QUESTION 4 Which of the following is NOT an intermediate in the mechanism for this hydrolysis? 1.A 2. B 3. C 04. D 5. E A H من B ОН H3O+, heat C OH H ОН OH E H
QUESTION 4 Which of the following is NOT an intermediate in the mechanism for this hydrolysis? 1.A 2. B 3. C 04. D 5. E A H من B ОН H3O+, heat C OH H ОН OH E H
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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Transcribed Image Text:**Question 4:**
Which of the following is NOT an intermediate in the mechanism for this hydrolysis?
The reaction diagram shows a cyclic ether undergoing hydrolysis in the presence of hydronium ion (\(H_3O^+\)) and heat, resulting in a cyclic ketone. Below the reaction, there are five structures labeled A through E, representing possible intermediates in the reaction mechanism.
**Structures:**
- **A:** A cyclic structure with one oxygen atom, a positive charge on an external hydrogen, and a hydroxyl group attached.
- **B:** A cyclic structure with a positively charged oxygen and a terminal alcohol group attached to the ring.
- **C:** A cyclic structure with an additional hydroxyl group, a positively charged oxygen, and a longer alcohol chain attached.
- **D:** A cyclic structure featuring a negatively charged oxygen, a positively charged oxygen, and a hydroxyl group.
- **E:** A cyclic ketone with a positively charged external hydrogen.
**Which one is NOT an intermediate in the mechanism?**
- 1. A
- 2. B
- 3. C
- 4. D
- 5. E
**Correct Answer:** 4. D

Transcribed Image Text:**Question 5**
Which of the following intermediates does NOT participate in the acetalization mechanism?
Reaction:
- Starting Material: A cyclic ketone
- Reagent: Ethylene glycol
- Catalyst: p-TsOH (para-toluenesulfonic acid), PhH (benzene), reflux
Possible Intermediates:
**A.** Structure: A cyclic molecule with a positively charged oxygen (oxonium ion) and an ethylene glycol group attached. There is also a negatively charged oxygen.
**B.** Structure: A cyclic molecule with a positively charged oxygen (oxonium ion) directly attached to the ring.
**C.** Structure: A cyclic molecule with an ethylene glycol group forming a diol, and a positively charged oxygen.
**D.** Structure: A cyclic molecule with a positively charged ketone oxygen adjacent to an ethylene glycol group.
**E.** Structure: A cyclic acetal structure with a protonated oxygen (oxonium ion).
**Answer Choices:**
1. A
2. B
3. C
4. D
5. E
Explanation: Choose the intermediate that does not feature in the acetalization mechanism. The correct answer is highlighted as option 3, which corresponds to intermediate C.
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