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Gas phase kinetic and thermochemical data for endo- and exo-5-monosubstituted bicyclo[2.2.2]Oct-2-Enes

✍ Scribed by B. Van Mele; G. Boon; G. Huybrechts


Publisher
John Wiley and Sons
Year
1986
Tongue
English
Weight
357 KB
Volume
18
Category
Article
ISSN
0538-8066

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✦ Synopsis


The thermal reactions of endoand em-5-Y bicyclo[2.2.2loct-2-enes ( N Y B O and XYBO) where Y = methyl, ethyl, and isopropyl have been studied in the gas phase between 567 and 695 K. For both isomers they are parallel first-order retro-Diels-Alder reactions with elimination of ethene (E) and monosubstituted ethene (YE). The observed Arrhenius parameters are used to discuss the mechanism and to estimate the heats of formation and the entropies of NYBO and XYBO. Group values are proposed for estimation of these thermochemical data for compounds of the same type by means of the methods of Benson.


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