Propose an efficient synthesis for each of the following transformations. You might find it useful to review Section 10.13 before attempting to solve these problems. Choose the correct sequence of reagents from the following list: A B C Br₂ t-BuOK NaOEt D E F dilute H₂SO4 Br2, hv conc. H₂SO4, heat If more than one step is required, enter the reagents in the correct order, with no spaces and separated by comma(s) (e.g. C,A).

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### Propose an Efficient Synthesis for the Following Transformations

**Problem Statement:**
Propose an efficient synthesis for each of the following transformations. You might find it useful to review Section 10.13 before attempting to solve these problems.

**Transformation:**
The reaction involves converting a cyclohexane derivative where one hydrogen is substituted by a methyl group to a cyclohexene derivative.

**Instructions:**
Choose the correct sequence of reagents from the following list:

**Reagent Options:**

- **A:** Br₂ 
- **B:** t-BuOK 
- **C:** NaOEt 
- **D:** dilute H₂SO₄ 
- **E:** Br₂, hv 
- **F:** conc. H₂SO₄, heat

**Note:**
If more than one step is required, enter the reagents in the correct order, with no spaces and separated by comma(s) (e.g., C,A).

To solve this problem, identify the mechanism that transforms the starting material into the product. Reagent options may be used to add or remove atoms or groups and to change the types of bonds.
Transcribed Image Text:### Propose an Efficient Synthesis for the Following Transformations **Problem Statement:** Propose an efficient synthesis for each of the following transformations. You might find it useful to review Section 10.13 before attempting to solve these problems. **Transformation:** The reaction involves converting a cyclohexane derivative where one hydrogen is substituted by a methyl group to a cyclohexene derivative. **Instructions:** Choose the correct sequence of reagents from the following list: **Reagent Options:** - **A:** Br₂ - **B:** t-BuOK - **C:** NaOEt - **D:** dilute H₂SO₄ - **E:** Br₂, hv - **F:** conc. H₂SO₄, heat **Note:** If more than one step is required, enter the reagents in the correct order, with no spaces and separated by comma(s) (e.g., C,A). To solve this problem, identify the mechanism that transforms the starting material into the product. Reagent options may be used to add or remove atoms or groups and to change the types of bonds.
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