In:
International Journal of Chemical Kinetics, Wiley, Vol. 50, No. 9 ( 2018-09), p. 651-658
Abstract:
The data on temperature, solvent, and high hydrostatic pressure influence on the rate of the ene reactions of 4‐phenyl‐1,2,4‐triazoline‐3,5‐dione ( 1 ) with 2‐carene ( 2 ), and β‐pinene ( 4 ) have been obtained. Ene reactions 1 + 2 and 1 + 4 have high heat effects: ∆ H r ‐ n ( 1 + 2 ) −158.4, ∆ H r ‐ n ( 1 + 4 ) −159.2 kJ mol −1 , 25°C, 1,2‐dichloroethane. The comparison of the activation volume (∆ V ≠ ( 1 + 2 ) −29.9 cm 3 mol −1 , toluene; ∆ V ≠ ( 1 + 4 ) −36.0 cm 3 mol −1 , ethyl acetate) and reaction volume values (∆ V r‐n ( 1 + 2 ) −24.0 cm 3 mol −1 , toluene; ∆ V r‐n ( 1 + 4 ) −30.4 cm 3 mol −1 , ethyl acetate) reveals more compact cyclic transition states in comparison with the acyclic reaction products 3 and 5 . In the series of nine solvents, the reaction rate of 1+2 increases 260‐fold and 1+4 increases 200‐fold, respectively, but not due to the solvent polarity.
Type of Medium:
Online Resource
ISSN:
0538-8066
,
1097-4601
DOI:
10.1002/kin.2018.50.issue-9
Language:
English
Publisher:
Wiley
Publication Date:
2018
detail.hit.zdb_id:
1480875-4
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