Organic Chemistry Practice Problems and Problem Sets
Conjugated Dienes and the Allylic Position (Kinetic vs Thermodynamic Control)
Let's work through a conjugate addition problem.
Write out the mechnanism for the formation of the 1,2 and 1,4 products of the reaction below.
This is an SN1 reaction, but the carbocation is special because it's allylic.
If the Br- nucleophile attacks the 3º resonance form, the 1,2 product is formed. (This is the product that would have formed if resonance was not involved.)
If the Br- nucleophile attacks the 2º resonance form, the 1,4 product is formed.
MendelSet practice problem # 572 submitted by Matt on July 8, 2011.