7. Challenge Problem (provide an answer, but the specifics of your answer will not figure into your problem set grade): The compounds below undergo cyclization reactions to form the products C and D. What are these products? Draw mechanisms for their formation and explain why each substrate gives a different product (the presence or absence of water is not the key reason why different products are generated). Me Еда Me A H₂O A C (C4H5O3) D (C6H10 CINO₂)

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**Challenge Problem:** The compounds below undergo cyclization reactions to form the products C and D. What are these products? Draw mechanisms for their formation and explain why each substrate gives a different product (the presence or absence of water is not the key reason why different products are generated).

**Compounds:**

1. **First Compound:**
   - Structure: A five-membered ring with a chlorine atom (Cl) attached, an ester (Me-N(Me)) group, and a carbonyl group adjacent to the nitrogen.
   - Reaction: Heated with water (H₂O).
   - Product: C (C₄H₆O₃).

2. **Second Compound:**
   - Structure: A five-membered ring with a chlorine atom (Cl) attached, an ester group, and a methylene bridge forming a cyclic structure adjacent to the ester group.
   - Reaction: Heated.
   - Product: D (C₆H₁₀ClNO₂).

The diagram includes structural formulas for both compounds, an arrow indicating the reaction conditions (Δ for heat), and the resulting products with their molecular formulas. The challenge emphasizes understanding the different mechanisms that lead to distinct products.
Transcribed Image Text:**Challenge Problem:** The compounds below undergo cyclization reactions to form the products C and D. What are these products? Draw mechanisms for their formation and explain why each substrate gives a different product (the presence or absence of water is not the key reason why different products are generated). **Compounds:** 1. **First Compound:** - Structure: A five-membered ring with a chlorine atom (Cl) attached, an ester (Me-N(Me)) group, and a carbonyl group adjacent to the nitrogen. - Reaction: Heated with water (H₂O). - Product: C (C₄H₆O₃). 2. **Second Compound:** - Structure: A five-membered ring with a chlorine atom (Cl) attached, an ester group, and a methylene bridge forming a cyclic structure adjacent to the ester group. - Reaction: Heated. - Product: D (C₆H₁₀ClNO₂). The diagram includes structural formulas for both compounds, an arrow indicating the reaction conditions (Δ for heat), and the resulting products with their molecular formulas. The challenge emphasizes understanding the different mechanisms that lead to distinct products.
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