Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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**Propose an Efficient Synthesis for the Following Transformation**

The transformation involved is a conversion of a cyclopentane ring to a linear carbon skeleton with an aldehyde group. The goal is to determine the appropriate reagents from a list provided to carry out this transformation in the correct sequence.

Below are the available reagents, labeled A through L:

- **A:** t-BuOK
- **B:** HBr, ROOR
- **C:** EtONa
- **D:** HBr
- **E:** conc. H₂SO₄, heat
- **F:** H₂SO₄, H₂O, HgSO₄
- **G:** 1) O₃; 2) DMS
- **H:** 1) xs NaNH₂; 2) H₂O
- **I:** 1) R₂BH; 2) H₂O₂, NaOH
- **J:** MeI
- **K:** HC≡CNa
- **L:** Br₂, hv

**Instructions:** 
- Utilize the correct reagents in order.
- Provide the answer as a continuous string of letters (e.g., "EBF").
- If multiple solutions exist, provide only one.

Note: This problem set focuses on understanding and applying the order of chemical reactions to achieve the desired structural transformation.
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Transcribed Image Text:**Propose an Efficient Synthesis for the Following Transformation** The transformation involved is a conversion of a cyclopentane ring to a linear carbon skeleton with an aldehyde group. The goal is to determine the appropriate reagents from a list provided to carry out this transformation in the correct sequence. Below are the available reagents, labeled A through L: - **A:** t-BuOK - **B:** HBr, ROOR - **C:** EtONa - **D:** HBr - **E:** conc. H₂SO₄, heat - **F:** H₂SO₄, H₂O, HgSO₄ - **G:** 1) O₃; 2) DMS - **H:** 1) xs NaNH₂; 2) H₂O - **I:** 1) R₂BH; 2) H₂O₂, NaOH - **J:** MeI - **K:** HC≡CNa - **L:** Br₂, hv **Instructions:** - Utilize the correct reagents in order. - Provide the answer as a continuous string of letters (e.g., "EBF"). - If multiple solutions exist, provide only one. Note: This problem set focuses on understanding and applying the order of chemical reactions to achieve the desired structural transformation.
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