Organic Chemistry II, CHM 3150 | Dr. Laurie Starkey, Cal Poly Pomona

Chapter 21 - Enols & Enolates

Skeleton notes | Ch. 21 Summary | SkillBuilder/EOC Cover Sheet

Daily
To-Do

Flipped
Lecture
s

In-Class
Worksheets

Step 1

  • Read Klein-Starkey Sections:
    • 21.1 Intro to Enols & Enolates
    • 21.2 Alkylation of the Alpha Position
    • 21.3 Alpha Halogenation
      (SKIP the haloform reaction and Hell-Volhard-Zelinsky reaction & problems 21.13-21.15)


  • Work through SkillBuilder 21.1 and Conceptual Checkpoints (problems 21.1 - 21.7, 21.8ac, 21.9a, 21.10, 21.11ab, 21.12a)

 

Enols & Enolates Part 1  
40 minutes
skeleton notes pages 21-1 through 21-5

 

Worksheet Ch21-1

Step 2

  • Read Klein-Starkey Sections:
    • 21.4 Aldol Reaction
    • 21.5 Claisen Condensations

  • Work through SkillBuilders:
    • 21.2 Drawing Enolates
    • 21.3 Aldol Predict/Mechanism
    • 21.4 Crossed Aldol
      (problems 21.16-21.29)

 

 

Enols & Enolates Part 2
46 minutes
skeleton notes pages 21-5 through 21-9

 


Worksheet Ch21-2

Step 3

  • Read Klein 21.6 Conjugate Addition Reactions

  • Work through Conceptual Checkpoints 21.30, 21.31, 21.34, 21.35



 

Enols & Enolates Part 3
31 minutes
skeleton notes pages 21-10 through 21-13


 

Worksheet Ch21-3

Step 4

  • Read Klein-Starkey Section 21.7 Synthesis Strategies

  • Work through SkillBuilders:
    • 21.6 Which Enolate Reaction to Use?
    • 21.7 Alkylating the α and β Positions
    • 21.8 Acetoacetate Ester Synthesis
    • 21.9 Malonic Ester Synthesis
      (problems 21.36 - 21.43)

  • FYI (not on exam) Stork Enamine Synthesis, SkillBuilder 21.5 (problems 21.32 & 21.33)

 

Enols & Enolates Part 4 
19 minutes
skeleton notes page 21-14

 

Worksheet Ch21-4


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Last updated October 2025.