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Abstraction of chlorine atoms from polychloroethanes. IV. The kinetics of chlorine abstraction from 1,1,2-trichloroethane, 1,1-dichloroethane, and 1,2-dichloroethane by cyclohexyl radicals

✍ Scribed by M. G. Katz; G. Baruch; L. A. Rajbenbach

Publisher
John Wiley and Sons
Year
1977
Tongue
English
Weight
573 KB
Volume
9
Category
Article
ISSN
0538-8066

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✦ Synopsis

The kinetics of chlorine atom abstraction from the chloroethanes (EClH j 1,1,2-C2C13H3, 1, 1-CZCl2H, and 1,2-CzCl2H4 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 CZCI,. The following Arrhenius parameters were obtained : E(EC1Hj-Temperatut e A(EC1H) E(CZC14) log A(PX1Hj E(EC1H) Range EClH log A (CZCI~) (kcal/molj (l./mol.secj (kcal/mol) ("Cj CHClzCHzCl 0.30 f 0.08 3.87 f 0.17 8.98 f 0 . 1 4 11.17 f 0.27 150-250 CHCIzCH, 0.13 z t 0.13 4.63 f 0 . 2 7 8.81 f 0.19 11.93 f 0.37 130-250 CHzClCHzCI 0.50 f 0.17 7.57 f 0.35 9.18 f 0.23 14.87 f 0.45 150-250

The error limits are the standard deviations from least mean square Arrhenius plots.

The a and 0 activation effects on the kinetics of CI atom abstraction from chloroalkanes are discussed. From the linear relation between the relative reactivities of cyclohexyl radicals toward the XCCl, and XCHC1, series, Ecl(c-CsH1l. + CHClZCHClz) = 10.2 f I kcal/niol and Ecl(c-C8H11. + CHCI*,CCl,) = 9.7 f 1 kcal is derived.

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