f. 
Chemistry 212 Spring 2006
Substitution for Alpha-Atom Groups
In our original introduction to reactions of
carbonyl
compounds, we deduced three general reaction types. Thus far, we have
developed
mechanisms for the first two types: Addition and Addition-Elimination
(originally termed "substitution for carbonyl oxygen") reactions.
Now we will investigate the third type of reaction which was originally
termed Substitution for the Alpha-Atom Group (See
Class Group Activity 15). Considering the mechanisms that we
have
already developed and the similarities in structure between the
carbonyl
compounds in those reactions and the ones below, propose reasonable
mechanisms
for the following examples of substitution for alpha-atom
groups
from the introduction to Class
Group Activity 15.
f.
As with previous 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 # 17 - Out of Class Applications:
Class Group Activity # 17 - Summary of Class Discussion: