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Draw the structure of the major organic product in the hydroboration-oxidation reaction shown. (Sia = siamyl = sec-isoamyl = 1,2-dimethylpropyl.) Draw the major organic product. Select Draw Rings More Erase H 1. (Sia),BH, diglyme 2. H2O2, HO, H20 HCEC-

Draw the structure of the major organic product in the hydroboration-oxidation reaction shown. (Sia = siamyl = sec-isoamyl = 1,2-dimethylpropyl.) Draw the major organic product. Select Draw Rings More Erase H 1. (Sia),BH, diglyme 2. H2O2, HO, H20 HCEC-

Chemistry
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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**Title: Understanding Hydroboration-Oxidation Reactions** **Objective:** Learn how to determine the structure of the major organic product from the hydroboration-oxidation reaction. **Description:** This reaction involves converting an alkyne into an alcohol following a specific mechanism. **Reaction Details:** - **Reagents:** 1. \( \text{(Sia)}_2\text{BH}, \text{ diglyme} \) 2. \( \text{H}_2\text{O}_2, \text{HO}^-, \text{H}_2\text{O} \) - **Starting Material:** A terminal alkyne - **Reaction Mechanism:** 1. **Hydroboration Step:** The alkyne undergoes hydroboration using disiamylborane \((\text{Sia}_2\text{BH})\), with diglyme as the solvent. The boron adds to the less substituted carbon, resulting in syn-addition. 2. **Oxidation Step:** The boron intermediate is then oxidized using hydrogen peroxide \((\text{H}_2\text{O}_2)\) in a basic solution \((\text{HO}^-)\), converting the boronated carbon to an alcohol group. **Structure Drawing:** - You are required to draw the major organic product, showing the conversion of the alkyne to an alcohol using the drawing tools provided. Remember to indicate key functional groups and any stereochemistry as indicated by the hydroboration-oxidation mechanism. **Instructions:** Use the structure editor to complete the drawing of the major organic product. Ensure all bonds and functional groups are correctly represented. The editor provides options to draw single, double, and triple bonds as well as to incorporate common atoms like carbon (C), hydrogen (H), and oxygen (O). **Conclusion:** This exercise will enhance understanding of hydroboration-oxidation reactions, a common synthetic route in organic chemistry, emphasizing regioselectivity and stereochemistry.
Transcribed Image Text:**Title: Understanding Hydroboration-Oxidation Reactions** **Objective:** Learn how to determine the structure of the major organic product from the hydroboration-oxidation reaction. **Description:** This reaction involves converting an alkyne into an alcohol following a specific mechanism. **Reaction Details:** - **Reagents:** 1. \( \text{(Sia)}_2\text{BH}, \text{ diglyme} \) 2. \( \text{H}_2\text{O}_2, \text{HO}^-, \text{H}_2\text{O} \) - **Starting Material:** A terminal alkyne - **Reaction Mechanism:** 1. **Hydroboration Step:** The alkyne undergoes hydroboration using disiamylborane \((\text{Sia}_2\text{BH})\), with diglyme as the solvent. The boron adds to the less substituted carbon, resulting in syn-addition. 2. **Oxidation Step:** The boron intermediate is then oxidized using hydrogen peroxide \((\text{H}_2\text{O}_2)\) in a basic solution \((\text{HO}^-)\), converting the boronated carbon to an alcohol group. **Structure Drawing:** - You are required to draw the major organic product, showing the conversion of the alkyne to an alcohol using the drawing tools provided. Remember to indicate key functional groups and any stereochemistry as indicated by the hydroboration-oxidation mechanism. **Instructions:** Use the structure editor to complete the drawing of the major organic product. Ensure all bonds and functional groups are correctly represented. The editor provides options to draw single, double, and triple bonds as well as to incorporate common atoms like carbon (C), hydrogen (H), and oxygen (O). **Conclusion:** This exercise will enhance understanding of hydroboration-oxidation reactions, a common synthetic route in organic chemistry, emphasizing regioselectivity and stereochemistry.
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