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On the reactivity of CFnH3−nCH2X (n = 0, 1, 2, and 3, and X = H or Halogen atom)

✍ Scribed by Nicholas Bodor; Ming-Ju Huang; Csaba Szántay Jr.; Csaba Szántay

Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
514 KB
Volume
48
Category
Article
ISSN
0040-4020

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✦ Synopsis

Abt&o& Theoreticat and ~~~nt~ a&a are presented which concern the properties and reactivity ~&FJI,+,CIIJ (X = H, Cl. Br. and I; n = 0.1.2, and 3). Anomalous behaviar is shown for CF,CH$ (X = Cl, Br. and I). This includes (i) tertiary amines do not react with CF,CH& ta form a quaterMly salt; (ii) the "C NMR chemical shifr is more than 20 ppm upfield than expected; and (iii) AM1 semi-empirical nxxkdar orbital calculations predict C-C heterolytic bond cleavage is preferred to C-X heterolytic bond cleavage. Regarding (iii} experknent~ &a indicate a small preference for C-X bond cleavage, but the difference may he within the error bars for some of the enthalpies.

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