Chlorosulfonic acid is not only a strong acid but also a powerful electrophile. Since its discovery in 1854, chlorosulfonic acid has demonstrated that it is a truly versatile reagent. Chlorosulfonic acid abstract chlorosulfonic acid clso 3h used to be a catalyst for the synthesis of 2aryl1arylmethyl1hbenzimidazoles which was ef. Steroids, terpenes, lipids, bile acids derivatization reagents tlc. The sulfonic acid is then converted to 4acetamidobenzenesulfonyl chloride by reaction with excess chlorosulfonic acid, generating sulfuric acid as the coproduct. The present method offers several advantages such as short reaction times, high yields, simple procedure and mild conditions. Preparation, manufacture and properties of chlorosulfonic acid on globalspec. Sciencemadness discussion board 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 chromic acid fuming nitric acid hydrogen peroxide, 30% isoamyl nitrite. The medical significance of aryl sulfonamides can be traced to the 1930s, with the discovery and development of the first commercially available antibiotics, the socalled sulfa drugs. Synthesis of aryl sulfonamides via palladiumcatalyzed. Synthesis of 2aryl1arylmethyl1hbenzimidazoles using.
Chlorosulfonate definition is a salt or ester of chlorosulfonic acid. The initially formed substitution product is the sulfonic acid. R j w cremlyn since its discovery in 1854, chlorosulfonic acid has demonstrated that it is a truly versatile reagent. Chlorosulfonic acid by r j cremlyn overdrive rakuten. It is also highly probable that anhydride formation is faster compared to the sulfonation reaction of bdc. The pechmann reaction is the most widely used method for synthesising coumarins as it involves the condensation of phenol with.
Chlorosulfonic acid catalyzed highly efficient solventfree. Sulfonic acid functionalized ordered nanoporous sodium montmorillonite has been found to be a mild and efficient solid acid catalyst for the chemoselective protection of a variety of carbonyl compounds as oxathiolanes in good to excellent yields. As mentioned in chapter 2, chlorosulfonic acid is a valuable reagent for the conversion of organic compounds into their sulfonyl chlorides. 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. This product is not available separately, it is only sold as part of a set. Chlorosulfonic acid fumes in air3 suggesting that the compound may be susceptible to hydrolysis in the atmospheresrc. Chlorosulphonic acid chlorosulfonic acid latest price.
Sulfamic acid, also known as amidosulfonic acid, amidosulfuric acid, aminosulfonic acid, and sulfamidic acid, is a molecular compound with the formula h 3 nso 3. Thus, into the throat of a vertical venturi tube was fed gaseous hcl at 520 lh and a rising stream of a soln. 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 a versatile reagent ebook, 2002. 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.
It belongs to the product categories of pharmaceutical intermediates. Layered fesubstituted linio2 electrocatalysts for high. The chlorosulfuric acid, with the cas registry number 7790945, is also known as monochlorosulfuricacid. Chlorosulfonate definition of chlorosulfonate by merriam. General description since its discovery in 1854, chlorosulfonic acid has demonstrated that it is a truly versatile reagent. This book provides a detailed, up to date account of the reactions of chlorosulfonic acid with aliphatic, aromatic. Compatible chemical storage reference environmental health. With such violent reactivity characteristics a milder reagent was sought. This method uses chlorosulfonic acid csa as the sulfation agent. After 90 minutes the reaction mixture was poured onto crushed ice. Your new online msds binder is a place for you to store the material safety data sheets you need to deploy.
Add 5 ml of chlorosulfonic acid corrosive and reacts violently with water a few drops at a time using a pasteur pipet no metal needles. Introduction chlorosulfonic acid rsc publishing r j. Chlorosulfonic acid was discovered in 1854 and soon became a reagent of widespread use. This colorless, watersoluble compound finds many applications. It is widely used as a sulfonating and chlorosulfonating agent, particularly of organic. Preparation and characterization of a chemically sulfated. Other companies are charging thousands of dollars to set up accounts and give you access to their msds online database. There are 750 products in the set and these are all sold as one entity, since its discovery in 1854, chlorosulfonic acid. The latter are of considerable importance because they are valuable synthetic intermediates in the preparation of a wide range of sulfonyl derivatives. Chlorosulfonic acid, reagent, also known as chlorosulfuric acid, is a powerful lachrymator and a synthetic organic reagent for the preparation of sulfonic acids.
Since its discovery in 1854, chlorosulfonic acid has demonstrated that it is a truly versatile. After 10 min the reaction should subside and almost all of the acetanilide will have dissolved. Characterization of a covalent polysulfane bridge in copper. This method afforded short reaction time, easy workup, moderate to excellent isolated yields which make this protocol practical and economically attractive. The synthesis of pcymenesulphonyl chloride cymcl was carried out following the procedure described by brown et al. The purified cashew gum sample 1 g was swelled in pyridine. Because this chart has numerous categories, it can be referenced to help form a better decision about. It is a distillable, colorless liquid which is hygroscopic and a powerful lachrymator salts and esters of chlorosulfuric acid are known as chlorosulfates. Reactions involving so 3 and clso 3 h prove to be quite violent and are accompanied with heat liberation. It is also known as chlorosulfonic acid, being the sulfonic acid of chlorine. 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. Csa is a versatile reagent widely 19 and recently 4,2124 used in the sulfation of polysaccharide. Sometime before 1980 i did a chore disposing of aggressive reagents down the drain in a hood at the surd labs in new orleans usda, fda and these included chlorosulfonic acid, oleum, sulfuryl chloride as i recall, maybe some fuming nitric as well.
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