Examine Solved Problem 7.3. Your task is to prepare A in the highest possible yield by dehydrobromination.

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Examine Solved Problem 7.3. Your task is to prepare A in the highest possible yield by dehydrobromination. Which base would you use?


Solved Problem 7.3

Using Zaitsev’s rule, predict which would be the major product of the following reaction:

or ELOH, 55 °C Br A B


Strat egy and Answer: Alkene B has a trisubstituted double bond whereas the double bond of A is only monosubstituted. Therefore, B is more stable and, according to Zaitsev’s rule, would be the major product.

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Organic Chemistry

ISBN: 978-1118133576

11th edition

Authors: Graham Solomons, Craig Fryhle, Scott Snyder

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