When hydroxide is used as the base to carry out an E2 reaction on a vinylic halide, the reaction usually needs to be heated significantly. As shown below, such a reaction involving the E isomer typically requires much higher temperatures. Why is this so? Z isomer E isomer Br КОН КОН 70 °C 200-230 °C Br Br 70% 67%

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.SE: Something Extra
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When hydroxide is used as the base to carry out an E2 reaction on a vinylic halide, the reaction usually needs to be
heated significantly. As shown below, such a reaction involving the E isomer typically requires much higher temperatures.
Why is this so?
Z isomer
E isomer
Br
КОН
КОН
70 °C
200-230 °C
Br
Br
70%
67%
Transcribed Image Text:When hydroxide is used as the base to carry out an E2 reaction on a vinylic halide, the reaction usually needs to be heated significantly. As shown below, such a reaction involving the E isomer typically requires much higher temperatures. Why is this so? Z isomer E isomer Br КОН КОН 70 °C 200-230 °C Br Br 70% 67%
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