3.8 Article

4,4′-(Butane-1,4-diyl)bis(4-methyl-1,2-dioxolane-3,5-dione)

Journal

MOLBANK
Volume 2022, Issue 4, Pages -

Publisher

MDPI
DOI: 10.3390/M1497

Keywords

peroxides; cyclic diacyl peroxide; oxidants; oxidative coupling

Funding

  1. Russian Science Foundation
  2. [21-13-00205]

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Studies have shown that cyclic diacyl peroxides exhibit superior reactivity compared to their acyclic counterparts in various reactions, and even display fundamentally new characteristics. In this study, a novel diperoxide was synthesized and its structure was confirmed through various characterization techniques. The compound was prepared with a 55% overall yield in three steps from dibromobutane and diethyl methylmalonate.
Over the past decades, studies of cyclic diacyl peroxides have shown superior or even fundamentally new reactivity compared to their acyclic counterparts in various reactions. Previously, the scope of cyclic diacyl peroxides was limited to the mono peroxy compounds. The first doubled cyclic diacyl peroxide is presented herein. The diperoxide was characterized by NMR spectroscopy, mass spectrometry, and IR spectroscopy. The structure of 4,4 '-(butane-1,4-diyl)bis(4-methyl-1,2-dioxolane-3,5-dione) was confirmed by X-ray diffraction analysis. The novel diperoxide was prepared in a 55% overall yield in three steps from dibromobutane and diethyl methylmalonate.

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