Chapter 6 Nucleophilic ReactionsChapter 6 Ionic Reactions
12th edition
Solomons, Fryhle and Snyder
Organic Chemistry
11th edition
Solomons, Fryhle and Snyde
Organic Chemistry
ProblemsSectionSubjectProblems
Required reading
Practice problem 6.1, 6.2
6.1Alkyl halides
Required reading
Practice problem 6.1, 6.2
Solved problem 6.16.2Nucleophilic substitution reactionsSolved problem 6.1
Solved problem 6.2
Practice problem 6.3
6.3NucleophilesSolved problem 6.2
Practice problem 6.3
6.4Leaving groups

6.5Kinetics of a nucleophilic substitution reaction:  An SN2 reaction

6.6A mechanism for the SN2 reaction
Mechanism:  Mechanism for the SN2 reaction (p247)

Solved problem 6.3
Practice problem 6.5
6.8The stereochemistry of SN2 reactions
Mechanism:  The stereochemistry of an SN2 reaction (p253)
Solved problem 6.3
Practice problem 6.5
6.9The reaction of tert-butyl chloride with hydroxide ion:  An SN1 reaction
6.10A mechanism for the SN1 reaction
Mechanism:  Mechanism for the SN1 reaction (p255)
Solved problem 6.4
Practice problem 6.7
6.11CarbocationsSolved problem 6.4
Practice problem 6.7
Solved problem 6.5
Practice problems 6.8, 6.9
6.12The stereochemistry of SN1 reactions
Mechanism:  The stereochemistry of an SN1 reaction (p259)
Solved problem 6.5
Practice problems 6.8, 6.9
Solved problems 6.6, 6.7
Practice problems 6.10, 6.14, 6.15, 6.17
6.13Factors affecting the rates of SN1 and SN2 reactions
Solved problems 6.6, 6.7
Practice problems 6.10, 6.14, 6.15, 6.17, 6.18
Practice problem 6.196.14Organic synthesis:  Functional group transformations using SN2 reactions
Practice problem 6.19
Elimination reactions -  see Chapter 7 of the 12th edition6.15Elimination reactions of alkyl halides
6.16The E2 reaction
Mechanism:  Mechanism for the E2 reaction (p277)
6.17The E1 reaction
Mechanism:  Mechanism for the E1 reaction (p279)
6.18How to determine whether substitution or elimination is favored.  
Read this section only.  You must use the summary table (Summary of SN1, SN2, E1 and E2 reactions) that I gave you to determine the products that will form when a haloalkane reacts with a base.  Solved problem 6.8 on pages 282 and 283 is very important.  Use the summary table I gave you to determine that products of each reaction.  The answers on in the solutions manual may differ from those that you get by following my summary table.  This is normal.
6.19Overall summarySolved problem 6.8
End of chapter problemsEnd of chapter problems
6.23, 6.24, 6.25 (omit D) 6.26, 6.276.20, 6.23, 6.24, 6.25 omit D, E, 6.27, 6.28
6.29 To determine the products of the reaction follow the summary table I gave you.  Answer for 6.29 F: SN1 major and E1 minor.  Answer for 6.29 H: SN2 only product.
6.30