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Draw the organic product(s) of the following reaction. CH3 1. OsO4 Visited CH3C=CHCH3 2. NaHSO3 • You do not have to consider stereochemistry. • The aromatic ring, when present, is unreactive in all cases. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu. P opy aste ? ChemDoodle®

Draw the organic product(s) of the following reaction. CH3 1. OsO4 Visited CH3C=CHCH3 2. NaHSO3 • You do not have to consider stereochemistry. • The aromatic ring, when present, is unreactive in all cases. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu. P opy aste ? ChemDoodle®

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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**Organic Chemistry Reaction: Product Drawing Exercise** **Objective:** Draw the organic product(s) of the following reaction. **Reaction:** - Reactant: \[ \text{CH}_3 \ - \text{C}( \text{CH}_3)_2 - \text{CH} = \text{CH}_2 \] - Reagents: 1. \[\text{OsO}_4\] 2. \[\text{NaHSO}_3\] **Instructions:** - You do not have to consider stereochemistry. - The aromatic ring, when present, is unreactive in all cases. - Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. - Separate multiple products using the + sign from the drop-down menu. **Tools Provided:** - A ChemDoodle sketch area with drawing and editing tools such as pen, eraser, bond tools, ring templates, and selection tools. **Guidance:** - The reaction involves osmium tetroxide (\[\text{OsO}_4\]) which typically adds across an alkene to form a vicinal diol. - Keep the molecular structure organized for clarity. - Utilize the provided ChemDoodle interface to create the molecular drawings required for visualizing the reaction products. Use the toolbox for drawing bonds and structures accurately.
Transcribed Image Text:**Organic Chemistry Reaction: Product Drawing Exercise** **Objective:** Draw the organic product(s) of the following reaction. **Reaction:** - Reactant: \[ \text{CH}_3 \ - \text{C}( \text{CH}_3)_2 - \text{CH} = \text{CH}_2 \] - Reagents: 1. \[\text{OsO}_4\] 2. \[\text{NaHSO}_3\] **Instructions:** - You do not have to consider stereochemistry. - The aromatic ring, when present, is unreactive in all cases. - Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. - Separate multiple products using the + sign from the drop-down menu. **Tools Provided:** - A ChemDoodle sketch area with drawing and editing tools such as pen, eraser, bond tools, ring templates, and selection tools. **Guidance:** - The reaction involves osmium tetroxide (\[\text{OsO}_4\]) which typically adds across an alkene to form a vicinal diol. - Keep the molecular structure organized for clarity. - Utilize the provided ChemDoodle interface to create the molecular drawings required for visualizing the reaction products. Use the toolbox for drawing bonds and structures accurately.
The following demonstrates the mechanism of an acid-catalyzed epoxide ring-opening reaction forming a racemic mixture. **Reaction Overview:** - The epoxide ring undergoes opening in the presence of hydronium ion (\( \text{H}_3\text{O}^+ \)). **Mechanism Step Explanation:** - This section requires the use of curved arrows to illustrate electron movement during the reaction mechanism. You are instructed to consider the formation of one stereoisomer of the product. **Diagram Details:** 1. **Reactant Structure:** - The reactant is a cyclic epoxide with three carbon atoms and an epoxide oxygen with two lone pairs. - There is a wedge notation indicating stereochemistry at one of the carbon atoms adjacent to the epoxy group. - An incoming hydronium ion (\( \text{H}_3\text{O}^+ \)) is depicted. 2. **Arrow-Pushing Diagram:** - The reactant is the same epoxide, with a water molecule interacting with the epoxide oxygen. - A red curved arrow indicates electron pair donation from the epoxide oxygen to break the epoxide ring, showing nucleophilic attack and subsequent electron rearrangement. - Icons for arrow-pushing instructions include movement of single and double-headed arrows. This visual representation aids in understanding electron flow and stereochemical outcomes in ring-opening reactions.
Transcribed Image Text:The following demonstrates the mechanism of an acid-catalyzed epoxide ring-opening reaction forming a racemic mixture. **Reaction Overview:** - The epoxide ring undergoes opening in the presence of hydronium ion (\( \text{H}_3\text{O}^+ \)). **Mechanism Step Explanation:** - This section requires the use of curved arrows to illustrate electron movement during the reaction mechanism. You are instructed to consider the formation of one stereoisomer of the product. **Diagram Details:** 1. **Reactant Structure:** - The reactant is a cyclic epoxide with three carbon atoms and an epoxide oxygen with two lone pairs. - There is a wedge notation indicating stereochemistry at one of the carbon atoms adjacent to the epoxy group. - An incoming hydronium ion (\( \text{H}_3\text{O}^+ \)) is depicted. 2. **Arrow-Pushing Diagram:** - The reactant is the same epoxide, with a water molecule interacting with the epoxide oxygen. - A red curved arrow indicates electron pair donation from the epoxide oxygen to break the epoxide ring, showing nucleophilic attack and subsequent electron rearrangement. - Icons for arrow-pushing instructions include movement of single and double-headed arrows. This visual representation aids in understanding electron flow and stereochemical outcomes in ring-opening reactions.
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