1. What effect would you expect on the rate of reaction of ethanol with 2- iodo-2-methyl-butane if the concentration of the halide is tripled? 2. Explain the difference between addition, elimination and substitution reactions. 3. Optically active 2-butanol slowly racemizes on standing in dilute sulfuric acid. Propose a mechanism to account for this observation.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter9: Nucleophilic Substitution And Β-elimination
Section9.7: Experimental Evidence For E1 And E2 Mechanisms
Problem 9.7P
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1. What effect would you expect on the rate of reaction of ethanol with 2-
iodo-2-methyl-butane if the concentration of the halide is tripled?


2. Explain the difference between addition, elimination and substitution
reactions.

3. Optically active 2-butanol slowly racemizes on standing in dilute sulfuric
acid. Propose a mechanism to account for this observation.

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