2.4.6- Trimethylbenzenesulfonyl chloride

Trimethylbenzenesulfonyl chloride has been shown21 to be much more selective for the monosulfonylation of a vicinal secondary diol (for example, methyl 4,6-O-benzylidene-a-D-gluco-pyranoside) than p-toluenesulfonyl chloride, and, apparently, 2,4,6-triisopropylbenzenesulfonyl chloride exhibits an even higher selectivity.22... 

Appropriately protected monomers, the racemic benzyl ether 312 and the racemic rerr-butyl ester 313, were coupled using the mixed anhydride with 2,4,6-trimethylbenzenesulfonyl chloride to give... 

ESTERS Cryptates. Dihalobis(triphenylphosphine)paUadium(II). Ion-exchange resins. Peracetic acid. Silver tetrafluoroborate. Thallous 2-methylpropane-2-thiolate. 2,4,6-Trimethylbenzenesulfonyl chloride. 

By analogy with acyl halides, the SnI mechanism (Equation 8) should be possible for arylsulfonyl halides, provided they contain sufficiently electron-donating substitutents as in the hydrolysis of 2,4,6-trimethylbenzenesulfonyl chloride. However, this evidence has been disputed by the work of Rogne in Norway in a series of papers thus in the reaction of imidazole with substituted... 

Alternate Name 2,4,6-trimethylbenzenesulfonyl chloride. Physical Data mp 55-57 °C. 

Trimethylanisole reacts with excess chlorosulfonic acid to give 4-methoxy-2,3,6-trimethylbenzenesulfonyl chloride this compound is used as a reagent for the protection of amino groups in peptide synthesis. Phenetole (ethyl phenyl ether, 187 R = Et), by reaction with chlorosulfonic acid (two equivalents) in chloroform yields the 4-sulfonyl chloride ° which is used in the preparation of heat sensitive recording materials. ... 

---