When the compound below is treated with catalytic sulfuric acid, an equilibrium mixture of many possible compounds results. Which of the following exists in the lowest concentration (essentially zero) among those products? (Hint: The first step can be either protonation of the alcohol or protonation of the alkene; Follow the possibilities from both paths). Note: Even if you immediately find the answer, it is worth your time to figure out how the other products ARE made by writing the mechanisms that lead to them. This is always good practice. ost (A) OH (B) [H₂SO4] ??? OH (D)

When the compound below is treated with catalytic sulfuric acid, an equilibrium mixture of many possible compounds results. Which of the following exists in the lowest concentration (essentially zero) among those products? (Hint: The first step can be either protonation of the alcohol or protonation of the alkene; Follow the possibilities from both paths). Note: Even if you immediately find the answer, it is worth your time to figure out how the other products ARE made by writing the mechanisms that lead to them. This is always good practice. ost (A) OH (B) [H₂SO4] ??? OH (D)

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter20: Acidity And Pka Of Phenols

Section: Chapter Questions

Problem 11E

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