29099-08-9Relevant academic research and scientific papers
Hydrolysis of N-phenylalkanesulfinamides in aqueous mineral acids
Datta, Mrityunjoy,Buglass, Alan J.,Tillett, John G.
experimental part, p. 565 - 573 (2011/05/15)
The acid-catalyzed hydrolysis of N-phenylalkanesulfinamides (RSONHPh; 1, R = iPr; 2, R = tBu; 3, R = 1-adamantyl) has been studied in aqueous mineral acids. Hydrolysis was found to proceed via a slow spontaneous (uncatalyzed) pathway, an A-2 (bimolecular) acid-catalysis pathway, and an acid-dependent nucleophilic catalysis pathway, the last of which predominates in hydrobromic and hydrochloric acid solutions. A mechanistic switch over from A-2 to A-1 was detected for compounds 2 and 3 in concentrated sulfuric acid. Order of catalytic activity, effect of added salts, Arrhenius parameters, kinetic solvent isotope, and solvent effects are all consistent with the proposed mechanisms. Copyright Taylor & Francis Group, LLC.
Detection and Decomposition of Di-tert-butyl Disulfide - Polyoxide Derivatives
Derbesy, Gerard,Harpp, David N.
, p. 1044 - 1052 (2007/10/02)
The chemistry of di-tert-butyl disulfide polyoxide derivatives has been investigated.Low-temperature experiments permit the clear detection of vic-disulfoxides (α-disulfoxides).In addition, a proposal for a decomposition mechanism that accounts for the detection of one of the diastereoisomers and the formation of the final products has been advanced.The formation of di-tert-butyl thiosufonate was also shown to be solvent and concentration dependent.Finally, low-temperature experiments permit the detection of the sulfinyl sulfone and vic-disulfone derivatives.A general mechanism has been proposed for the decomposition of these disulfide polyoxide derivatives.
Electro-oxidative Neutral Deprotection of S-t-Butyl Thioates to give Carboxylic Acids
Kimura, Makoto,Matsubara, Shinichi,Sawaki, Yasuhiko
, p. 1619 - 1620 (2007/10/02)
t-Butyl thioates are proposed as a convenient protecting group for carboxylic acids, because their deprotection under neutral conditions can be attained by electro-oxidation using bromide salts as electrolytes in aqueous acetonitrile.
