Accession Number : AD0646040

Title :   OXIDATION-REDUCTION REACTIONS OF ORGANIC SULFUR COMPOUNDS.

Descriptive Note : Final rept., 1 Oct 62-1 Dec 66,

Corporate Author : OREGON STATE UNIV CORVALLIS DEPT OF CHEMISTRY

Personal Author(s) : Kice,John L.

Report Date : JAN 1967

Pagination or Media Count : 20

Abstract : Study of the mechanisms of various oxidation-reduction reactions involving organic sulfur compounds has led to the discovery of several mechanistic principles of general importance to organic sulfur chemistry. These are: (1) the scission of a variety of sulfur-sulfur bonds is subject to concomitant electrophilic and nucleophilic catalysis, with the result that in acid solution the rate of many S-S bond scissions can be strikingly accelerated by the addition of very small amounts of weak nucleophiles; (2) the ease of homolytic dissociation of various sulfur-sulfur bonds varies dramatically with the oxidation state of the sulfur atoms participating in the sulfur-sulfur bond, there being something like a 10 to the 9th power fold difference in the rate of dissociation of the S-S bond in a disulfide and that in a sulfinyl sulfone; (3) a scale of relative nucleophilicity for attack of various nucleophiles on sulfinyl sulfur was obtained and the results compared with substitutions at sp3-carbon and divalent oxygen. (Author)

Descriptors :   (*ORGANIC SULFUR COMPOUNDS, *OXIDATION REDUCTION REACTIONS), CHEMICAL BONDS, DISSOCIATION, CATALYSIS, PH FACTOR, CATALYSTS, REACTION KINETICS, SULFIDES, KETONES, SULFINIC ACIDS, SUBSTITUTION REACTIONS, MOLECULAR ROTATION, DISPROPORTIONATION, HYDROLYSIS, PYROLYSIS

Subject Categories : Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE