Chlorosulfonic acid abstract chlorosulfonic acid clso 3h used to be a catalyst for the synthesis of 2aryl1arylmethyl1hbenzimidazoles which was ef. Chlorosulfonic acid prabhakaran major reference works. Because the sulfonation reaction stops when the acid concentration in the reaction mixture drops to less than approximately 90%, sulfonation of detergent feedstocks with sulfuric acid is not normally practiced. Continue to access rsc content when you are not at your institution. Review the chemical compatibility of teflon and ptfe with various chemicals, solvents, alcohols and other products in the cart below. Chlorosulfonic acid may function as a chlorinating agent for aromatic substrates at high temperatures, thus pdichlorobenzene, by heating with excess of the reagent at 140 c, yields 1,2,4,5tetrachlorobenzene while at higher temperatures 210 220 c, the reaction gives hexachlorobenzene chapter 6, ref. Chlorosulfonic acid appears as a colorless to yellow colored fuming liquid with a pungent odor. The reagent grade denotes that this chemical is the highest quality commercially available and that the american chemical society has not officially set any specifications for this. Salts and esters of chlorosulfuric acid are known as chlorosulfates. Pdf synthesis of 2aryl1arylmethyl1hbenzimidazoles using.
Chlorosulfonic acid catalyzed highly efficient solvent free synthesis. Chlorosulfonic acid is a strong oxidizing and dehydrating agent function as a catalyst in the esterification of aliphatic alcohols, alkylation of. The information in this chart has been supplied by reputable sources and is to be used only as a guide in selecting equipment for appropriate chemical compatibility. Aromatic compounds react with chlorosulfonic acid to produce the corresponding.
Chlorosulfonic acid was added dropwise over a period of 30 min. These high temperature chlorinations are probably homolytic reactions. Chlorosulfonic acid aegl technical support document pdf 33 pp, 260 k. In the first experiment, benzaldehyde 1mmol, ethyl acetoacetate 2mmol, ammonium acetate 1. You may need a pdf reader to view some of the files on this page. It is a tetrahedral molecule, an intermediate, chemically and conceptually, between sulfuryl chloride and sulphuric acid. Chlorosulfonic acid, reagent, also known as chlorosulfuric acid, is a powerful lachrymator and a synthetic organic reagent for the preparation of sulfonic acids. Chlorosulfonic acid market size, 2021 industry research report. Confirmation of sulfation was obtained by fourier transform infrared ftir spectroscopy through the presence of an asymmetrical so stretching vibration at 1259 cm 1. It is also known as chlorosulfonic acid, being the sulfonic acid of chlorine. Chlorosulfonic acid is a strong acid that is synthesized on an industrial scale by reacting sulfur trioxide and dry hydrogen chloride gas in an equimolar ratio.
Chlorosulfonic acid definition of chlorosulfonic acid by. The purified cashew gum sample 1 g was swelled in pyridine. Chlorosulfonic acid is primarily used to produce sulfates, sulfonates, sulfonyl chlorides with organic compounds like hydrocarbons, alcohols, phenols, amines. Chlorosulfonic acid reacts violently with water, hydrolyzing to hydrogen chloride and sulfuric acid 1 which indicates that the compound has a very short halflife in aqueous mediasrc. Chlorosulfonic acid clso3h is used as an alternative to conventional acid catalyst in the biginelli reaction.
Chlorosulfonic acid catalyzed highly efficient solventfree. Widening the scope of the corrole sulfonation journal of. Since its discovery in 1854, chlorosulfonic acid has demonstrated that it is a truly versatile reagent. Electrophilic bromination reactions involving alkenes, arenes, dicarbonyl compounds and the bromodecarboxylation of cinnamic acids hunsdiecker reaction, as. All final products 37 were identified by comparison of their chromatographic and spectroscopic data with those reported in the literature. It is widely used as a sulfonating and chlorosulfonating agent, particularly of organic compounds, and it provides useful synthetic intermediates for many branches of industry. Chlorosulfonic acid was discovered in 1854 and soon became a reagent of widespread use. Chlorosulfonic acid market size, 2021 industry research. Chlorosulfonic acid as a convenient electrophilic olefin. It is a distillable, colorless liquid which is hygroscopic and a powerful lachrymator. Global chlorosulfonic acid market is segmented on the basis of application, and region. Csa is a versatile reagent widely 19 and recently 4,2124 used in the sulfation of polysaccharide. A versatile reagent by r j cremlyn 20020611 hardcover january 1, 1898 see all 5 formats and editions hide other formats and editions.
Chloro sulphonic acid is a distillable, colourless liquid, that should be handled. Confirmation of sulfation was obtained by fourier transform infrared ftir spectroscopy through. These results allow the preparation of novel amphiphilic corrole derivatives, which open up their potential applications in different fields. Reactions involving so 3 and clso 3 h prove to be quite violent and are accompanied with heat liberation. Based on a scenario where the chemical is spilled into an excess of water at least 5 fold excess of water, half of the maximum theoretical yield of hydrogen chloride gas will be created in 0. This method afforded short reaction time, easy workup, moderate to excellent isolated yields which make this protocol practical and economically attractive. A versatile reagent an invaluable text for synthetic chemists in the pharmaceutical, agrochemical, plastic and detergent industries, this book provides a detailed, uptodate account of the reactions of chlorosulfonic acid with aliphatic, aromatic and heterocyclic compounds. Indian available online at journal of advances in i. Chlorosulfonic acid fumes in air3 suggesting that the compound may be susceptible to hydrolysis in the atmospheresrc. Attempts to chlorosulfonate 1,4diphenyl1,3diazetidin2one 1 failed, but the 3methyl derivative 2 reacted with chlorosulfonic acid to give the bissulfonyl chloride 3, characterized as. Stoyanov, edmont v synthesis of functionalized 4hpyran and cyclohexanone derivatives via threecomponent reactions of dimethyl acetonedicarboxylate, aromatic aldehydes, and malononitrile. It was equipped with a constantpressure dropping funnel containing chlorosulfonic acid 23.
Chlorosulfonic acid is a strong oxidizing and dehydrating agent function as a catalyst in the esterification of aliphatic alcohols, alkylation of alkenes, and synthesis of alkyl halides. Synthesis of 2aryl1arylmethyl1hbenzimidazoles using. A simple and efficient catalyst for onepot synthesis of. With such violent reactivity characteristics a milder reagent was sought. This book provides a detailed, up to date account of the reactions of chlorosulfonic acid with aliphatic, aromatic and heterocyclic compounds. Chlorosulfonic acid a versatile reagent chlorosulfonic acid a versatile reagentr. Chlorosulfonic acid has been used to prepare sulfonated derivatives of. Chloro sulphonic acid indian journal of advances in chemical. Csa is a versatile reagent widely19 and recently4,2124 used in the sulfation of polysaccharide. There are 750 products in the set and these are all sold as one entity, since its discovery in 1854, chlorosulfonic acid.
A versatile reagent for oxathioacetalyzation of carbonyl compounds and deprotection of 1,3oxathiolanes article in chinese chemical letters 2012 may 2009 with 78 reads. Chlorosulfonic acid a versatile reagent ebook, 2002. It has found application in many diverse types of reaction, such as alkylation, halogenation, rear rangement, cyclization and polymerization, usu ally operating as a strong acid catalyst and effi cient halogenating and dehydrating agent 9. Continuous alcohol sulfation with chlorosulfonic acid.
Sulfonation with sulfuric acid is a special case of oleum sulfonation. Chlorosulfonic acid chameleon reagent, 96% purity was. Ullmann s encyclopedia of industrial inorganic chemicals. Introduction chlorosulfonic acid rsc publishing r j.
Chlorosulphonic acid chlorosulfonic acid latest price. This product is not available separately, it is only sold as part of a set. Chlorosulfonic acid definition is a colorless fuming corrosive liquid clso3h made usually by reaction of gaseous hydrogen chloride with sulfur trioxide and used chiefly in organic synthesis as of sulfa drugs, saccharin, and sulfonic acids. Identification of the substancemixture and of the companyundertaking. So3 is an aggressive electrophilic reagent that rapidly reacts with any organic compound. Today sulfuric acid sulfonation is principally used for.
A versatile reagent by r j cremlyn 20020611 hardcover january 1, 1898 see all 5 formats and editions hide other formats and editions price. Cremlyn, since its discovery in 1854, chlorosulfonic acid has demonstrated that it is a truly versatile reagent. It is reported to be a better electrophilic olefin cyclization agent in. Chloro sulphonic acid, hso3cl, is also widely known as csa. The information in this chart has been supplied by reputable sources and is to be used only as a guide in. It is reported to be a better electrophilic olefin cyclization agent in comparison to other sulfonic acids.
Preparation and characterization of a chemically sulfated. Chlorosulfonic acid, reagent 7790945 c1231 spectrum. General description since its discovery in 1854, chlorosulfonic acid has demonstrated that it is a truly versatile reagent. There are 750 products in the set and these are all sold as one entity, since its discovery in 1854, chlorosulfonic acid has demonstrated that it is a truly versatile reagent. Commercially available reagents were from aldrich and fluorochem. This method uses chlorosulfonic acid csa as the sulfation agent. Multifunctionalization of cyanuric chloride for the stepwise synthesis. Thus, into the throat of a vertical venturi tube was fed gaseous hcl at 520 lh and a rising stream of a soln. It is widely used as a sulfonating and chlorosulfonating agent, particularly of organic compounds, and it provides useful synthetic. The acid cyclizations of alcohols 1 and ketones 2 with several sulfonic acids are summarized in table 1. Among several sulfonic acids studied meso 3 h, ptsoh, h 2 so 4, clso 3 h, fso 3 h, the scarcely used chlorosulfonic acid showed to be an efficient agent for electrophilic olefin cyclizations with internal nucleophilic termination, in a similar manner that is wellestablished with fluorosulfonic acid. Chlorosulfonic acid reacts vigorously with water to generate gaseous hcl. The cycloadduct 12 with chlorosulfonic acid gave the ringopened disulfonyl chloride 14 and the diethylsulfonamide 15.
Fisher scientific 1 reagent lane fair lawn, nj 07410 for information, call. It is widely used as a sulfonating and chlorosulfonating agent, particularly of organic compounds, and it provides useful synthetic intermediates for many branches of. Chlorosulfonic acid by r j cremlyn overdrive rakuten. This book provides a detailed, up to date account of the reactions of chlorosulfonic acid with aliphatic, aromatic. It can act as a sulfonating, dehydrating, oxidizing and chlorinating agent. Introduction chlorosulfonic acid rsc publishing r j cremlyn.
Pdf chlorosulphonic acid clso3h was used to be a catalyst for the synthesis of. Ullmann s encyclopedia of industrial inorganic chemicals and. Chlorosulfonic acid undergoes dimerization to generate the electrophilic reagent used to react with acetanilide. It is a distillable, colorless liquid which is hygroscopic and a powerful lachrymator salts and esters of chlorosulfuric acid are known as chlorosulfates. Stoyanov, edmont v synthesis of functionalized 4hpyran and cyclohexanone derivatives via threecomponent reactions of dimethyl acetonedicarboxylate, aromatic. This request for quotation will be sent to the supplier directly.
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