Using any alkene and any reagents necessary, how would you prepare the following compound?

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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**Preparation of 1-Hexanol:**

**Problem Statement:**

Using any alkene and any reagents necessary, how would you prepare the following compound?

**Target Compound Structure:**
- The structure shown in the image is 1-Hexanol, which is a linear alcohol with six carbon atoms.

**Synthesis Explanation:**

To synthesize 1-Hexanol, you can start with hexene, an alkene with a six-carbon chain. A common method is the hydration of hexene to convert it into 1-Hexanol. Here is a potential synthesis pathway:

1. **Starting Material:**
   - Use 1-hexene (C₆H₁₂) as the starting alkene.

2. **Reaction Steps:**
   1. **Hydroboration-Oxidation:**
      - **Reagents:** 
        - Borane (BH₃) or a borane complex like diborane (B₂H₆) or BH₃-THF for hydroboration.
        - Hydrogen peroxide (H₂O₂) and sodium hydroxide (NaOH) for oxidation.
      - **Procedure:**
        - React 1-hexene with borane to form trialkylborane in an anti-Markovnikov addition.
        - Oxidize the trialkylborane with H₂O₂ in the presence of NaOH to convert the boron group into a hydroxyl group, yielding 1-Hexanol.

By using the hydroboration-oxidation method, you ensure the hydroxyl group is added to the less substituted carbon, resulting in a primary alcohol like 1-Hexanol.
Transcribed Image Text:**Preparation of 1-Hexanol:** **Problem Statement:** Using any alkene and any reagents necessary, how would you prepare the following compound? **Target Compound Structure:** - The structure shown in the image is 1-Hexanol, which is a linear alcohol with six carbon atoms. **Synthesis Explanation:** To synthesize 1-Hexanol, you can start with hexene, an alkene with a six-carbon chain. A common method is the hydration of hexene to convert it into 1-Hexanol. Here is a potential synthesis pathway: 1. **Starting Material:** - Use 1-hexene (C₆H₁₂) as the starting alkene. 2. **Reaction Steps:** 1. **Hydroboration-Oxidation:** - **Reagents:** - Borane (BH₃) or a borane complex like diborane (B₂H₆) or BH₃-THF for hydroboration. - Hydrogen peroxide (H₂O₂) and sodium hydroxide (NaOH) for oxidation. - **Procedure:** - React 1-hexene with borane to form trialkylborane in an anti-Markovnikov addition. - Oxidize the trialkylborane with H₂O₂ in the presence of NaOH to convert the boron group into a hydroxyl group, yielding 1-Hexanol. By using the hydroboration-oxidation method, you ensure the hydroxyl group is added to the less substituted carbon, resulting in a primary alcohol like 1-Hexanol.
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