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The behavior of inososes in neutral and basic aqueous solution

✍ Scribed by Stephen J. Angyal; Donna Range; Jacques Defaye; Andrée Gadelle

Publisher
Elsevier Science
Year
1979
Tongue
English
Weight
633 KB
Volume
76
Category
Article
ISSN
0008-6215

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✦ Synopsis

N.m.r. spectra (lH and 13C) have shown that, of three inososes studied, the 2,3,4,6/5-isomer exists in solution as the keto form, and the 2,4,6/3,Sisomer is partially, and the 2,3,5/4,6_isomer is almost fully, hydrated. In alkaline solution, each of the inososes rapidly loses a molecule of water, to give trans-2,3,4,5-tetrahydroxy-2cyclohexen-l-one.

On acetylation in the presence of a base, this compound gives tetraacetoxybenzenes; hydrogenation yields several cyclohexanepentols.

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