Summary
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1.
With the object of determining the effect of CO groups on the stability of glucosidic linkages in oxidized celluloses, the course of the hydrolysis of this linkage was studied for model compounds in acid and alkaline media.
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2.
On the basis of the behavior of the model compounds namely, 3-acetoxyacetonyl tetraacetylβ -glucoside, 2,3- dihydroxypropyl tetraacetyl-β - glucoside, and methylβ -glucoside, it was shown that the keto group somewhat reduces the stability of the glucosidic linkage in an acid medium.
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3.
On the basis of the behavior of the same glucosides it was confirmed that the keto group greatly reduces the stability of the glucosidic linkage in an alkaline medium.
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Literature Cited
W. Evans, J. Am. Chem. Soc. 52, 294 (1930).
S. Isbell, J. Res. N. B. S. 26, 35 (1941).
C. Ballou and K. Link, J. Am. Chem. Soc. 72, 3147 (1950).
J. Fischer, L. Hawkins and H. Hibbert, J. Am. Chem. Soc. 63, 3030 (1941).
L. Heidt and K. Purves, J. Am. Chem. Soc. 66, 1385 (1944).
E. D. Kaverzneva and S. A. Kist, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1956, 604.
V. I. Ivanov, E. D. Kaverzneva and Z. L Kuznetsova, Proc. Acad. Sci. USSR 2, 301 (1952).
V. L Ivanov, E. D. Kaverzneva and Z. I. Kuznetsova, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1953, 374.
A. Meller, Tappi 34, 171 (1951).
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Kuznetsova, Z.I., Kaverzneva, E.D. & Ivanov, V.I. Effect of keto groups on the stability of the glucosidic linkage. Russ Chem Bull 6, 671–673 (1957). https://doi.org/10.1007/BF01169293
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DOI: https://doi.org/10.1007/BF01169293