The Journal of Organic Chemistry

Thermal chemistry of cyclopropyl-substituted malonyl peroxides. A new chemiluminescent reaction

MJ Darmon, GB Schuster

Index: Darmon, Michael J.; Schuster, Gary B. Journal of Organic Chemistry, 1982 , vol. 47, # 24 p. 4658 - 4664

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Citation Number: 19

Abstract

The thermal properties and chemiluminescent behavior of 4-cyclopropyl-4-methyl-1, 2- dioxolane-3, 5-dione (2) and 4-spiro [(2'-spirocyclopropyl) cyclohexyl]-1, 2-dioxolane-3, 5- dione were investigated. The gross chemical properties of these malonyl peroxides are analogous to other alkyl-substituted examples. Thermolysis leads to rate-limiting homolytic rupture of the oxygen-oxygen bond, loss of COz, and then cyclization to an a-lactone. This ...