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
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
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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.
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