Download Chem 231 Exam #3 Study Guide

Chem 231 Exam #4 Study Guide
* Please be aware that this is only a guide for studying. Don’t rely solely on this sheet!
The exam will take place in Oly204 from 6-7pm on Monday, December 11th. The exam will be
worth 50 pts and you will be given 1 hour. You will not be allowed to use any materials for the exam.
The exam will cover materials from Chapters 6-7.7. The exam will consist of a mixture of multiple
choice and short answer questions. Questions will be similar to the suggested homework problems
from the book and in-class activities.
In General:
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Be able to draw R and S molecules
Be able to draw the mechanisms for an SN2, SN1, E1, and E2 reaction
Know what the free energy diagram looks like for an SN1 versus an SN2 reaction and be able to
label the reactants, products, intermediates, and transition states
Know the factors that effect SN2, SN1, E1, and E2 reactions
Know the order of substrate reactivities for the different reactions
Know how to predict nucleophilicity (two rules) and the relative order of nucleophiles in protic
solvent
Be able to predict a good versus bad leaving group
Know how solvents effect SN1 versus SN2 reactions
Know how to name alkenes with (E)-(Z) designations
Know overall stability of alkenes
Know the mechanism for the dehydrohalogenation of alkyl halides and how to predict whether
a reaction will follow Zaitsev’s or Hofman’s rules
Know the mechanism for the acid-catalyzed dehydration of secondary and tertiary alcohols
versus primary alcohols
Be able to predict the products or reactants of a reaction and label the major products. So you
should know the factors that will favor an SN2, SN1, E1, or E2 reaction.
If given a reaction, be able to predict whether it is an SN2, SN1, E1, or E2 reaction and explain
your reasoning
Know the definition and meaning of the following terms:
Substitution reaction
Elimination reaction
Nucleophile
Substrate
Leaving group
Polar aprotic solvent
Polar protic solvent
solvolysis
Inversion of configuration
Racemization
Transition state
Steric effect
SN2
SN1
E1
E2
Dehydration
Dehydrohalogenation
(E)-(Z) system
Hofman Rule
Zaitsev’s rule
Anti coplanar
-elimination (1,2-elimination)