Draw the structure of the major organic product in the hydroboration-oxidation reaction shown. (Sia = siamyl = sec-isoamyl = 1,2-dimethylpropyl.) %3D %3D Draw the major organic product. Select Draw Rings More 1. (Sia)2BH, diglyme 2. H2O2, HO, H2O HCEC
Draw the structure of the major organic product in the hydroboration-oxidation reaction shown. (Sia = siamyl = sec-isoamyl = 1,2-dimethylpropyl.) %3D %3D Draw the major organic product. Select Draw Rings More 1. (Sia)2BH, diglyme 2. H2O2, HO, H2O HCEC
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...
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Transcribed Image Text:**Title: Understanding Hydroboration-Oxidation of Alkynes**
**Objective:**
Learn how to draw the structure of the major organic product in a hydroboration-oxidation reaction of an alkyne.
**Starting Material:**
An alkyne is shown with the structure:
HC≡C-CH2-
**Reaction Conditions:**
The reaction involves two steps:
1. **Hydroboration**: Using (Sia)2BH in diglyme solvent. Here, "Sia" refers to "sia"myl, which is sec-isoamyl, also known as 1,2-dimethylpropyl.
2. **Oxidation**: Using H2O2, NaOH, and H2O.
**Instructions:**
Draw the major organic product formed after the hydroboration-oxidation reaction.
**Reaction Explanation:**
- Hydroboration-oxidation of alkynes generally leads to the formation of an aldehyde or ketone.
- The addition of (Sia)2BH across the triple bond is regioselective, leading to anti-Markovnikov addition.
- Subsequent oxidation transforms the organoborane intermediate into a carbonyl compound.
**Task:**
Draw the major organic product based on the information above using the drawing tools provided.
Understanding this reaction helps in synthesizing various aldehydes and ketones efficiently.
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