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.
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.
Synthesis method of 3-cloro-5-bromoaniline
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Paragraph 0013, (2017/01/23)
The invention discloses a synthesis method of 3-cloro-5-bromoaniline, and belongs to the technical field of organic synthesis. According to the method, benzenesulfonic acid is used as raw materials; firstly, concentrated nitric acid and a manganese dioxide catalyst are added for generating p-nitrobenzenesulphonic acid; then, NBS is added to generate 2-bromine p-nitrophenyl sulfonic acid; next, HCl is added for generating 2-cloro-6-bromine p-nitrophenyl sulfonic acid; next, a CH3COOH solution is added; benzenesulfonic acid in the 2-cloro-6-bromine p-nitrophenyl sulfonic acid is removed to obtain 3-cloro-5-bromonitrobenzene; finally, reducing Na2S and Zn are added for reduction, so that the 3-cloro-5-bromoaniline prepared by the method is obtained. Examples prove that the synthesis method has the advantages that the preparation is convenient and simple; the environment is protected; no pollution is caused; the equipment investment is low; any pollution does not exist; the yield reaches more than 85 percent.