It was equipped with a constantpressure dropping funnel containing chlorosulfonic acid 23. Chlorosulfonic acid as a convenient electrophilic olefin. Chlorosulfonic acid fumes in air3 suggesting that the compound may be susceptible to hydrolysis in the atmospheresrc. 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. Continue to access rsc content when you are not at your institution. Chlorosulfonic acid by r j cremlyn overdrive rakuten.
It is reported to be a better electrophilic olefin cyclization agent in. Chlorosulfonic acid is primarily used to produce sulfates, sulfonates, sulfonyl chlorides with organic compounds like hydrocarbons, alcohols, phenols, amines. It is reported to be a better electrophilic olefin cyclization agent in comparison to other sulfonic acids. Chlorosulfonic acid a versatile reagent ebook, 2002. Sulfonation of polyethersulfone by chlorosulfonic acid. A versatile reagent reaction of chlorosulfonic acid with elements and inorganic compounds. Pdf chlorosulphonic acid clso3h was used to be a catalyst for the synthesis of. It is widely used as a sulfonating and chlorosulfonating agent, particularly of organic compounds, and it provides useful synthetic intermediates for many branches of. Cremlyn university of hertfordshire royal society of chemistry isbn 0854044981 a catalogue record for this book is available from the british library 0 the royal society of chemistry 2002 all rights resewed. Absorb spill using an absorbent, noncombustible material such as earth, sand, or vermiculite. 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.
Amino aldehydes by stereoselective additions of a chiral vinyllithium reagent to sulfonylimines. After surveying several reagents, chlorosulfonic acid was found as the generally most efficient reagent. Because of its resistance to oxidation and reduction, triflic acid is a very useful and versatile reagent. Shinde a a department of chemical technology, dr babasaheb ambedkar marathwada university, aurangabad m. Article views are the countercompliant sum of full text article downloads since november 2008 both pdf and html across all institutions and individuals.
Chlorosulphonic acid chlorosulfonic acid latest price. Chlorosulfonyl isocyanate is the chemical compound clso2nco, known as csi. Sulfonation with sulfuric acid is a special case of oleum sulfonation. Reactions of organic sulfonyl chlorides on globalspec. Chlorosulfonic acid market size, 2021 industry research report. Chlorosulfonic acid aegl technical support document pdf 33 pp, 260 k. It is a distillable, colorless liquid which is hygroscopic and a powerful lachrymator. A simple and efficient catalyst for onepot synthesis of. There are 750 products in the set and these are all sold as one entity, since its discovery in 1854, chlorosulfonic acid. Search results for chlorosulfonic acid at sigmaaldrich.
In case of contact, immediately flush eyes with plenty of water for a t least 15 minutes. Introduction chlorosulfonic acid rsc publishing r j. It is also known as chlorosulfonic acid, being the sulfonic acid of chlorine. Chlorosulfonic acid was discovered in 1854 and soon became a reagent of widespread use. 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. Certain features of will be unavailable due to maintenance from saturday evening, march 21st at 8. General description since its discovery in 1854, chlorosulfonic acid has demonstrated that it is a truly versatile reagent. It can act as a sulfonating, dehydrating, oxidizing and chlorinating agent. Hydroxylamineosulfonic acid hosa is the inorganic compound with molecular formula. A versatile reagent for oxathioacetalyzation of carbonyl compounds and deprotection of 1,3oxathiolanes. Mechanism and kinetics of sulfonation of polystyrene.
This method afforded short reaction time, easy workup, moderate to excellent isolated yields which make this protocol practical and economically attractive. Trifluoromethanesulfonic acid, also known as triflic acid, hotf or tfoh. Sigmaaldrich offers a number of chlorosulfonic acid products. Chlorosulfonic acid as a reagent for the identification of aryl halides. In case of contact, immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Chlorosulfonic acid was added dropwise over a period of 30 min at room temperature. Front cover chlorosulfonic acid rsc publishing r j cremlyn. Chlorosulfonic acid undergoes dimerization to generate the electrophilic reagent used to react with acetanilide. Hydroxylamineosulfonic acid a versatile synthetic reagent. Synthesis of 2aryl1arylmethyl1hbenzimidazoles using chlorosulfonic acid at room temperature. Modification of polyethersulfone pes by sulfonation with chlorosulfonic acid as sulfonating agent and concentrated sulfuric acid as solvent was carried out. Since its discovery in 1854, chlorosulfonic acid has demonstrated that it is a truly versatile reagent. In the last decade, utilization of triphenylphosphine dibromide tppdb, pph3br2 has drawn considerable attention as a versatile reagent in organic synthesis.
Surprisingly, the reaction shows an unprecedented regioselectivity for corrole derivatives, affording 3 as the main product, but also corrole 5, which is the first example of monosubstituted corrole on pyrrole b. This compound is a versatile reagent in organic synthesis. Chlorosulfuric acid chlorsulfonic acid sulfuric chlorhydrin evacuate. This method afforded short reaction time, easy workup, moderate to excellent isolated yields which make this.
Pdf synthesis of 2aryl1arylmethyl1hbenzimidazoles using. Chlorosulfonic acid catalyzed highly efficient solventfree. Trifluoromethanesulfonic acid human metabolome database. 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. Get your kindle here, or download a free kindle reading app. Subject index chlorosulfonic acid rsc publishing r j. Factors affecting the sulfonation reaction were studied, and reaction conditions for the preparation of sulfonated pes spes with different degrees of sulfonation were determined. A useful reagent for conversion of aldoximes into nitriles. 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. A read is counted each time someone views a publication summary such as the title, abstract, and list of authors, clicks on a figure, or views or downloads the fulltext. This request for quotation will be sent to the supplier directly. Front matter chlorosulfonic acid rsc publishing r j. Chlorosulfonic acid csa cautionary response information common synonyms liquid colorless to light yellow sharp, choking odor reacts violently with water. Sulfonation and chlorosulfonation of aromatic compounds using chlorosulfonic acid on globalspec.
Chlorosulfonic acid, chlorosulfonic acid manufacturers. Cremlyn, since its discovery in 1854, chlorosulfonic acid has demonstrated that it is a truly versatile reagent. Chlorosulfonic acid a versatile reagent chlorosulfonic acid a versatile reagent r. Use proper personal protective equipment as indicated in section 8. Chlorosulfonic acid a versatile reagent chlorosulfonic acid a versatile reagentr. This study was made to compare rates of reactions between thionyl chloride, sulfuryl chloride, and chlorosulphonic acid, separately, with various types of hydrocarbons. Chlorosulfonic acid csa 18 has been used as a dehydrating agent in the cyclization of phenoxypropanoic acid 19 and arylthioglycolic acids.
The sulfonation of hydroxylamine can also be effected with chlorosulfonic acid by a. Articles of chlorosulfonic acid are included as well. Hcl gas evolved from the reaction vessel immediately. This product is not available separately, it is only sold as part of a set. These high temperature chlorinations are probably homolytic reactions. Identification of the substancemixture and of the companyundertaking. A versatile reagent by r j cremlyn 20020611 r j cremlyn on. The invention discloses an analysis method of industrial chlorosulfonic acid. Preparation, manufacture and properties of chlorosulfonic acid on globalspec. 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. Chlorosulfonic acid so2ohcl or clho3s cid 24638 structure, chemical.
The reaction protocol has been modified to avoid the corrole aggregation, which limited its reactivity in the neat chlorosulfonic acid. Chlorosulfonic acid results aegl program acute exposure. Reacts violently with water, strong mineral acids and bases, alcohols, finely dispersed organic matter. Chlorosulfonic acid as a convenient electrophilic olefin cyclization agent article in tetrahedron letters 4435. It is used as a reagent for the introduction of amine groups nh2, for the. These metrics are regularly updated to reflect usage leading up to. Chlorosulfonic acid abstract chlorosulfonic acid clso 3h used to be a catalyst for the synthesis of 2aryl1arylmethyl1hbenzimidazoles which was ef.
Chlorosulfonic acid clso 3 h used to be a catalyst for the synthesis of 2aryl1arylmethyl1hbenzimidazoles which was efficiently simple and convenient. Conversion of carboxylic acids and the acid chlorides into nitriles. Jan 01, 2006 chlorosulfonic acidcatalysed onepot synthesis of coumarin chlorosulfonic acidcatalysed onepot synthesis of coumarin kotharkar, sandeep a bahekar, sushilkumar s shinde, devanand b. Dangerously incompatible with combustible materials, nitrates, chlorates, metallic powders, carbides, picrates, and fulminates. Reactions of thionyl chloride, sulfuryl chloride, and. 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. Download citation email a colleague order reprints. Get chlorosulfonic acid at best price with product specifications.
Synthesis of 2aryl1arylmethyl1hbenzimidazoles using. Its availability, lower price and relatively lesser handling problems makes clso 3 h an. Chlorosulfonic acid definition of chlorosulfonic acid by. Chloro sulphonic acid indian journal of advances in chemical.
Efficient synthesis of halo indanones via chlorosulfonic. A versatile reagent for oxathioacetalyzation of carbonyl compounds and deprotection of 1,3oxathiolanes article in chinese chemical letters 2012 may 2009 with 78 reads. Widening the scope of the corrole sulfonation journal of. Citations are the number of other articles citing this article, calculated by crossref and updated daily. Reaction of chlorosulfonic acid with elements and inorganic. 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. Today sulfuric acid sulfonation is principally used for. 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. These metrics are regularly updated to reflect usage leading up to the last few days. A wide variety of chlorosulfonic acid options are available to you, such as industrial grade.