Study Guide for Exam 2
C341 Spring 2014
Important Information:
 7:15-9:15PM Tuesday, March 25 (see room assignments below)
 Bring your student ID
 Show up 10-15 minutes early.
 You may use models, but you may not bring model instructions. You may not share models
during the exam.
 No calculators! No phones!
 Anything else you bring must be in a sealed bag under your chair
Room Assignments:
Last name
A-D
E-J
K-R
S-T
U-Z
in Rawles Hall 100
in Swain West 119
in Woodburn Hall 100
in Business 109
in Business 111
DSS students: If you have provided the instructor with DSS documentation, please report to Education
Building room 1230 at 5:15PM for your exam. Please confirm via email with the instructor if you will be
using this option for exam 2.
Early exams: No one will be permitted to take an exam outside the regularly scheduled room without
PRIOR INSTRUCTOR PERMISSION. If you attempt to do so, you will not be permitted, and you will
receive a zero for the exam.
Exam Content: Chapters 4-8. All material covered in class, homework, or discussion sections could be
on the exam. Some major topics include:
Alkane nomenclature, conformational analysis/energy diagrams of cyclic and acyclic systems,
drawing Newman Projections and chair conformation, A-values, stereoisomers, enantiomers,
chirality, diastereomers, symmetry, R/S, optical activity, meso, Fisher projections,
conformationally mobile systems, bond dissociation energies, nomenclature of alkyl halides and
alkenes, energy diagrams of Sn1/Sn2 substitutions and E1/E2 eliminations, transition states,
arrow mechanisms for Sn1, Sn2, E1 and E2, leaving groups, nucleophiles, stereochemistry of
substitutions and eliminations, carbocation stability, rearrangements, cis/trans, E/Z,
regiochemistry of eliminations, stereoselectivity of eliminations, stereospecificity of
eliminations, predict Sn1/Sn2/E1/E2, predict products of substitution and elimination reactions,
provide reagents for substitution and elimination reactions
Suggestions for studying:
 First, review homework and discussion sheets, especially problems you initially missed
 Next, work through additional problems
 Last, take the practice exams given on the webpage. Set aside a two hour period and take the
exam exactly like you would take the real one—no interruptions or references. Work with 1-2
other people to go through the problems or come to office hours to check your work.