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Kinetics of the diels–alder addition of ethene to cyclohexa-1,3-diene and its reverse reaction in the gas phase

✍ Scribed by G. Huybrechts; D. Rigaux; J. Vankeerberghen; B. Van Mele

Publisher
John Wiley and Sons
Year
1980
Tongue
English
Weight
309 KB
Volume
12
Category
Article
ISSN
0538-8066

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✦ Synopsis

Abstract

The addition of ethene to cyclohexa‐1,3‐diene has been studied between 466 and 591 K at pressures ranging from 27 to 119 torr for ethene and 10 to 74 torr for cyclohexa‐1,3‐diene. The reaction is of the “Diels–Alder” type and leads to the formation of bicyclo[2.2.2]oct‐2‐ene. It is homogeneous and first order with respect to each reagent. The rate constant (in l./mol sec) is given by

The retron‐Diels–Alder pyrolysis of bicyclo[2.2.2]oct‐2‐ene has also been studied. In the ranges of 548–632 K and 4–21 torr the reaction is first order, and its rate constant (in sec^−1^) is given by

The reaction mechanism is discussed. The heat of formation and the entropy of bicyclo[2.2.2]oct‐2‐ene are estimated.

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