3-Chloro-1-butene reacts with sodium ethoxide in ethanol to produce 3-ethoxy-1- butene. The reaction is second order, first order in 3-chloro-1-butene, and first order in sodium ethoxide. In the absence of sodium ethoxide, 3-chloro-1-butene reacts with ethanol to produce both 3-ethoxy-1-butene and 1-ethoxy-2-butene. Explain these results.

3-Chloro-1-butene reacts with sodium ethoxide in ethanol to produce 3-ethoxy-1- butene. The reaction is second order, first order in 3-chloro-1-butene, and first order in sodium ethoxide. In the absence of sodium ethoxide, 3-chloro-1-butene reacts with ethanol to produce both 3-ethoxy-1-butene and 1-ethoxy-2-butene. Explain these results.

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

Section: Chapter Questions

Problem 9.15P

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