Chapter 18 & 19: Enolates

Question 1

What atom is being deprotonated to form an enolate?

Answer 1

An alpha carbon

Question 2

What happens when an enolate reacts with an aldehyde or ketone?

Answer 2

Aldol addition/condensation

Question 3

What base is commonly used for enolate formation?

Answer 3

NaOEt (EtO-)

Question 4

What happens when an enolate reacts with an ester?

Answer 4

Claisen condensation

Question 5

What happens when an enolate reacts with an α,β-unsaturated ketone?

Answer 5

Michael addition

Question 6

What happens if an enolate attacks an alkyl halide?

Answer 6

SN2 reaction

Question 7

What happens if an enolate attacks Br2 or Cl2?

Answer 7

Halogenation

Question 8

Which nucleophiles participate in 1,4 conjugate addition?

2 types

Answer 8

Enolates and amines

Question 9

Which nucleophiles cannot partake in 1,4 conjugate addition?

2 types

Answer 9

GROGNAR reagents and organolithium reagents

Question 10

What is a Robinson annulation?

Answer 10

A michael addition of an enolate followed by an aldol condensation reaction