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4-Toluenesulfonyl chloride (p-toluenesulfonyl chloride, toluene-p-sulfonyl chloride) is an organic compound with the formula CH 3 C 6 H 4 SO 2 Cl. This white, malodorous solid is a reagent widely used in organic synthesis. [2] Abbreviated TsCl or TosCl, it is a derivative of toluene and contains a sulfonyl chloride (−SO 2 Cl) functional group.
This group is usually derived from the compound tosyl chloride, CH 3 C 6 H 4 SO 2 Cl (abbreviated TsCl), which forms esters and amides of toluenesulfonic acid, CH 3 C 6 H 4 SO 2 OH (abbreviated TsOH). The para orientation illustrated (p-toluenesulfonyl) is most common, and by convention tosyl without a prefix refers to the p-toluenesulfonyl group.
For example benzenesulfonyl chloride chlorinates ketene acetals [7] and mesyl chloride Friedel-Crafts–chlorinates para-xylene. [8] Using sodium sulfite as the nucleophilic reagent, p-toluenesulfonyl chloride is converted to its sulfinate salt, CH 3 C 6 H 4 SO 2 Na. [9]
p-Toluenesulfonic acid (PTSA, pTSA, or pTsOH) or tosylic acid (TsOH) is an organic compound with the formula CH 3 C 6 H 4 SO 3 H. It is a white extremely hygroscopic solid that is soluble in water, alcohols, and other polar organic solvents. [6] The CH 3 C 6 H 4 SO 2 group is known as the tosyl group and is often abbreviated as
Tosyl chloride (p-toluenesulfonyl chloride) CH 3 C 6 H 4 SO 2 Cl Brosyl: p-bromobenzenesulfonyl Bs Nosyl o- or p-nitrobenzenesulfonyl Ns Mesyl: methanesulfonyl Ms Mesyl chloride (methanesulfonyl chloride) CH 3 SO 2 Cl Triflyl: trifluoromethanesulfonyl Tf Tresyl: 2,2,2-trifluoroethyl-1-sulfonyl Dansyl: 5-(dimethylamino)naphthalene-1-sulfonyl Ds ...
Structures of the three isomers of tolyl group. In organic chemistry, tolyl groups are functional groups related to toluene. [1] They have the general formula CH 3 C 6 H 4 −R, the change of the relative position of the methyl and the R substituent on the aromatic ring can generate three possible structural isomers 1,2 (ortho), 1,3 (meta), and 1,4 (para).
4-Toluenesulfonyl chloride; TosMIC; Tosyl azide; Tosyl phenylalanyl chloromethyl ketone; Tosylhydrazone This page was last edited on 13 December 2022, at 08:09 (UTC). ...
This category has the following 4 subcategories, out of 4 total. A. Acyl chlorides (1 C, 39 P) I. ... 4-Toluenesulfonyl chloride; Trans-Cyclooctene; Tributyltin chloride;