Diacetone-glucose was treated with thionyl chloride in hopes of replacing the free hydroxy group by chlorine. The sodium salt of diacetone-glucose (and other diacetonehexoses) in inert solvents, reacts instantaneously with thionyl chloride. The reaction product is apparently the di-(diacetone-glucose)-ester of sulfurous or sulfonic acid. One fraction has been obtained crystalline but no analysis was attempted due to the small yields. The product reacts with hydrazine to form the 3-hydrazino-diacetone-glucose which would indicate a structure analogous to that of the 3-toluol-sulfono-diacetone-glucose.
Proceedings of the Iowa Academy of Science
©1924 Iowa Academy of Science, Inc.
Allison, James B.
"Action of Thionyl Chloride on Diacetone-Glucose,"
Proceedings of the Iowa Academy of Science, 31(1), 275-275.
Available at: https://scholarworks.uni.edu/pias/vol31/iss1/51