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Steric factors in the gas‐phase elimination of esters: The pyrolysis of 2,3‐dimethyl‐3‐pentyl acetate
Author(s) -
Cuenca Angela,
Chuchani Gabriel
Publication year - 1977
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.550090307
Subject(s) - chemistry , steric effects , arrhenius equation , kinetics , decomposition , thermal decomposition , reaction rate constant , pentene , pyrolysis , atmospheric temperature range , medicinal chemistry , gas phase , organic chemistry , thermodynamics , photochemistry , activation energy , catalysis , physics , quantum mechanics
The kinetics of the thermal decomposition of 2,3‐dimethyl‐3‐pentyl acetate have been studied at a temperature range of 212–260°C and a pressure range of 30–300 mm Hg. The olefins produced are 2‐ethyl‐3‐methyl‐1‐butene, 3,4‐dimethyl‐ trans ‐2‐pentene, 3,4‐dimethyl‐ cis ‐2‐pentene, and 2,3‐dimethyl‐2‐pentene. The reaction is homogeneous, obeys first‐order law, and the value of the rate constant is given by the Arrhenius equation\documentclass{article}\pagestyle{empty}\begin{document}$$ {\rm log}\,k({\rm sec}^{- 1}) = (14.22 \pm 0.23) - (40,600 \pm 500)\,{\rm cal}/{\rm mol}/2.303RT $$\end{document}The directions of elimination and their corresponding partial rates are best explained in terms of purely steric factors.