1. 9-BBN 2. Н2О2/NaOH 9-BBN %3D -BH 3. H*/H2O

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 all products that are formed during the 3 reaction steps.

The image depicts a chemical reaction where a molecule containing a phenyl group with a triple bond (alkyne) undergoes a hydroboration-oxidation process using the following reagents:

1. **9-BBN (9-Borabicyclo[3.3.1]nonane):** This reagent is shown in a cyclic structure on the right side of the image, where a boron atom (BH) is part of the bicyclic structure. 

2. **Hydrogen Peroxide/Sodium Hydroxide (H₂O₂/NaOH):** These reagents are used to oxidize the boron-alkane complex formed in the first step.

3. **Acidic Work-up (H⁺/H₂O):** The final step involving an acidic work-up to convert the organoboron intermediate into the corresponding alcohol.

The reaction begins with the addition of 9-BBN to the alkyne, forming an organoboron intermediate. Subsequent oxidation and hydrolysis produce the alcohol. This transformation is useful for converting alkynes to aldehydes or ketones, depending on the substrate and reaction conditions.
Transcribed Image Text:The image depicts a chemical reaction where a molecule containing a phenyl group with a triple bond (alkyne) undergoes a hydroboration-oxidation process using the following reagents: 1. **9-BBN (9-Borabicyclo[3.3.1]nonane):** This reagent is shown in a cyclic structure on the right side of the image, where a boron atom (BH) is part of the bicyclic structure. 2. **Hydrogen Peroxide/Sodium Hydroxide (H₂O₂/NaOH):** These reagents are used to oxidize the boron-alkane complex formed in the first step. 3. **Acidic Work-up (H⁺/H₂O):** The final step involving an acidic work-up to convert the organoboron intermediate into the corresponding alcohol. The reaction begins with the addition of 9-BBN to the alkyne, forming an organoboron intermediate. Subsequent oxidation and hydrolysis produce the alcohol. This transformation is useful for converting alkynes to aldehydes or ketones, depending on the substrate and reaction conditions.
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
Stoichiometry
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