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)

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Question

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.

Chemical reaction with [H₂SO₄] → Products:

**Options:**

- **(A)** Oxygen heterocycle with phenyl groups attached.
- **(B)** Linear hydrocarbon chain with an alkene and phenyl groups.
- **(C)** Oxygen heterocycle with alkyl groups and phenyl groups.
- **(D)** Linear hydrocarbon chain similar to starting material, with a shifted hydroxyl group position.

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