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Abstraction of chlorine atoms from polychloroalkanes. II. Neighboring group effect on the rates of chlorine abstraction by cyclohexyl radicals
Author(s) -
Katz M. G.,
Rajbenbach L. A.
Publication year - 1975
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.550070513
Subject(s) - chemistry , arrhenius equation , chlorine , chlorine atom , radical , substituent , reaction rate constant , medicinal chemistry , photochemistry , abstraction , computational chemistry , atom (system on chip) , kinetics , organic chemistry , activation energy , philosophy , physics , epistemology , quantum mechanics , computer science , embedded system
The kinetics of chlorine atom abstraction from trichloromethyl groups of the haloethanes (XCCl 3 ), CF 3 CCl 3 , CH 3 CCl 3 , C 2 Cl 6 , C 2 Cl 5 H, and CH 2 ClCCl 3 , by radiolytically generated cyclohexyl radicals was studied in the liquid phase by a competitive method. The chlorine atom abstraction data were put on an absolute basis by comparing the rates of the metathetical reactions with the known rate of addition of cyclohexyl radicals to C 2 Cl 4 . The following Arrhenius parameters were obtained:The error limits are the standard deviations from least mean square Arrhenius plots. It is shown that the neighboring group effect on the rate of chlorine atom abstraction from the trichloromethyl groups can be correlated with Taft polar substituent constants.