Solution Found!
a. Will thermal 1,3-migrations of carbon occur with
Chapter 28, Problem 18P(choose chapter or problem)
Problem 18P
a. Will thermal 1,3-migrations of carbon occur with retention or inversion of configuration?
b. Will thermal 1,5-migrations of carbon occur with retention or inversion of configuration?
Questions & Answers
QUESTION:
Problem 18P
a. Will thermal 1,3-migrations of carbon occur with retention or inversion of configuration?
b. Will thermal 1,5-migrations of carbon occur with retention or inversion of configuration?
ANSWER:
Solution 18P
Step 1 of 3
(a) Thermal [1,3] sigma tropic rearrangement of carbon involves a cyclic transition state that requires a anthrafacial pathway. The reacting system has two pairs of electrons, So its HOMO is anti symmetric.
Therefore the migrating carbon interacts with the migration source and the migration terminus using both of its lobes and as result carbon undergoes inversion of configuration.