138-42-1Relevant articles and documents
Two pathways of arenesulfonyl chlorides hydrolysis. Anionic intermediates in SAN-hydrolysis of 4-nitrobenzenesulfonyl chloride
Ivanov,Gnedin,Kislov
, p. 733 - 739 (2004)
Arenesulfonyl chlorides undergo the hydrolysis in water and binary aqueous solvents along two pathways of SAN mechanism involving cyclic intermediate with pentacoordinate sulfur atom (H2O) nSO2(Cl)Ar and through anionic intermediate HO -SO2(Cl)Ar(H2 O)n. The contribution of the process involving anionic intermediates grows with increasing σp constant and attained maximum value for 4- nitrobenzenesulfonyl chloride. In water and 17 water-dioxane mixtures the relation of apparent first-order rate constants and activation parameters to the molar fraction of dioxane in the mixture (0-0.25) are not monotonic, and the hydrolysis process is catalyzed by dioxane.
Karusu et al.
, p. 1553,1556 (1970)
Accurate Kinetic Studies by High-Performance Liquid Chromatography
Bentley, T. William,Gream, George E.
, p. 1776 - 1778 (1985)
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Vicary, D. R.,Hinshelwood, C. N.
, (1939)
The through-bond interaction of a sulfur lone pair with oxygenated substituents in the thiacyclohexane framework
Andrau, Laura,White, Jonathan M.
, p. 531 - 534 (2005)
Low-temperature X-ray crystal structures were determined on a range of derivatives of 4-thiacyclohexanol 5a of varying electron demand with a view to finding evidence for a through-bond interaction between the sulfur lone pair and the oxygenated substituent. In contrast to earlier suggestions, plots of C-OR bond distance versus pKa (ROH) showed that any interaction between the sulfur and the OR group is unlikely to be of a through-bond origin. Furthermore, unimolecular solvolysis rate measurements on the nosylate ester derivative 5g showed that the sulfur actually retards the reaction slightly in comparison with the corresponding sulfur-free analogue 6. CSIRO 2005.
Method for synthesizing p-nitrobenzenesulfonic
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Paragraph 0008, (2016/10/07)
The invention relates to a method for synthesizing p-nitrobenzenesulfonic and belongs to the technical field of organic chemical synthesis. The method comprises the steps of subjecting benzene serving as the raw material and sulfuric acid to sulfonation to obtain benzenesulfonic acid; pumping chlorine into benzenesulfonic acid, adding deionized water and zinc dibutyl dithiocaarbamate, and stirring the mixture; adding nitric acid and acetic anhydride into the mixture for water-bath heating, and then performing cooling through ice water; slowly adding a sodium hydroxide solution dropwise into the cooled mixture, performing heating reflux after dropping reaction, cooling the mixture to the room temperature, and obtaining p-nitrobenzenesulfonic through separation, recovery and drying. The method has the advantages that the reaction time is shortened by 30% of time needed by a 3-nitrobenzene acid synthesis method, pollution cannot be produced during reaction, and operation steps are simple.
Preparation method of aromatic sulfonic acid compound
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Paragraph 0021; 0025, (2016/11/17)
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.