H. Nyquist, D. A. Davenport, Paul Y. Han
Feb 1, 1992
Citations
0
Influential Citations
3
Citations
Journal
Journal of Organic Chemistry
Abstract
The sulfonate esters of 1-(4,6-dimethyl-s-triazin-2-yl)-2-propanol (2a) and of 4-(4,6-dimethyl-s-triazin-2-yl)-2-butanol (3a) have been synthesized and solvolyzed in formic acid and acetic acid to determine their products and rates. The solvolysis of the esters of 2a gave predominantly alkene, and the results of formolysis are consistentwith an E2 mechanism. However, in buffered acetic acid the 20 fold increse in rate relative to the unbuffered acetic acid requires the postulation of an E1cB-like mechanism involving ion pairs and a special salt effect by acetate ion