Abstract
Sensitivity of the d-glucosidic linkages in cellulose to hydrolysis in homogeneous acidic media was found to be directly related to the location of a substituent in the d-glucoyranosyl unit. The 2-diethylaminoethyl (DEAE) substituent caused sensitivity toward hydrolysis to decrease in the order d-glucose > 3- O >6- O- 2- O-DEAE- d-glucopyranosyl-unit in hydrolyses beginning in 72% sulfuric acid and in 100% trifluoroacetic acid (TFA). Differences in the substituent effects were larger in TFA than in sulfuric acid. The effects reported for acid-catalyzed hydrolyses in homogeneous media are discussed relative to enzymic hydrolysis of a water-soluble, O-substituted cellulose.
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