Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Directions: Draw the major organic product for each of the hydroboration‑oxidation reactions. Disregard stereochemistry.

**Text Transcription and Explanation for an Educational Website**

**Title: Reaction B: Hydroboration-Oxidation**

**Description:**

In this exercise, we explore Reaction B, where we perform a hydroboration-oxidation of an alkene. The given alkene is 3-methyl-1-butene. The reaction involves the following steps:

1. **Reagents Used:**
   - Step 1: Borane (\( \text{B}_2\text{H}_6 \))
   - Step 2: Hydrogen Peroxide (\( \text{H}_2\text{O}_2 \)) in the presence of aqueous Sodium Hydroxide (\( \text{3M NaOH} \))

2. **Mechanism Overview:**
   - **Hydroboration:** In the first step, the alkene reacts with borane (\( \text{B}_2\text{H}_6 \)), where the boron adds to the less substituted carbon of the double bond. This is an anti-Markovnikov addition.
   - **Oxidation:** Subsequently, the intermediate is oxidized by \( \text{H}_2\text{O}_2 \) and \( \text{NaOH} \) to form an alcohol. The OH group will add to the less substituted carbon, maintaining the anti-Markovnikov product.

3. **Task:**
   - Draw the product formed after performing the hydroboration-oxidation reaction on 3-methyl-1-butene.

**Tools Available for Drawing:**
- You are provided with drawing tools including single, double, and triple bonds, as well as the elements: Carbon (C), Hydrogen (H), Oxygen (O), and Boron (B).

**Instructions:**
- Utilize the drawing tools to depict the structure of the alcohol product. Ensure to represent the correct stereochemistry and regiochemistry as per the reaction mechanism.

This exercise is designed to help you understand the selectivity and mechanism of hydroboration-oxidation reactions in organic chemistry, especially in terms of regioselective addition to alkenes.
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Transcribed Image Text:**Text Transcription and Explanation for an Educational Website** **Title: Reaction B: Hydroboration-Oxidation** **Description:** In this exercise, we explore Reaction B, where we perform a hydroboration-oxidation of an alkene. The given alkene is 3-methyl-1-butene. The reaction involves the following steps: 1. **Reagents Used:** - Step 1: Borane (\( \text{B}_2\text{H}_6 \)) - Step 2: Hydrogen Peroxide (\( \text{H}_2\text{O}_2 \)) in the presence of aqueous Sodium Hydroxide (\( \text{3M NaOH} \)) 2. **Mechanism Overview:** - **Hydroboration:** In the first step, the alkene reacts with borane (\( \text{B}_2\text{H}_6 \)), where the boron adds to the less substituted carbon of the double bond. This is an anti-Markovnikov addition. - **Oxidation:** Subsequently, the intermediate is oxidized by \( \text{H}_2\text{O}_2 \) and \( \text{NaOH} \) to form an alcohol. The OH group will add to the less substituted carbon, maintaining the anti-Markovnikov product. 3. **Task:** - Draw the product formed after performing the hydroboration-oxidation reaction on 3-methyl-1-butene. **Tools Available for Drawing:** - You are provided with drawing tools including single, double, and triple bonds, as well as the elements: Carbon (C), Hydrogen (H), Oxygen (O), and Boron (B). **Instructions:** - Utilize the drawing tools to depict the structure of the alcohol product. Ensure to represent the correct stereochemistry and regiochemistry as per the reaction mechanism. This exercise is designed to help you understand the selectivity and mechanism of hydroboration-oxidation reactions in organic chemistry, especially in terms of regioselective addition to alkenes.
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