Exam 3 Study Guide (I have not had time to go through each problem. If you find a problem that is not relevant, let me know and I'll delete it. The relative acidity and basicity are for edification and preview purposed only if you have time. Other sections are marked as (Preview) and contain some interesting info for the future.)

1    Review all assigned homework problems. Also do as many un assigned synthesis problems as possible in the book.

2    Review all lecture material.

3    Review the "other assignments" on the syllabus.

4    Check out the following links 

There are a number of excellent reaction and synthesis quiz/test type questions for you at the following site:  http://www.towson.edu/~sweeting/orgrxs/reactsum.htm. These questions give excellent practice with organic reactions and synthesis.

There is also a gold mine of Organic chemistry practice problems  at Michigan State University. I have copied the most useful links for our second exam here. You MUST use the Back arrow after each problem I have selected to come back to this page in order to go to the next problem. DO NOT click on the "Return to Interactive Problems" button at the bottom of their questions since that will take you to their site. However, if you wish to go to their site and stay there, you can click on the link above.  I hope you find this useful...And I REEEALLY like these two sources of questions.  Hint...Hint... The following is copied and edited for your use.  D. Oliver

Organic Chemistry Practice Problems at Michigan State University

The following problems are meant to be useful study tools for students involved in most undergraduate organic chemistry courses.  The problems have been color-coded to indicate if they are:
bullet Generally useful,
bullet Most likely to be useful to students in year long, rather than survey courses,
bullet Most likely to be useful only to students in courses for chemistry majors and/or honors students.
Some of these problems make use of a Molecular Editor drawing application. To practice using this editor Click Here.
General Questions
  1. Question: Resonance Stabilization
  2. Question: Functional Groups I (Review)
  3. Question: Functional Groups II (Review)
  4. Question: Relative Stability (dienes)
Nomenclature
  1. Question: Substituted benzenes. Drawing formulas from names.
  2. Question: Naming alkyl halides
  3. Question: Naming benzene derivatives
Spectroscopy
  1. Question: Structurally Equivalent Groups-1
  2. Question: Structurally Equivalent Groups-2
  3. Question: Basic NMR Spectroscopy
  4. Question: Spin-Spin Splitting
  5. Question: Selecting a Spectroscopic Tool I
  6. Question: Selecting a Spectroscopic Tool II
  7. Question: Interpreting a 1H nmr spectrum
  8. Question: Determining a Molecular Formula
  9. Question: Mass Spectroscopy I
  10. Question: Mass Spectroscopy II
  11. Question: Mass Spectroscopy III
  12. Question: Mass Spectroscopy IV
  13. Question: Mass Spectroscopy V
  14. Question: Mass Spectroscopy VI
  15. Question: Mass Spectroscopy VII
  16. Question: Structural Formulas from Spectroscopic Data
  17. Question: An Assortment of Spectroscopy Problems
  18. Question: Additional Spectroscopy Problems
  19. Question: A Structural Puzzle based on Spectroscopic & Chemical Data
Aromaticity
  1. Question: Identifying Aromatic Compounds
  2. Question: Aromaticity and the Huckel Rule I
  3. Question: Aromaticity and the Huckel Rule II
Acidity and Basicity (Preview & Edification)
  1. Question: Relative Acid Strength I
  2. Question: Relative Acid Strength II
  3. Question: Relative Acid Strength III
  4. Question: Relative Base Strengths
  5. Question: Relative Basicity
   Mechanisms
  1. Question: Evaluating Curved Arrows 1 (Review)
  2. Question: Evaluating Curved Arrows 2
General Reactivity and Reactions

    Oxidation and Reduction

  1. Question: Oxidation/Reduction

    Electrophiles and Nucleophiles

  2. Question: Identifying Electrophiles
  3. Question: Identifying Nucleophiles

    Functional Group Reactions

  4. Question: Reactions with Bromine
  5. Question: Alkene Transformations 1
  6. Question: Alkene Transformations 2
  7. Question: Alkene Reactions 3
  8. Question: Random Alkene Reactions
  9. Question: Stereospecificity in Addition Reactions
  10. Question: Alkyne Reactions
  11. Question: Alkyne Transformations
  12. Question: Electrophilic Addition Reactions to Conjugated Dienes
  13. Question: Relative Reactivity of Halide Substitutions
  14. Question: Halide Substitutions and Eliminations
  15. Question: Reactions of Organic Halides I
  16. Question: Reactions of Organic Halides II
  17. Question: Electrophilic Aromatic Substitution (Preview)
  18. Question-Directing Effects in Electrophilic Aromatic Substitution I (Preview)
  19. Question: Directing Effects in Electrophilic Aromatic Substitution II (Preview)
  20. Question: Directing Effects in Electrophilic Aromatic Substitution III (Preview)
  21. Question: Products in Electrophilic Aromatic Substitution

Other Reactivity Questions

  1. Question: Nucleophilic Substitution Mechanisms
  2. Question: Nucleophilic Reaction Mechanisms
  3. Question: Nucleophilic Substitution Relative Rates
  4. Question: Suitability of Diels Alder Reactants
  5. Question: Products from Diels-Alder Cycloaddition Reactions
  6. Question: Reactants Leading to Diels-Alder Cycloaddition Adducts
Synthesis
  1. Question: A Reagent Selection Problem

Most of the Interactive Organic Chemistry Practice Problems have been developed by

Professor William Reusch and Dr. Abby Parrill.  Additional authors are indicated on individual pages.
We appreciate the feedback that we receive from our students, other teachers, and students at other institutions that have helped us to correct errors and continually improve these materials.
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