Using the reagents listed in the table below, devise routes for the following transformations: OH 3-5-0 SH Br Specify the reagents you would use to carry out the conversion by using letters from the table. If two or more ways of conversion to the same product are possible, show only one of them.) a. NBS, heat b. H3PO4, heat c. H₂O / H₂SO4 d. PCC Reagents available e. NaNH, / NH3 f. H₂ CrO4 9. HIO4 h. H₂ / Lindlar catalyst i. H₂O j. CH3OH k. OsO4 / H₂O2 I. 1. BH3 2. H₂O2, NaOH, H₂O

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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**Transformation Task:**

Devise routes for the transformation of bromocyclopentane to cyclopentanol and then to cyclopentene using the provided reagents.

**Reaction Scheme:**

- Starting compound: Cyclopentane with a bromine substituent (Br)
- Intermediate: Cyclopentanol (OH)
- Final product: Cyclopentene

**Reagents Available:**

a. NBS, heat  
b. H₃PO₄, heat  
c. H₂O / H₂SO₄  
d. PCC  
e. NaNH₂ / NH₃  
f. H₂CrO₄  
g. HIO₄  
h. H₂ / Lindlar catalyst  
i. H₂O  
j. CH₃OH  
k. OsO₄ / H₂O₂  
l. 1. BH₃  2. H₂O₂, NaOH, H₂O  

**Instructions:**

Specify the reagents you would use to carry out the conversion using the letters from the table. If there are multiple routes to the same product, show only one.

**Reaction Steps:**

- **Step 1:** Convert bromocyclopentane to cyclopentanol.
- **Step 2:** Convert cyclopentanol to cyclopentene.

**Enter the reagents (in order of use):**

- **Step 1:** 
- **Step 2:** 

This exercise involves understanding the mechanisms required to achieve each transformation and selecting the correct reagents.
Transcribed Image Text:**Transformation Task:** Devise routes for the transformation of bromocyclopentane to cyclopentanol and then to cyclopentene using the provided reagents. **Reaction Scheme:** - Starting compound: Cyclopentane with a bromine substituent (Br) - Intermediate: Cyclopentanol (OH) - Final product: Cyclopentene **Reagents Available:** a. NBS, heat b. H₃PO₄, heat c. H₂O / H₂SO₄ d. PCC e. NaNH₂ / NH₃ f. H₂CrO₄ g. HIO₄ h. H₂ / Lindlar catalyst i. H₂O j. CH₃OH k. OsO₄ / H₂O₂ l. 1. BH₃ 2. H₂O₂, NaOH, H₂O **Instructions:** Specify the reagents you would use to carry out the conversion using the letters from the table. If there are multiple routes to the same product, show only one. **Reaction Steps:** - **Step 1:** Convert bromocyclopentane to cyclopentanol. - **Step 2:** Convert cyclopentanol to cyclopentene. **Enter the reagents (in order of use):** - **Step 1:** - **Step 2:** This exercise involves understanding the mechanisms required to achieve each transformation and selecting the correct reagents.
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