Monique Campagnole

Phase-Transfer Catalytic Alkylation of Hydroperoxides: A Convenient Route to Mixed Dialkyl Peroxides

Abstract The solid-liquid phase transfer catalytic alkylation of hydroperoxides using solid potassium hydroxide as a base and TEBAC as a phase transfer catalyst is reported. When the alkylating agent is a primary bromide, this reaction represents a simple and quick method for the synthesis of mixed dialkyl peroxides in fair yields.

New Straightforward Synthesis of β‐Damascenone and β‐Damascone Derivatives from β‐Ionone via Retro‐α‐ionol

Abstract β‐Damascenone and β‐damascone derivatives, important fragrant compounds, were directly obtained from β‐ionone by a new way via retro‐α‐ionol.

Fonctionnalisation des γ- et δ-pyronènes. Synthèse et étude de la réactivité des composés peroxydiques

Resume La photooxygenation des γ- et δ-pyronenes, realisee pour la premiere fois, conduit classiquement a un hydroperoxyde, un hydroperoxy-peroxyde, et un endoperoxyde respectivement. La reactivite de ces peroxydes est etudiee. Ils conduisent a des composes mono-, di-, voire trifonctionnels, la plupart inedits, pouvant constituer des bases de depart pour la synthese de molecules a potentialite olfactive ou therapeutique.

Isomérisation d'époxypinanes fonctionnels en milieu basique

Abstract Functional pinocarveols and bifunctional spiropinanes could be prepared by basic isomerisation of 2,3-epoxypinanes bearing a function or a functional chain on the carbone 10. Preliminary results are presented, which illustrate a general synthesis of these new compounds.

Competing β-scission and hydrogen transfer to the pinanyl radical in the addition of methyl thioglycolate to β-pinene derivatives

Despite previous reports to the contrary, addition of methyl thioglycolate to β-pinene always leads to both pinane and p-menthene adducts, the proportion of the latter increasing with the reaction temperature. This is attributable to the substantially higher activation entropy for β-scission than for hydrogen transfer, while the activation enthalpy is higher for the latter reaction. Any substituent at the 3-carbon of β-pinene, trans with respect to the gem-dimethyl bridge, increases the p-menthene yield: polar effects of the mainly electron-withdrawing substituents appear to disfavour hydrogen transfer to the tertiary pinanyl radical and favour β-scission. Analysis of the temperature dependence of the pinane∶p-menthene ratio for the substituted β-pinenes indicates that variations in the activation entropy difference for the two reactions are at least as important as those of the activation enthalpy.

“One-Pot” Synthesis of Disymmetrically α,α′-Disubstituted Succinic Anhydrides Precursors

Abstract A “one-pot” synthesis for disymmetrically α,α′-disubstituted succinic anhydrides precursors is reported in the present paper. Substituents are aryl, primary or secondary alkyl groups. This reaction represents a simple and quick method with fair yields.

Kinetic Application of Differential Scanning Microcalorimetry : Thermal Decomposition of O-Isopropyl O,O-t-Butyl Percarbonate

The kinetic study of the thermal decomposition of 0-isopropyl O,O-t-butyl peroxycarbonate has been performed by Differential Scanning Microcalorimetry. The mathematical work up of the thermal curves has led to the determination of the experimental order of the induced decomposition reaction ; it fits very well with the theoretical values. The rate constant values of induced and spontaneous processes have been determined.