Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 2E
Related questions
Question
![**Question 6: Give the mechanism of the following reaction.**
The image presents a chemical reaction mechanism involving the conversion of an alkene to an epoxide. The reaction proceeds as follows:
1. **Alkene:** \( R_2C\text{=}CR_2 \)
- This is the starting alkene.
2. **Intermediate Formation - Vicinal Halohydrin:**
- Reactants: \( X_2, \ H_2O \)
- Produces: \( R_2C \text{-} CR_2 \) with \( \text{HO} \) and \( \text{X} \) groups
- This product is known as a vicinal halohydrin.
3. **Epoxide Formation:**
- Reactant: \( \text{HO}^- \)
- Produces: \( R_2C \) with an epoxide ring (3-membered cyclic ether) formed by connecting two carbon atoms with an oxygen atom.
**Note:** An arrow indicates the process from alkene to vicinal halohydrin, and another from the vicinal halohydrin to the epoxide, showing the progression of the chemical reaction.
**Additional Reference:**
- See slide 13 on ether and epoxide for more detailed information on the mechanism.
*Text Note: 'reaction' and 'epoxide' are hyperlinked, indicating additional resources or slides may provide further explanation.*](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F21f4b985-de9a-4e92-bd47-c55b7a78a940%2F02a632c8-f807-4caa-8952-5172120cb6ec%2F8t6n2sa_processed.jpeg&w=3840&q=75)
Transcribed Image Text:**Question 6: Give the mechanism of the following reaction.**
The image presents a chemical reaction mechanism involving the conversion of an alkene to an epoxide. The reaction proceeds as follows:
1. **Alkene:** \( R_2C\text{=}CR_2 \)
- This is the starting alkene.
2. **Intermediate Formation - Vicinal Halohydrin:**
- Reactants: \( X_2, \ H_2O \)
- Produces: \( R_2C \text{-} CR_2 \) with \( \text{HO} \) and \( \text{X} \) groups
- This product is known as a vicinal halohydrin.
3. **Epoxide Formation:**
- Reactant: \( \text{HO}^- \)
- Produces: \( R_2C \) with an epoxide ring (3-membered cyclic ether) formed by connecting two carbon atoms with an oxygen atom.
**Note:** An arrow indicates the process from alkene to vicinal halohydrin, and another from the vicinal halohydrin to the epoxide, showing the progression of the chemical reaction.
**Additional Reference:**
- See slide 13 on ether and epoxide for more detailed information on the mechanism.
*Text Note: 'reaction' and 'epoxide' are hyperlinked, indicating additional resources or slides may provide further explanation.*
Expert Solution
![](/static/compass_v2/shared-icons/check-mark.png)
Step 1: Formation of halonium ring
Trending now
This is a popular solution!
Step by step
Solved in 3 steps with 3 images
![Blurred answer](/static/compass_v2/solution-images/blurred-answer.jpg)
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Recommended textbooks for you
![Organic Chemistry: A Guided Inquiry](https://www.bartleby.com/isbn_cover_images/9780618974122/9780618974122_smallCoverImage.gif)
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning
![Chemistry for Today: General, Organic, and Bioche…](https://www.bartleby.com/isbn_cover_images/9781305960060/9781305960060_smallCoverImage.gif)
Chemistry for Today: General, Organic, and Bioche…
Chemistry
ISBN:
9781305960060
Author:
Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:
Cengage Learning
![Organic Chemistry: A Guided Inquiry](https://www.bartleby.com/isbn_cover_images/9780618974122/9780618974122_smallCoverImage.gif)
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning
![Chemistry for Today: General, Organic, and Bioche…](https://www.bartleby.com/isbn_cover_images/9781305960060/9781305960060_smallCoverImage.gif)
Chemistry for Today: General, Organic, and Bioche…
Chemistry
ISBN:
9781305960060
Author:
Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:
Cengage Learning