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Abstract
Heating of 2-deoxy- D- arabino-hexonic acid results in substantial lactonization on melting. Decomposition of the lactone involves dehydration, decarboxylation, and fission to provide mainly water, 5-(2-hydroxycthylidene)-2( 5H)-furanone, carbondioxide, carbon monoxide, acrylaldehyde, and acetic acid. 3-Deoxy- D- ribo-hexono-1,4-lactone, which could not readily undergo β-elimination, is thermally more stable and gives a mixture of fission and dehydration products.
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