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

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**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 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
**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.
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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