| Substitution
vs. Elimination Reactions
Overview:
Four fundamental types of reactions are addressed in this unit:
SN1, SN2, E1 and E2. competition among
these reactions is stressed throughout, and the manner in which
a reaction may be influenced to proceed by one mechanism as opposed
to another of the mechanisms is introduced.
A
series of important terms are introduced such as leaving group,
nucleophile, protic and aprotic solvents, substrates, Walden inversion,
and stereospecificity to name just a few. In each of the four
types of reactions, the topics of how the reaction occurs, examples,
the nucleophile, solvent effects, steric effects, the substrate,
and stereochemistry are addressed. From the study of the individual
mechanisms and influencing factors, comparisons are made SN1
vs SN2, E1 vs E2, and finally competition among the four
mechanisms.
The goal of this unit is to help the student make reasoned choices
among reaction possibilities and learn to predict within reason
the outcome of a given reaction based on the characteristics of
the participants. Organic chemistry can become an ordeal of
memorization unless a thorough study of these competing reactions
is undertaken.
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