Draw the structures of the missing reactants, intermediates, or products in the following mechanism. Use wedges and dashes to indicate sterechemistry where appropriate. Ignore inorganic byproducts. BH2 H. `BH2 THE THE Draw Borane Intermediate <>

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
Question

Draw the structures of the missing reactants, intermediates, or products, in the following mechanism. Use wedges and dashes to indicate stereochemistry when appropriate. 

This image displays a reaction pathway for a hydroboration-oxidation process.

1. **Top Section:**
   - Both pathways begin with THF (tetrahydrofuran) as the solvent.
   - The right side displays a cyclohexane ring with a borane intermediate. The ring has a BH₂ group and an H atom attached as stereocenters, indicating the hydroboration step where borane (BH₃) adds across the alkene.

2. **Middle Section:**
   - The direction of the arrows points to the next step of the pathway.
   - There is a labeled box "Draw Borane Intermediate" on the left side, prompting users to depict a reaction intermediate.

3. **Bottom Section:**
   - Arrows indicate the addition of H₂O₂ (hydrogen peroxide) and NaOH (sodium hydroxide), signifying the oxidation step that converts the borane intermediate to the alcohol product.
   - Two boxes labeled "Draw Product" invite users to illustrate the final product of the reaction.

This diagram is intended to visually guide learners through the hydroboration-oxidation sequence by drawing each step.
Transcribed Image Text:This image displays a reaction pathway for a hydroboration-oxidation process. 1. **Top Section:** - Both pathways begin with THF (tetrahydrofuran) as the solvent. - The right side displays a cyclohexane ring with a borane intermediate. The ring has a BH₂ group and an H atom attached as stereocenters, indicating the hydroboration step where borane (BH₃) adds across the alkene. 2. **Middle Section:** - The direction of the arrows points to the next step of the pathway. - There is a labeled box "Draw Borane Intermediate" on the left side, prompting users to depict a reaction intermediate. 3. **Bottom Section:** - Arrows indicate the addition of H₂O₂ (hydrogen peroxide) and NaOH (sodium hydroxide), signifying the oxidation step that converts the borane intermediate to the alcohol product. - Two boxes labeled "Draw Product" invite users to illustrate the final product of the reaction. This diagram is intended to visually guide learners through the hydroboration-oxidation sequence by drawing each step.
**Mechanism Illustration for Hydroboration Reaction**

The diagram above is a part of a hydroboration mechanism, showcasing the conversion of an alkene into an organoborane intermediate and its further conversion into an alcohol product.

1. **Initial Reaction Step**:
   - The top part of the diagram begins with a cyclohexene structure reacting with a diborane (BH₂) unit. This illustrates the hydroboration process, where the BH₂ group adds across the double bond.

2. **Stereochemical Indication**:
   - The use of wedges and dashes shows the stereochemistry of the process. Wedges indicate bonds coming out of the plane, while dashed lines indicate bonds going behind the plane.

3. **Pathways**:
   - The reaction takes place in a tetrahydrofuran (THF) solvent, indicated by the labels on both pathways leading from the reaction.
   - On the left, there is a placeholder labeled "Draw Borane Intermediate," indicating where the intermediate structure formed post-hydroboration should be placed.
   - On the right, a cyclohexanol-like structure is presented with specific stereochemistry marked by wedges and dashes, indicating the formation of a specific stereoisomer of the alcohol product.

4. **Diagrams and Labels**:
   - The focus is on drawing and understanding the missing borane intermediate structure and how the reaction proceeds through the mechanism to yield the final stereochemically-defined product.
  
This diagram is designed to help students understand the importance of stereochemistry in reaction mechanisms and visualize the transformation from reactants through intermediates to products in organic synthesis.
Transcribed Image Text:**Mechanism Illustration for Hydroboration Reaction** The diagram above is a part of a hydroboration mechanism, showcasing the conversion of an alkene into an organoborane intermediate and its further conversion into an alcohol product. 1. **Initial Reaction Step**: - The top part of the diagram begins with a cyclohexene structure reacting with a diborane (BH₂) unit. This illustrates the hydroboration process, where the BH₂ group adds across the double bond. 2. **Stereochemical Indication**: - The use of wedges and dashes shows the stereochemistry of the process. Wedges indicate bonds coming out of the plane, while dashed lines indicate bonds going behind the plane. 3. **Pathways**: - The reaction takes place in a tetrahydrofuran (THF) solvent, indicated by the labels on both pathways leading from the reaction. - On the left, there is a placeholder labeled "Draw Borane Intermediate," indicating where the intermediate structure formed post-hydroboration should be placed. - On the right, a cyclohexanol-like structure is presented with specific stereochemistry marked by wedges and dashes, indicating the formation of a specific stereoisomer of the alcohol product. 4. **Diagrams and Labels**: - The focus is on drawing and understanding the missing borane intermediate structure and how the reaction proceeds through the mechanism to yield the final stereochemically-defined product. This diagram is designed to help students understand the importance of stereochemistry in reaction mechanisms and visualize the transformation from reactants through intermediates to products in organic synthesis.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Selection Rules for Pericyclic Reactions
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.
Similar questions
  • SEE MORE QUESTIONS
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