ISSN:
0021-8995
Keywords:
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics
,
Physics
Notes:
Reactions of tosylated cotton with potassium thiolacetate followed by alkaline hydrolysis yielded products containing both mercaptan and disulfide. The proportion of disulfide in the products depended much on the solvent used for the thiolacetylation. Reactions of tosylcellulose with thiolacetate in various solvents were investigated by polarographic and infrared analyses. Part of the acetylthio groups produced in acetone or in dimethylformamide was found to undergo rearrangement to form mercaptocellulose acetate. On the other hand, acetylthio groups formed in methanol were found to undergo complete methanolysis to form mercaptocellulose, and most of the mercapto groups thus produced were oxidized before hydrolysis treatment to yield the corresponding disulfide. This could account for the high disulfide proportion in the sample obtained through the reaction of tosylcellulose in methanol. Reaction of tosylcellulose with sodium thiosulfate yielded cellulose disulfide without mercaptan formation.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/app.1972.070160618
