636-78-2

Usage

Uses

Used in Chemical Synthesis:
4-Sulfobenzoate is used as a chemical intermediate for the synthesis of various organic compounds, including dyes, pharmaceuticals, and agrochemicals. Its unique para-sulfonated structure allows for versatile chemical reactions and functional group transformations.
Used in Analytical Chemistry:
4-Sulfobenzoate is used as a reagent in analytical chemistry for the determination of metal ions, such as copper, zinc, and cadmium. It forms stable complexes with these metal ions, which can be analyzed using spectrophotometric or chromatographic techniques.
Used in Environmental Applications:
4-Sulfobenzoate is used in environmental applications for the removal of heavy metal ions from wastewater. Its strong chelating properties enable it to bind and precipitate heavy metal ions, thus reducing their concentration in the water.
Used in Pharmaceutical Industry:
4-Sulfobenzoate is used as a building block for the synthesis of pharmaceutical compounds, particularly those with anti-inflammatory, analgesic, and antipyretic properties. Its para-sulfonated structure can be modified to create new drug candidates with improved pharmacological properties.
Used in Dye Industry:
4-Sulfobenzoate is used as a precursor in the synthesis of various dyes, such as azo dyes and anthraquinone dyes. Its para-sulfonated structure allows for the formation of dyes with specific color properties and improved solubility in water.
Used in Agrochemical Industry:
4-Sulfobenzoate is used in the agrochemical industry for the synthesis of herbicides, insecticides, and fungicides. Its para-sulfonated structure can be modified to create new agrochemical compounds with enhanced efficacy and selectivity.

InChI:InChI=1/C7H6O5S/c8-7(9)5-1-3-6(4-2-5)13(10,11)12/h1-4H,(H,8,9)(H,10,11,12)

Upstream product

• 138-41-0 4-(aminosulfonyl)-benzoic acid 
• 657-84-1 sodium tosylate 
• 104-15-4 toluene-4-sulfonic acid 
• 108-88-3 toluene 
• 65-85-0 benzoic acid 
• 86674-13-7 4-(methyl-nitro-sulfamoyl)-benzoic acid 
• 65501-26-0 4-sulfonatoperbenzoic acid 
• 7291-22-7 perdeuteriopyridine 
• 105-13-5 4-Methoxybenzyl alcohol 
• 64-17-5 ethanol 
• 7664-93-9 sulfuric acid 
• 7732-18-5 water 
• 98-87-3 benzylidene dichloride 
• 7446-11-9 sulfur trioxide 

Downstream Products

• 51307-73-4 4-(methoxycarbonyl)benzenesulfonic acid 
• 13152-87-9 4-cyanobenzenesulfonic acid 
• 5363-54-2 benzaldehyde-4-sulfonic acid 
• 14844-81-6 4-(ethoxycarbonyl)benzenesulfonic acid 
• 100-21-0 terephthalic acid 
• 439693-71-7 3-nitro-4-sulfo-benzoic acid 
• 99-96-7 4-hydroxy-benzoic acid 
• 94781-74-5 1,3-dimethyl-6-amino-5-(p-sulfobenzamido)uracil 
• 104393-34-2 4-(1,3-dimethyl-7-oxopyrazolo<4,3-d>pyrimidin-5-yl)benzenesulfonic acid 
• 7516-60-1 4-chlorosulfonylbenzoyl chloride 
• 10130-89-9 p-carboxyphenylsulfonyl chloride 
• 65-85-0 benzoic acid 
• 74-11-3 para-chlorobenzoic acid 
• 152529-72-1 6-amino-3-propyl-5-(4-sulfophenyl)carboxamidouracil 

Relevant academic research and scientific papers

Kinetics and mechanism of the oxidation of water soluble porphyrin Fe IIITPPS with hydrogen peroxide and the peroxomonosulfate ion

The overall six-electron oxidation of water soluble porphyrin Fe IIITPPS by hydrogen peroxide and peroxomonosulfate ion was studied by the stopped-flow method with UV-vis detection. A three-step consecutive reaction was observed with two intermediates: FeIIITPPS → Int1 → Int2 → products. The products were identified as the iron(iii) complex of the biliverdin analog formed from TPPS and 4-sulfobenzoic acid. All the rate constants with both oxidizing agents were determined. Intermediate Int1 is proposed to be the species (TPPS+)FeIVO. Although no unambiguous proposal for the structure of Int2 can be made, it is most probably the product of the four-electron oxidation of the original FeIIITPPS, contains an iron-oxo center and has a dissociable proton with a pK of around 3.1. In spite of the protolytic equilibria occuring in the pH region 2-4, the kinetic observations do not show pH dependence. The Royal Society of Chemistry.

Stability of Hydrocarbon Fuel Cell Membranes: Reaction of Hydroxyl Radicals with Sulfonated Phenylated Polyphenylenes

The perceived poor durability of hydrocarbon polymer electrolyte membranes remains a significant hurdle for the integration of nonfluorous, solid polymer electrolytes into electrochemical systems such as fuel cells. In order to elucidate the mechanism of free radical degradation in a promising class of hydrocarbon polymer electrolyte membranes based on sulfonated phenylated polyphenylenes (sPPP), we synthesized and studied the degradation of a structurally analogous oligophenylene model compound in the presence of hydroxyl radicals using NMR spectroscopy and mass spectrometry. Degradation is demonstrated to be initiated by the oxidation of pendant phenyl rings to carboxylic acids, which form fluorenone substructures via intramolecular reaction with a juxtaposed phenyl ring. Upon further oxidation, these substructures can lead to ring-opening of a core phenyl ring which, if occurring in sPPP, leads to chain-scission of the polymer backbone. In keeping with this hypothesis, molecular weights of sPPP are found to decrease when subject to hydroxyl radicals. Although degraded polymer NMR spectra remain unchanged, resonances consistent with the elimination of sulfobenzoic acid emerge.

Continuous production method of benzoic acid derivative

The invention relates to the technical field of preparation of benzoic acid derivatives. The invention particularly relates to a continuous production method of a benzoic acid derivative. The continuous reaction device is characterized by comprising a small-diameter sleeve, wherein the small-diameter sleeve is sleeved with a large-diameter sleeve, and a small pipeline is arranged between the small-diameter sleeve and the large-diameter sleeve, and a plurality of small holes are arranged on the small pipeline. The small-diameter casing is rotated, the large-diameter casing is fixed, and the reaction liquid composed of the nitric acid and the toluene derivative is between a small-diameter casing pipe and a large-diameter casing pipe.

Aryl and alkyl sulfonic acid compounds as well as construction method adopting inorganic sulfur salt and application

The invention discloses aryl and alkyl sulfonic acid compounds as shown in a formula (1) and a synthesis method thereof. The method comprises the following step: aromatic iodine and an inorganic sulfur source or alkyl bromide and an inorganic sulfur source as reaction raw materials react in a solvent under the action of alkali, a catalyst or an additive to obtain a series of aryl and alkyl sulfonic acid compounds. According to the method, the aryl and alkyl sulfonic acid compounds are constructed in one step by taking an inorganic sulfur reagent as a sulfur source, so that the defect of the mode in which the aryl and alkyl sulfonic acid compounds are synthesized by taking concentrated sulfuric acid, chlorosulfonic acid or sulfur dioxide gas and the like as sulfonating reagents in the priorart is avoided. The aryl and alkyl sulfonic acid compounds developed by the invention can be used for synthesizing aryl and alkyl sulfonic acid drug analogues.

Sustainable access to sulfonic acids from halides and thiourea dioxide with air

A sustainable and mild one-step strategy is explored for the synthesis of aryl and alkyl sulfonic acids using a facile combination of halides and sulfur dioxide surrogates under air. The cheap industrial material thiourea dioxide was employed as an eco-friendly and easy-handling sulfur dioxide surrogate, while air was used as a green oxidant. Both aryl and alkyl sulfonic acids were obtained under transition metal-catalyzed or transition metal-free conditions. Mechanistic studies demonstrated that sulfinate was involved as an intermediate in this transformation. Notably, this protocol has been applied to the late-stage sulfonation of the drugs naproxen, isoxepac and ibuprofen.

Preparation method of aromatic sulfonic acid compound

The invention discloses a preparation method of an aromatic sulfonic acid compound, and aims to provide the preparation method of the aromatic sulfonic acid compound, wherein the method is simple in process, low in equipment requirements, high in capacity, wide in raw material sources and small in environmental influence. The method is characterized by comprising the steps: with a starting material aromatic amine compound, dissolving in an acid, carrying out a diazotization reaction with sodium nitrite to prepare a diazocompound; carrying out a reaction of a catalyst cuprous salt with a thionyl chloride aqueous solution, and carrying out a sulfonylation reaction with the prepared diazocompound to obtain an aromatic sulfonyl chloride compound or an aromatic sulfonyl chloride hydrochloride compound, next hydrolyzing to obtain a crude product aromatic sulfonic acid compound, finally purifying through a beating way by an acidic solvent and an alcohol solution, and thus obtaining the high-purity aromatic sulfonic acid compound. The method is friendly to environment, has certain cost advantages, avoids use of more expensive aromatic thiol compounds as starting materials, and is beneficial for industrial production.

Ruthenium-catalyzed selective and efficient oxygenation of hydrocarbons with water as an oxygen source

(Chemical Equation Presented) Water is not only the solvent but also the sole oxygen source in the smooth and efficient oxidation of organic compounds catalyzed by a RuII-pyridylamine-aqua complex with CeIV as the oxidant. An intermediate-spin RuIV-oxo complex is formed as the reactive species (see scheme; Sub = substrate). This catalytic system is durable and able to gain high turnover numbers for various substrates.

Reactions of Charged Substrates. 8. The Nucleophilic Substitution Reactions of (4-Methoxybenzyl)dimethylsulfonium Chloride

Displacement reactions on the title compound (1) occur only for nucleophiles with intermediate hardness. Nucleophiles that react display a range of mechanisms. 1 reacts with the neutral nucleophile pyridine-d5 through a mixed SN1/SN2 mechanism; salt added to control ionic strength affects the rate for the unimolecular process, but has no effect on the bimolecular rate constant. The mechanism of displacement by N3- and SO32- depends on the presence or absence of exogenous salt. At constant ionic strength, the mechanism is mixed SN1/SN2 over most of the range of [Nu]. With nucleophile only present, plots of kobsd vs [Nu] exhibit severe breaks that are not the result of salt effects. Analysis of rate constants and product ratios suggests that at low [Nu] reaction occurs simultaneously through concerted Hughes-Ingold SN2 and preassociation-concerted mechanisms. At high [Nu], displacement occurs only through the preassociation-concerted mechanism. Comparison of these results with data for gas-phase dissociation of benzyl dimethylsulfoniums and with solution results for benzyl pyridiniums suggests that the intrinsic stability of the intermediate does not necessarily determine the mechanism.

Multiple Pathways in the α-Cyclodextrin Catalysed Reaction of Iodide and Substituted Perbenzoic Acids

The kinetic rate equation for the title reaction in aqueous acetate buffer has both first-order and second-order terms with respect to cyclodextrin concentration, due to catalysis both by one and by two molecules of cyclodextrin.The stabilisation of the transition state of the iodide-peracid reaction by cyclodextrin is examined using the pseudoequilibrium constant approach of Tee, Carbohydr.Res., 1989, 192, 181.This approach indicates that, depending on the nature of the peracid, the predominant pathway catalysed by one cyclodextrin molecule involves the reaction of either free iodide and a cyclodextrin-peracid complex or free peracid and a cyclodextrin-iodide complex.The latter two pathways are kinetically indistinguishable, but the corresponding terms in the rate equation are separated using the extrakinetic assumption of a Broensted-type relationship.This assumption is reasonable since the uncatalysed reaction and that catalysed by two molecules of cyclodextrin show Broensted-type relationships.The mechanism of catalysis is discussed in terms of the effect of cyclodextrin on the nucleophilicity of the iodide and acid catalysis via the protonation of the benzoate leaving group.