Day 47 - Midterm Guide

These three cheat sheets are adapted from Master Organic Chemistry. They may help those of you who use summary sheets to study:

1. Addition to Carbonyls

2. Carbonyls - The Big Picture 

3. 21 Carbonyl Mechanisms in One Page

Whilst preparing for the midterm, I found some useful reagents that can help you stitch together almost any synthesis question you might see. Keep in mind, some of these have not been taught in class before, but you may still use them to solve a question: 

• mCPBA (ketone to ester)
• NH2NH2 & KOH (ketone to alkane)
• CrO3 / PCC (alcohol to ketone or aldehyde)
• LiAlH4 & H3O+ (full reduction all the way to alcohol)
• DIBAH (one step reduction; ketone to alcohol; acid to aldehyde; aldehyde to alcohol)
• 1, 2 - ethandiol (protecting group for ketone; acetal formation) 
• TMS (protecting group for alcohol)

Below are some of the best problem sets you can do to prepare yourself (Edit: I highly recommend doing these once you've finished your readings..):
1. Aldehydes and Ketones
    Answers
2. Acid Halide Reactions (guess the products)
    Answers
3. Enolate Chemistry
    Answers
4. Reagents - Fill in the blanks
    Answers
5. Guess the products
    Answers
6. Amide and Nitriles (guess the reagents)
    Answers
7. Acid Halide Reactions (guess the reagents)
    Answers
8. Nucleophilic Addition Mechanisms
    Answers
9. Grignard Reactions
    Answers
10. Enolate Problems
      Answers
11. Intramolecular Reactions
      Answers
12. Acid Halide Synthesis (guess the reagents)
      Answers
13. Aldehydes and Ketones 2
14. Reactions
15. Reactions

Some advanced stuff, that may show up:
13. Aldol Reactions
14. Claisen Reactions
15. Michael Reactions
16. Mechanisms (building on 12, 13, & 14)

Answers for 13, 14, 15, 16 can be found here.

Enjoy.