Abstract
The rates of the gas phasè elimination of 3-butyn-1-yl acetate were studied in a static system over the temperature range of 340–385°C and pressure range of 53–180 Torr. The reaction is homogeneous, unimolecular and follows a first order rate law. π-bonds adjacent to the β-carbon of ethyl acetate increase the rate in direct proportion to their effect on the acidity of the Cβ−H bond.
Abstract
Скорость газофазного разложения 3-бутин-1-ила цетата била исследована в статической системе, в интервале температур 340–385°C и при давлениях 53–180 торр. Реакция является гомогенной, мономолекулярной и следует закону скорости первого порядка. π-Связи в соседстве с β-углеродом этилацетата прямо-пропорционално увеличивают скорость, вследствие их эффекта на кислотность связи Cβ−H.
Similar content being viewed by others
References
I. Martin, J.A. Hernández A., A. Rotinov, G. Chuchani: J. Phys. Chem. (to be published).
S. de Burgh Norfolk, R. Taylor: J. Chem. Soc. Perkin, II, 280 (1976).
E.M. Kosower: An Introduction to Physical Organic Chemistry, p. 120, Wiley Sons, New York, 1968.
H.O. House: Modern Synthetic Methods, 2nd, ed., Chapter 9. Benjamin, Philippines 1972.
G.H. Mansfield, M.C. Whitney: J. Chem. Soc., 4761 (1956), and references therein.
E.R.H. Jones, T.Y. Shen, M.C. Whiling: J. Chem. Soc., 230 (1950).
A. Maccoll: J. Chem. Soc., 965 (1955).
A. Maccoll, P.J. Thomas: J. Chem. Soc., 979 (1955).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Hernández, J.A., Chuchani, G. Influence of π-bonds on the gas phase elimination kinetics of esters. React Kinet Catal Lett 12, 345–350 (1979). https://doi.org/10.1007/BF02064267
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02064267