Chemistry 212
Last semester in Class Group Activity 14, we
considered structural features and reaction conditions that favored
each type of carbonyl reaction, addition to the carbonyl group,
substitution for the carbonyl oxygen and substitution for the α-atom
group of a carbonyl compound. Then in Class Group Activity 15,
you devised the mechanisms for addition to carbonyl groups under
various sets of conditions.
(See CGA 15 Base
catalyzed, Uncatalyzed
and Acid
Catalyzed Addition) With an
understanding of the addition
mechanisms and the process by which they were devised in mind, propose
"reasonable" reaction mechanisms, using "curved arrows", for each of
the following examples of substitution for the carbonyl oxygen (See
Class Group Activity 15 for the entire list of five reactions, A2
& B2).
As with the addition reactions consider in each case:
-> WHAT OVERALL CHANGE OCCURS?
Then
-> WHERE ARE THE HIGHEST ENERGY ELECTRONS?
And then
-> WHAT CAN THE HIGHEST ENERGY ELECTRONS DO TO AID IN THE NEEDED BOND MAKING AND BREAKING?
-> NOW WHERE ARE THE HIGHEST ENERGY ELECTRONS?
-> WHAT CAN THESE HIGHEST ENERGY ELECTRONS DO TO AID IN THE NEEDED BOND MAKING AND BREAKING?
Continue until you have reached the products.
Class Group Activity # 16 - Out of Class Applications:
Class Group Activity # 16 - Summary
of Class Discussion:
