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p-Toluenesulfonic anhydride

CAS 4124-41-8, Cat. No EN300-1273148
Reagent for tosylation

p-Toluenesulfonic anhydride
EN300-1273148

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p-Toluenesulfonic anhydride is a reliable way for the tosylation of many nucleophiles, primarily, for alcohols. The regent is a shelf-stable, well-soluble solid and “softer” electrophile than p-toluenesulfonyl chloride. Lipophilic alcohols can be easily tosylated in a very economical and eco-friendly way simply by using Ts2O in water without any catalyst. The tosylation can be realized in a few minutes under microwave assistance, giving p-toluenesulfonic acid as the only byproduct[1]. Besides, it can be applied as an additive in palladium-catalyzed allylic alkenylation of allylic alcohols.[2]

Synonyms: 4-Methylbenzenesulfonic anhydride; 4-Toluenesulfonic anhydride; (4-methylphenyl)sulfonyl 4-methylbenzenesulfonate; 4-toluenesulfonic acid anhydride; p-toluene sulfonic anhydride; Toluene-p-sulphonic anhydride; Benzenesulfonic acid, 4-methyl-, anhydride; P-Toluenesulfonicanhydride

Selected publication

  1. Catalyst-Free Tosylation of Lipophilic Alcohols in Water.

    Oliverio M.; Costanzo P.; Paonessa R.; Nardi M.; Procopio A RSC Adv 2013, 3 (8), 2548. DOI: 10.1039/c2ra23067d

  2. Palladium-Catalyzed Allylic Alkenylation of Allylic Alcohols with n-Butyl Acrylate.

    Tsukada N.; Sato T.; Inoue Y. Chemical Communications 2003, 19, 2404. DOI: 10.1039/b307705e

 

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