under theromodynamic base conditions, the below system gives alkylation at the less substituted alpha carbon. This is because HA is constrained so that it possesses no orbital with the carbonyl pi system of the carbonyl, thus the corresponding conjugate base cannot into the carbonyl and is not stabilized, thus HA is not acidic. H Ме H. Mel H. НА НА
under theromodynamic base conditions, the below system gives alkylation at the less substituted alpha carbon. This is because HA is constrained so that it possesses no orbital with the carbonyl pi system of the carbonyl, thus the corresponding conjugate base cannot into the carbonyl and is not stabilized, thus HA is not acidic. H Ме H. Mel H. НА НА
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 4E
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