Croatica Chemica Acta, Vol. 37 No. 2, 1965.
Original scientific paper
Secondary Hydrogen Isotope Effects. VII. Ethanolysis Rates of 1,1-Dimethylallyl-3,3-d2 Chloride and 3,3-Dimethylallyl-1,1-d2 Chloride
V. Belanić-Lipovac
; Institute »Ruder Boskovic«, Zagreb, Croatia, Yugoslavia
S. Borčić
; Institute »Ruder Boskovic«, Zagreb, Croatia, Yugoslavia
D. E. Sunko
; Institute »Ruder Boskovic«, Zagreb, Croatia, Yugoslavia
Abstract
Primary aind tertiary dimethylallyl chlorides deuterated at
either the alpha or gamma pos~tion were prepared a:nd subjected
to e.thanolysis. A kinetic isotope effect (kt1/kn) of 1.20 was observed
in the reaction of the primary isomer while rthe tertiary chloride
reacted at the same rate as the undeuterated analog,. The absence
of an isotope effect in the latter case is explained by the lack
of sp3 - sp2 rehybridization of the carbon-deuterium bonds in the
rate determining step.
Keywords
Hrčak ID:
208216
URI
Publication date:
15.7.1965.
Visits: 390 *