How many products will be produced when pent-2-yne undergoes hydroboration-oxidation reaction with disiamylborane? 1) (Sia),BH 2) Н,О, NaOH pent-2-yne

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
100%

Could you explain how to do this with great detail?

**Title: Understanding the Hydroboration-Oxidation of Pent-2-yne**

**Question:**  
How many products will be produced when pent-2-yne undergoes hydroboration-oxidation reaction with disiamylborane?

**Chemical Reaction:**  
- **Reactant:** Pent-2-yne
- **Reagents:** 
  1. (Sia)₂BH (Disiamylborane)
  2. H₂O₂, NaOH

**Explanation:**  
The hydroboration-oxidation of alkenes and alkynes involves the addition of hydrogen and boron across the multiple bond, followed by oxidation to form alcohols. In the case of alkynes, this reaction results in the formation of aldehydes via an enol intermediate that tautomerizes.

**Graph/Diagram Explanation:**  
The diagram currently shows pent-2-yne reacting with the reagents (Sia)₂BH and subsequently, H₂O₂ and NaOH. The expected product is a ketone, due to the selective anti-Markovnikov addition of the hydroboration-oxidation.

**Expected Product:**  
The likely product from this reaction will be a single ketone. Specifically, in the case of pent-2-yne, the hydroboration-oxidation yields pentan-2-one.

This reaction showcases the regioselectivity and stereoselectivity of hydroboration-oxidation, making it a valuable transformation in organic synthesis.
Transcribed Image Text:**Title: Understanding the Hydroboration-Oxidation of Pent-2-yne** **Question:** How many products will be produced when pent-2-yne undergoes hydroboration-oxidation reaction with disiamylborane? **Chemical Reaction:** - **Reactant:** Pent-2-yne - **Reagents:** 1. (Sia)₂BH (Disiamylborane) 2. H₂O₂, NaOH **Explanation:** The hydroboration-oxidation of alkenes and alkynes involves the addition of hydrogen and boron across the multiple bond, followed by oxidation to form alcohols. In the case of alkynes, this reaction results in the formation of aldehydes via an enol intermediate that tautomerizes. **Graph/Diagram Explanation:** The diagram currently shows pent-2-yne reacting with the reagents (Sia)₂BH and subsequently, H₂O₂ and NaOH. The expected product is a ketone, due to the selective anti-Markovnikov addition of the hydroboration-oxidation. **Expected Product:** The likely product from this reaction will be a single ketone. Specifically, in the case of pent-2-yne, the hydroboration-oxidation yields pentan-2-one. This reaction showcases the regioselectivity and stereoselectivity of hydroboration-oxidation, making it a valuable transformation in organic synthesis.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 3 images

Blurred answer
Knowledge Booster
Polymerization Kinetics
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