Issue 7, 1988

Novel reactions of carbon suboxide. Part 8. Kinetic study of the reaction with substituted 2-hydroxybenzaldehyde oximes

Abstract

The kinetics of the reaction of carbon suboxide with aryl-substituted 2-hydroxybenzaldehyde oximes to give coumarin derivatives have been studies. A Hammett plot gave a ρ value of ca.–1.5, indicating that the reaction was promoted by electron-releasing groups para to the oxime function. Increasing the dielectric constant of the solvent raises the reaction rate; we have therefore proposed the formation of an ionic intermediate, after fast attack of carbon suboxide on the phenol hydroxy group.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1988, 1247-1250

Novel reactions of carbon suboxide. Part 8. Kinetic study of the reaction with substituted 2-hydroxybenzaldehyde oximes

L. Bonsignore, G. Loy, M. Secci, S. Cabiddu and G. Gelli, J. Chem. Soc., Perkin Trans. 2, 1988, 1247 DOI: 10.1039/P29880001247

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements