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Updated: May 11, 2026

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
NEW EXPERIMENTAL EVIDENCES ABOUT THE FORMATION AND CONSUMPTION OF KETOHYDROPEROXIDES
Frédérique Battin-Leclerc1, Olivier Herbinet, Pierre-Alexandre Glaude
1Laboratoire Réactions et Génie des Procédés, CNRS, Nancy Université, ENSIC, 1, rue Grandville, BP 20451, 54001 Nancy Cedex, France.
Abstract:
The formation of hydroperoxides postulated in all the kinetic models for the low temperature oxidation of alkanes have been experimentally proved thanks to a new type of apparatus associating a quartz jet-stirred reactor through a molecular-beam sampling system to a reflectron time-of-flight mass spectrometer combined with tunable synchrotron vacuum ultraviolet photoionization. This apparatus has been used to investigate the low-temperature oxidation of n-butane and has allowed demonstrating the formation of different types of alkylhydroperoxides, namely methylhydroperoxide, ethylhydroperoxide and butylhydroperoxide, and of C4 alkylhydroperoxides including a carbonyl function (ketohydroperoxides). In addition, the formation of products deriving from these ketohydroperoxides, such as C4 molecules including either two carbonyl groups or one carbonyl and one alcohol functions, has been observed. Simulations using a detailed kinetic model have been performed to support some of the assumptions made in this work.
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