Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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**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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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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