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Isomeric Lactone Pairs Related to Cyclohexanone-2-acetic Acid1

✍ Scribed by Newman, Melvin S.; VanderWerf, Calvin A.


Book ID
115457480
Publisher
American Chemical Society
Year
1945
Tongue
English
Weight
665 KB
Volume
67
Category
Article
ISSN
0002-7863

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A rearrangement of 1-hydroperoxy-2-oxabi
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1-Hydroperoxy-2-oxabicyclo[n.4.0]alkanes (n=3, 4, 5 and 10) on heating with formic or acetic acid containing a catalytic amount of sulfuric acid undergo a rearrangement into lactones of v-acyloxy-(v-3)-hydroxyalkanoic acids by a mechanism related to the Criegee reaction.