Kinetic evaluation of the solvolysis of isobutyl chloro- and chlorothioformate esters

• Malcolm J. D’Souza,
• Matthew J. McAneny,
• Dennis N. Kevill,
• Jin Burm Kyong and
• Song Hee Choi

Beilstein J. Org. Chem. 2011, 7, 543–552, doi:10.3762/bjoc.7.62

• to the chlorocarbonyl group in alkyl chloro- and chlorothioformates, the positive entropies and low solvent isotope effects pointed to a mechanism involving a unimolecular acyl–halogen bond fission. More recent studies on alkyl and aryl chlorothio-, chlorodithio-, and chlorothionoformate esters favor

Thermal rearrangement of tert-butylsulfinamide

• Veera Reddy Arava,
• Laxminarasimhulu Gorentla and
• Pramod Kumar Dubey

Beilstein J. Org. Chem. 2011, 7, 9–12, doi:10.3762/bjoc.7.2

• sonication (entries 14 to 18) and with microwave irradiation (entry 26), confirmed the assumption that the reagent is thermally unstable. Also the rearrangement is likely not to proceed by a homolytic fission (radical) mechanism, because the rate of reaction is not affected either by benzoyl peroxide, by