IZBSTRACTRIethyIsulfon~~lethyl cellulose was prepared a t a low degree of substitution (O.11), wh~ch 1s conventional for the chemical mod~fication of cotton, by the hlIichael addition of methyl vinyl sulfone to cotton fabrlc. The distrib~ition of substituents i n the anhydroglucose units was determined by hydrolysis of the molecular chain to glucose units, selective concentration of the substituted glucose components, gas-liquid chromatographic analyses of the inethylsulfonylethylgl~rcoses, and comparison with authentic salnples of 2-0-, 3-0-, and 6-0-~nethylsulfonyl-ethylglucoses in the form of trimethylsilyl ether,. The validity of each of these steps for quantitative analyses has been examined. The ratio of the 2-0-, 3-0-, and 6-0-~nonometh~.lsulfonylethylgl~lco~ei \bas found to be 0 20:0.03.1.0. S o evidence was found for the presence of di-or tri-substituted gl~lcoses.
Mono-0-(methylsulfonylethy1)-D-glucoses needed for comparison with the cleavage products obtained by acid hydrolysis of methyl vinyl sulfone modified cotton celluloses have been prepared. Several new glucose derivatives were prepared as intermediates in the synthesis of the desired 2-0-, 3-0-, and 6-0-(methylsuIfonylethy1)-D-glucoses. The reactions were monitored by gas-liquid chromatography; use was made of trimethylsilyl derivatives as necessary. The substituted glucoses were obtained as glassy solids.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.