エ Select the major product(s) för the following reaction. 1) BH3 THF 2) H2O2, NaOH H + H OH H OH н он НО Н

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
icon
Concept explainers
Question
**Title: Understanding Hydroboration-Oxidation Reactions**

**Introduction:**
Hydroboration-oxidation is a two-step synthesis reaction that converts alkenes into alcohols, involving the addition of borane (BH₃) followed by oxidation with hydrogen peroxide (H₂O₂) in the presence of a base such as sodium hydroxide (NaOH).

**Reaction Overview:**
The image presents a typical hydroboration-oxidation reaction. The starting material is an alkene, and the reaction sequence involves:

1. **Hydroboration:** Addition of BH₃·THF (Tetrahydrofuran) to the alkene.
2. **Oxidation:** Treatment with H₂O₂ and NaOH.

**Structural Details:**

- **Starting Material:** An alkene featuring a double bond between two carbon atoms.
- **Products:** There are several potential products indicated, showing the resulting alcohols with different stereochemical configurations (syn addition of hydrogen and hydroxyl groups).

**Product Structures:**
- Each structure shows the addition of an -OH group to one carbon and an H to the adjacent carbon across the former double bond.
- The arrangements display stereochemical variations in the spatial configuration of the hydroxyl and hydrogen atoms, typically resulting in anti-Markovnikov addition, where the OH group attaches to the less substituted carbon atom.

**Graph/Diagram Explanation:**
While the image itself does not contain graphs, it illustrates the possible stereoisomers (different configurations due to variations in spatial arrangement of atoms) resulting from the hydroboration-oxidation process.

**Conclusion:**
This reaction is notable for its regioselectivity and stereospecificity, often yielding anti-Markovnikov products useful for synthesizing a variety of alcohol compounds. Understanding the mechanisms and the stereochemical outcome is crucial for successful chemical synthesis in synthetic organic chemistry.
Transcribed Image Text:**Title: Understanding Hydroboration-Oxidation Reactions** **Introduction:** Hydroboration-oxidation is a two-step synthesis reaction that converts alkenes into alcohols, involving the addition of borane (BH₃) followed by oxidation with hydrogen peroxide (H₂O₂) in the presence of a base such as sodium hydroxide (NaOH). **Reaction Overview:** The image presents a typical hydroboration-oxidation reaction. The starting material is an alkene, and the reaction sequence involves: 1. **Hydroboration:** Addition of BH₃·THF (Tetrahydrofuran) to the alkene. 2. **Oxidation:** Treatment with H₂O₂ and NaOH. **Structural Details:** - **Starting Material:** An alkene featuring a double bond between two carbon atoms. - **Products:** There are several potential products indicated, showing the resulting alcohols with different stereochemical configurations (syn addition of hydrogen and hydroxyl groups). **Product Structures:** - Each structure shows the addition of an -OH group to one carbon and an H to the adjacent carbon across the former double bond. - The arrangements display stereochemical variations in the spatial configuration of the hydroxyl and hydrogen atoms, typically resulting in anti-Markovnikov addition, where the OH group attaches to the less substituted carbon atom. **Graph/Diagram Explanation:** While the image itself does not contain graphs, it illustrates the possible stereoisomers (different configurations due to variations in spatial arrangement of atoms) resulting from the hydroboration-oxidation process. **Conclusion:** This reaction is notable for its regioselectivity and stereospecificity, often yielding anti-Markovnikov products useful for synthesizing a variety of alcohol compounds. Understanding the mechanisms and the stereochemical outcome is crucial for successful chemical synthesis in synthetic organic chemistry.
This image contains chemical structures and diagrams depicting different stereoisomers of a chiral molecule. The diagrams illustrate four configurations where each carbon is bonded to hydroxyl (OH) and hydrogen (H) groups.

1. **First Pair of Structures:**
   - The structure on the left shows a molecule with the OH group on the left side and the H group on the right side (wedged bond) for the top chiral center, and H opposite on the dashed bond. The bottom center displays OH on the left (wedged bond) and H on the right (dashed bond).
   - The structure on the right is a mirror image of the left, showing the same groups but with opposite orientations, indicating an enantiomeric relationship.

2. **Second Pair of Structures:**
   - Similar to the first diagram, the structure on the left displays a chiral molecule with OH on the right for the top center (wedged bond) and OH on the left on the bottom center.
   - The structure on the right is its mirror image, again showing an enantiomer.

3. **Rightmost Structure:**
   - This single structure is labeled "only" and shows the OH group on the left and H on the right for both chiral centers. This indicates a specific stereoconfiguration distinct from the previous pairs.

These diagrams illustrate stereochemistry concepts, focusing on the orientation of atoms in chiral molecules and the idea of enantiomers (mirror-image isomers).
Transcribed Image Text:This image contains chemical structures and diagrams depicting different stereoisomers of a chiral molecule. The diagrams illustrate four configurations where each carbon is bonded to hydroxyl (OH) and hydrogen (H) groups. 1. **First Pair of Structures:** - The structure on the left shows a molecule with the OH group on the left side and the H group on the right side (wedged bond) for the top chiral center, and H opposite on the dashed bond. The bottom center displays OH on the left (wedged bond) and H on the right (dashed bond). - The structure on the right is a mirror image of the left, showing the same groups but with opposite orientations, indicating an enantiomeric relationship. 2. **Second Pair of Structures:** - Similar to the first diagram, the structure on the left displays a chiral molecule with OH on the right for the top center (wedged bond) and OH on the left on the bottom center. - The structure on the right is its mirror image, again showing an enantiomer. 3. **Rightmost Structure:** - This single structure is labeled "only" and shows the OH group on the left and H on the right for both chiral centers. This indicates a specific stereoconfiguration distinct from the previous pairs. These diagrams illustrate stereochemistry concepts, focusing on the orientation of atoms in chiral molecules and the idea of enantiomers (mirror-image isomers).
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Aromatic Compounds
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
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY