytic performance of BAILs were closely related to their Hammett acidities. Moreover, it was found that [BSEt3N][HSO4] could be also recovered easily and used repetitively six times without obvious decline in activity and quantity, showing great potential application in industry. This journal is the Partner Organisations 2014.

Valorization of chitin derived N-acetyl-D-glucosamine into high valuable N-containing 3-acetamido-5-acetylfuran using pyridinium-based ionic liquids

Chitin and its derivatives contain biologically fixed nitrogen elements, which can provide nitrogen sources for N-containing chemicals. Herein, a series of pyridinium-based ionic liquids were synthesized to directly catalyze the conversion of N-acetyl-D-glucosamine (NAG, the monomer of chitin) to 3-acetamido-5-acetylfuran (3A5AF). The yield of 3A5AF in 1-carboxymethyl pyridinium chloride ionic liquid reached 37.49%, without any additives. Using B2O3 and CaCl2 as additives, the optimum yield increased to 67.37% at 180 °C in 20 min. In addition, HPLC-MS analysis has been utilized to elucidate the reaction mechanism. This research on turning “waste” into “wealth” opens up new ways for the utilization of biomass waste, which not only reduces environmental pollution but also has potential economic value.

Effect of the active phase-support interaction on the electronic, thermal and catalytic properties of [H–Pyr]+[HSO4]?/support (support = rice husk ash; corundum)

Influence of the surface active phase-support interaction on the electronic, thermal and catalytic performance of pyridinium hydrogen sulfate ([H–Pyr]+[HSO4, PHS]?) ionic liquid immobilized by a wetness impregnation method on rice husk ash (RHA) and corundum (Al-NA) carriers has been investigated in the current work. For that purpose, both the developed supports and the corresponding catalysts (PHS/Al-NA and PHS/RHA) were characterized in details by means of analytical methods such as N2 adsorption-desorption measurements, X-ray diffraction, X-ray photoelectron spectroscopy, spectroscopy in the ultraviolet and visible regions, infrared spectroscopy and thermogravimetric analysis. To compare the catalytic activity of PHS/Al-NA and PHS/RHA, a process of butyl acetate synthesis was applied as a test reaction. The physicochemical characterization revealed that the active phase-support interaction in the case of PHS/RHA catalyst is stronger than that between PHS phase and Al-NA. Based on this, the catalytic performance of PHS/RHA sample (expressed by substrate conversion degree) in the reaction of acetic acid esterification with butanol was found to be more pronounced with respect to that of Al-NA supported pyridinium hydrogen sulfate.

n-Butyl Acetate Synthesis in the Presence of Pyridinium-Based Acidic Ionic Liquids: Influence of the Anion Nature

Abstract: The catalytic behavior of three Br?nsted acidic ionic liquids: pyridinium hydrogen sulfate ([H–Pyr]+[HSO4]?), pyridinium dihydrogen phosphate ([H–Pyr]+[H2PO4]?) and pyridinium nitrate ([H–Pyr]+[NO3]?) in the esterification of acetic acid with n-butanol was compared in the current paper. The alteration in the values of acetic acid conversion and esterification rate were investigated as a function of the process parameters: catalyst nature, catalyst loading, initial molar ratio n-butanol:acetic acid and reaction temperature. The anion variety modified the acidity of the obtained samples and effected their catalytic activity as follows: [H–Pyr]+[NO3]? +[H2PO4]? +[HSO4]?. The increasing of both catalyst loading and reaction temperature led to higher values of acetic acid conversion and esterification rate. The existence of a positive linear relationship between the esterification rate and acetic acid concentration was observed. The increasing of the n-butanol concentration negatively affected the rate of esterification. The acetic acid conversion was improved as the initial molar ratio n-butanol-to-acetic acid was raised. Graphical Abstract: [Figure not available: see fulltext.].

Pyridinium protic ionic liquids: Effective solvents for delignification of wheat straw

Lignocellulosic biomass covers a vast area of the globe and contains many valuable components that can be envisaged for numerous renewable products. The valorization of these components is hindered by its cumbersome isolation due to the recalcitrant nature of lignocellulosic biomass. Acidic ionic liquids (AILs) have emerged in this field as effective pretreatment solvents. The unique property of disrupting lignin-cellulose-hemicellulose bonds and dissolving lignin makes these ILs significant for the separation of lignin and cellulosic constituents. In this study three protic ionic liquids based on pyridinium cation and hydrogen sulfate anion (HSO4?) have been synthesized; [PyH][HSO4] (IL1), [PyH][HSO4. (H2SO4)] (IL2), and [PyH][HSO4 . (H2SO4)3] (IL3) and utilized for the isolation of lignin from wheat straw. The synthesized ILs were characterized by NMR and FTIR analyses. The lignin yield was optimized with respect to reaction temperature, time, biomass loading, and type of IL. The lignin removal efficacy of the ionic liquid with highest ratio of acid [PyH][HSO4.(H2SO4)3] (IL3) is indicated by high delignification (79%) and lignin recovery (77%) under mild conditions (60 °C, 2 h). The cellulose rich material (CRM) and isolated lignin were characterized by FTIR, SEM, TGA, GPC, and HSQC NMR to assess their structure, molecular weight and stability. The cellulosic part was further hydrolyzed enzymatically to evaluate the capability of the recovered pulp to generate glucose. An appreciable yield of reducing sugars (85%) substantiates high lignin removal.

Surface, textural and catalytic properties of pyridinium hydrogen sulfate ionic liquid heterogenized on activated carbon carrier

Pyridinium hydrogen sulfate ionic liquid (PHS) heterogenized on activated carbon (AC) is investigated for the first time in the current paper. For that purpose, the xPHS/AC (x = 8, 17, 33 and 66 wt%) samples are analyzed by a number of physicochemical methods such as N2 adsorption–desorption measurements, X-ray diffraction, X-ray photoelectron spectroscopy and Fourier transform infrared spectroscopy. Catalytic activity and reusability of xPHS/AC are evaluated in the reaction of butyl acetate synthesis. Effect of the reaction temperature and catalyst loading on the butyl acetate yield are examined in this work as well. Important thermodynamic parameters such as equilibrium constant, activation energy, Gibbs free energy and activation energy barrier for the reaction of butyl acetate synthesis in the presence of xPHS/AC are determined. Textural characterization revealed the that xPHS/AC are mixed micro-mesoporous materials. The PHS heterogenization on AC affects both ionic liquid and support phases due to a surface PHS–AC interaction. FT-IR and XPS showed that this interaction is: (i) manly expressed as a close contact between the pyridinium cation and the functional groups on the AC surface and (ii) electrostatic in nature. The existence of a PHS–AC interaction is found to be responsible for the formation of surface PHS particles of various size. However, the catalytic activity of xPHS/AC is established to be affected by the surface active phase amount, but not the PHS particle size.

Ir/C and Brφnsted acid functionalized ionic liquids an efficient catalytic system for hydrogenation of nitrobenzene to: P -aminophenol

In this study, we found that the phenylhydroxylamine intermediate could desorb more easily from an Ir surface than from a Pt surface, which is beneficial for inhibiting the over-hydrogenation of phenylhydroxylamine to aniline. On the other hand, the Brφnsted acid functionalized ionic liquids with sulfonic acid and bisulfate anions were acidic enough to catalyze the Bamberger rearrangement to form p-aminophenol from phenylhydroxylamine. On this basis, a new catalytic system constructed by Ir/C and Brφnsted acid functionalized ionic liquid was applied, for the first time, to the one-pot hydrogenation of nitrobenzene to p-aminophenol. Our results indicate that the PAP selectivity of Ir/C and [SO3H-bmim][HSO4] Brφnsted functionalized ionic liquid was far more than that of the traditional Pt/C and sulfuric acid catalyst system. Furthermore, the dually functionalized ionic liquid ([HSO3-b-N-Bu3][HSO4]) can be used simultaneously as an acid catalyst and also as a surfactant, due to its higher lipophilicity. Therefore, our new catalytic system has unique advantages in the hydrogenation of nitrobenzene to p-aminophenol.

Synthesis of 1,8-dioxo-decahydroacridines using pyridinium hydrogen sulfate ionic liquid as a green, efficient and reusable catalyst

Background: In this research, pyridinium hydrogen sulfate ionic liquid (PHSIL) was employed as a green, efficient and reusable catalyst for the synthesis of 1,8-dioxo-decahydroacridines. Different primary amines and aromatic aldehydes were subjected to the reaction with 5,5-dimethyl- 1,3-cyclohexanedione (dimedone) in the presence of this catalyst and the corresponding products were achieved in excellent yields and short reaction times. Two important advantages of the study were easily separation of ionic liquid from the reaction mixture by water extraction and a high recycling capability of up to six times. Methods: Different primary amines and aromatic aldehydes were subjected to the reaction with 5,5-dimethyl-1,3- cyclohexanedione (dimedone) in the presence of, pyridinium hydrogen sulfate ionic liquid (PHSIL) catalyst and the corresponding 1,8-dioxo-decahydroacridines derivatives were achieved in excellent yields and short reaction times. Results: Having established optimum conditions as follows: aldehyde (1 mmol), amine (1 mmol), PHSIL (0.65 mmol), CH3CN (3 mL) at 80°C, a series of 1,8-dioxo-decahydroacridines were synthesized via the one-pot three component reaction between various aromatic aldehydes and amines with dimedone. The aromatic aldehydes containing electrondonating and electron-withdrawing groups afforded 1,8-dioxo-9-aryl-10-aryl-decahydroacridines with high yields within short reaction times in comparison with other conventional procedures. The presence of substituent on the amine has the same effect. All compounds were identified by melting point (in some cases), IR spectra, 1H- and 13C-NMR and elemental analysis. Conclusion: In summary, pyridinium hydrogen sulfate ionic liquid was used as a green catalyst for the synthesize of 1,8- dioxo-decahydroacridines. Various derivatives of acridinediones were synthesized in high yield. Short-time reaction, high yield, stability, reusability up to six times, relatively non-toxicity of the catalyst, economically viable and one-pot synthesis of acridinedione derivatives are the important advantages of the reported method.

Production of lactide

PROBLEM TO BE SOLVED: To overcome defects in use of a tin compound catalyst to obtain a lactide having high optical purity and chemical purity in a lactide production by depolymerization/cyclization of lactic acid oligomer. SOLUTION: The method for production of lactide is characterized by heating the lactic acid oligomer under reduced pressure atmosphere in the presence of a specific organic onium salt and depolymerizing/cyclizing to generate the lactide. COPYRIGHT: (C)2012,JPO&INPIT

Protic onium salts-catalyzed synthesis of 5-aryl-2-oxazolidinones from aziridines and CO2 under mild conditions

Protic onium salts, e.g. pyridium iodide, proved to be highly efficient and recyclable catalysts for the selective synthesis of 5-aryl-2-oxazolidinones under a CO2 atmosphere at room temperature, presumably due to aziridine activation assisted by hydrogen bonding on the basis of 1H NMR and in situ FT IR under CO2 pressure study.