Draw the product(s) of the following reactions. H H2 H3C-CEC-CH2CH2-C C-CH3 Pd/C H Consider E/Z stereochemistry of alkenes. If no reaction occurs, draw the organic starting material. 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.

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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## Reaction Products Analysis

**Given Reaction:**
\[ \text{H}_3\text{C} \equiv \text{C} - \text{C}\text{H}_2\text{C}\text{H}_2 - \text{C}(\text{H})(\text{C}\text{H}_3) \xrightarrow{\text{H}_2/\text{Pd/C}} \]

**Instructions:**
- **Consider E/Z stereochemistry of alkenes.**
- **If no reaction occurs, draw the organic starting material.**
- **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.**

**ChemDoodle Sketcher Tool:**
- A blank sketching area with drawing tools is provided.
- Tools include drawing bonds, atoms, and various molecular shapes.
- The workspace is equipped with options to manipulate molecular structures.

**Explanation of Tools:**
- **Line, Bond, and Atom tools**: For creating chemical structures.
- **Undo/Redo buttons**: To correct or revert drawing actions.
- **Zoom and Hand tool**: For navigating the drawing space.
- **Additional draw options**: For rings and complex structures.

**Task Overview:**
The given reaction involves hydrogenation of an alkyne to possibly form an alkene or alkane using a palladium catalyst. The goal is to determine and draw the potential product(s), considering stereochemistry and the possibility of no reaction.
Transcribed Image Text:## Reaction Products Analysis **Given Reaction:** \[ \text{H}_3\text{C} \equiv \text{C} - \text{C}\text{H}_2\text{C}\text{H}_2 - \text{C}(\text{H})(\text{C}\text{H}_3) \xrightarrow{\text{H}_2/\text{Pd/C}} \] **Instructions:** - **Consider E/Z stereochemistry of alkenes.** - **If no reaction occurs, draw the organic starting material.** - **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.** **ChemDoodle Sketcher Tool:** - A blank sketching area with drawing tools is provided. - Tools include drawing bonds, atoms, and various molecular shapes. - The workspace is equipped with options to manipulate molecular structures. **Explanation of Tools:** - **Line, Bond, and Atom tools**: For creating chemical structures. - **Undo/Redo buttons**: To correct or revert drawing actions. - **Zoom and Hand tool**: For navigating the drawing space. - **Additional draw options**: For rings and complex structures. **Task Overview:** The given reaction involves hydrogenation of an alkyne to possibly form an alkene or alkane using a palladium catalyst. The goal is to determine and draw the potential product(s), considering stereochemistry and the possibility of no reaction.
### Reaction: Alkene Reduction with Sodium in Liquid Ammonia

#### Reaction Details
- **Reaction Type**: Alkyne reduction
- **Reagents**: Sodium (Na) in liquid ammonia (NH₃(l))
- **Starting Material**: CH₃CH₂–C≡C–CH₂CH₃

#### Instructions
1. **Consider E/Z Stereochemistry**: 
   - Understand the stereochemical outcome between E/Z alkenes.
2. **Multiple Products**: 
   - Use the '+' sign to separate different potential products.
3. **No Reaction**: 
   - If no reaction occurs, represent the starting material, CH₃CH₂–C≡C–CH₂CH₃.

#### Diagram Interface
- **ChemDoodle**: A tool to draw chemical structures.
- **Toolbar**: Provides tools for drawing, erasing, and editing chemical structures.

### Explanation of Reaction
- The reaction involves the partial reduction of an alkyne to a trans (E) alkene using Na/NH₃(l), which commonly leads to the trans configuration due to anti addition. 

#### Graph or Diagram Explanation
- The space provided in ChemDoodle should be used to sketch the resultant structure, showing the transformation from an alkyne to an alkene with the appropriate stereochemistry. 

#### Educational Tips
- **Stereochemistry**: Ensure clear understanding of E/Z nomenclature.
- **Mechanism Insight**: Comprehend how sodium in liquid ammonia favors trans addition across the triple bond.

By following the above steps and utilizing the provided tools, students can explore and identify the products of complex organic reactions.
Transcribed Image Text:### Reaction: Alkene Reduction with Sodium in Liquid Ammonia #### Reaction Details - **Reaction Type**: Alkyne reduction - **Reagents**: Sodium (Na) in liquid ammonia (NH₃(l)) - **Starting Material**: CH₃CH₂–C≡C–CH₂CH₃ #### Instructions 1. **Consider E/Z Stereochemistry**: - Understand the stereochemical outcome between E/Z alkenes. 2. **Multiple Products**: - Use the '+' sign to separate different potential products. 3. **No Reaction**: - If no reaction occurs, represent the starting material, CH₃CH₂–C≡C–CH₂CH₃. #### Diagram Interface - **ChemDoodle**: A tool to draw chemical structures. - **Toolbar**: Provides tools for drawing, erasing, and editing chemical structures. ### Explanation of Reaction - The reaction involves the partial reduction of an alkyne to a trans (E) alkene using Na/NH₃(l), which commonly leads to the trans configuration due to anti addition. #### Graph or Diagram Explanation - The space provided in ChemDoodle should be used to sketch the resultant structure, showing the transformation from an alkyne to an alkene with the appropriate stereochemistry. #### Educational Tips - **Stereochemistry**: Ensure clear understanding of E/Z nomenclature. - **Mechanism Insight**: Comprehend how sodium in liquid ammonia favors trans addition across the triple bond. By following the above steps and utilizing the provided tools, students can explore and identify the products of complex organic reactions.
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