C341 Final Exam Study Guide
Summer 2012
General information: 8:00 AM- 11:00AM on Friday, July 27 in Fine Arts 015
Format: 200 points, cumulative, similar format to other exams
Approximate point distributions:
~1/3 mechanism
Draw the mechanism (substitution, elimination, addition,
rearrangements, )
Answer questions based on mechanisms
~1/3 reagents, reactions
Predict the major product with stereochemistry and regiochemistry
Provide the correct reagents
Multistep synthesis
~1/3 miscellaneous concepts from list below
Tips for studying:
 Work from the end of the course to the beginning (study backwards)
Emphasize chapters 7-10 and 12-14. Chapters 1-6 were the foundation for these
chapters.
 Print blank discussion problem sets and write full answer before checking key
 Retake old exams and quizzes, then check your answers
 Do practice chapter problems listed under Daily Homework and Additional
Problems
A list of major topics (not all inclusive)
Formal charge, resonance structures, hybridization, bond-line structures, acid/base
equilibria, pKa’s, trends in acidity/basicity, functional groups, alkane nomenclature,
conformational analysis, Newman projections, causes of strain, cyclohexane ring
structures, chiral, achiral, R/S nomenclature, enantiomers, diastereomers, optically active,
meso compounds, arrow mechanisms, transition states, rate limiting steps, activation
barrier, exothermic/endothermic reactions, E/Z nomenclature, addition reactions,
Markovnicov’s rule, anti-marcovnicov product, regiochemistry of additions,
stereochemistry of additions, reactions of alkynes, acidity of terminal alkynes, calculating
change in energy for reaction, Hammond’s postulate, nucleophile, leaving group,
substitution reactions, SN1 mechanism, SN2 mechanism, alkene classifications, alkene
stability, elimination reactions, Zaitsev’s rule, E1 mechanism, E2 mechanism,antiperiplanar, comparing substitution and elimination mechanisms, synthesis of ethers,
alcohols, and epoxides, dehydration of alcohols, carbocation rearrangements, reactions of
alcohols/ethers/epoxides, multistep synthesis, redox reactions, reagents for redox
reactions, Grignard reaction