The progress of the rearrangement could be followed easily by the shift of the carbonyl absorption in the infrared spectrum from the thiol ester position (5.95 p in the case of the acetate esters) to the amide position a t about 6.15 p . I n most cases the amide was isolated by direct distillation, the polythioformaldehyde remaining undistilled, m.p. 185-190".L6 The infrared and n.m.r. spectra of the latter were identical with those of an authentic sample.In the presence of base, a typical thiolsulfonate reacts readily and completely with a thiol to form a disulfide and a sulfinic acid salt even a t -86". In the absence of base, fairly rapid reaction occurs, which proceeds only part way, but can be pushed toward completion by use of excess thiol or thiolsulfonate. Steric factors significantly affect reactivity of thiolsulfonates, more so than do electronic effects noted thus far. As ancillary points, gas-liquid chromatography was investigated for qualitative and quantitative analysis of thiols, and a tertiary alkyl thiolsulfonate was synthesized, apparently for the first time.(1) (a) This investigation was supported by the U. S.

No abstract

No abstract

No abstract

No abstract

Thirteen urlsynlmetrical disulfides of the structure -C(==X)SS--, where X is 0 or S, were evaluated for bactericidal and fungistatic activity under conditions simulating an industrial environment, Some carbonyl disulfides, KC(0)SSK1, were active fungistatic agents and promisirlg bactericides. Some of the thiocarbannoyl disultides, 112NC(S)SSRf, were found to be promising fungistatic agents artd also showed significant bactericidal activity. Correlations of biological activity with chemical properties are discussed.'Buckman I,aboratories, Inc.; cornn~urlications to be addressed to J. D. B.2Departrnent of Chemistry, Vanderhilt University. 3See also earlier papers in this series.

No abstract