Chapter 18, Problem 54P

Interpretation Introduction

Interpretation:

The product for the following given reaction should be determined.

Concept introduction:

Reactions of unsymmetrical ketones:

The base abstracts hydrogen from both $\text{α}$ carbons present in the ketone which then gets alkylated.

Abstraction of hydrogen from less hindered site reuslts to form kinetic enolate ion since it is formed faster but hydrogen abstraction from more hindered site results to form thermodynamic enolate ion since thermodynamic enolate ion forms more substituted double bond.

Lithium diisopropylamide is a strong base. Therefore, it can abstract a proton from $\text{α}$ carbon atom of a ketone. Enolate ion thus formed can be a thermodynamic enolate or a kinetic enolate ion. Thermodynamic enolate ion is formed at temperature $\text{0 }°\text{C}$. Kinetic enolate ion is formed at temperature $-7\text{8 }°\text{C}$.