Na Ⓒ HBr HH HH CH₂ Select to Add Arrows

Chemistry
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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
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**Problem 33 of 50: Electron-Pushing in Reactions**

Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic steps.

Be sure to account for all bond-breaking and bond-making steps.

**Instructions:**
- **Diagram Explanation:** The initial diagram shows a molecule with a bromine (Br) atom bonded to a carbon chain. The reagent, CH₃ONa in CH₃OH, is used with heat. The final product is not specified in the text but would show the result of the reaction.
- **Interactive Feature:** There is a prompt to "Select to Add Arrows," which likely indicates an interactive element where curved arrows can be placed to demonstrate electron flow.
- **Reagents and Conditions:** The reaction involves sodium methoxide (CH₃ONa) in methanol (CH₃OH) under heat, which typically suggests a substitution or elimination reaction.

Ensure to visualize and account for the movement of electrons, particularly those involved in bond-breaking (e.g., C-Br bond) and bond-making processes (e.g., C-O bond formation).

**Note:** Electron-pushing (curly arrow) notation is essential in understanding organic reaction mechanisms, showing how electrons are transferred or shared during chemical processes.
Transcribed Image Text:**Problem 33 of 50: Electron-Pushing in Reactions** Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic steps. Be sure to account for all bond-breaking and bond-making steps. **Instructions:** - **Diagram Explanation:** The initial diagram shows a molecule with a bromine (Br) atom bonded to a carbon chain. The reagent, CH₃ONa in CH₃OH, is used with heat. The final product is not specified in the text but would show the result of the reaction. - **Interactive Feature:** There is a prompt to "Select to Add Arrows," which likely indicates an interactive element where curved arrows can be placed to demonstrate electron flow. - **Reagents and Conditions:** The reaction involves sodium methoxide (CH₃ONa) in methanol (CH₃OH) under heat, which typically suggests a substitution or elimination reaction. Ensure to visualize and account for the movement of electrons, particularly those involved in bond-breaking (e.g., C-Br bond) and bond-making processes (e.g., C-O bond formation). **Note:** Electron-pushing (curly arrow) notation is essential in understanding organic reaction mechanisms, showing how electrons are transferred or shared during chemical processes.
**Problem 33 of 50**

In this exercise, you're given a chemical reaction mechanism to explore the modification of a molecule through substitution processes. The reaction begins with a brominated alkane and involves the addition of sodium methoxide in methanol under heat. 

**Diagram Explanation:**

1. **Initial Structure**: The first frame shows a brominated alkane with sodium methoxide (Na⁺ OCH₃⁻) approaching. The alkane has a bromine (Br) atom attached to one of its carbon atoms. This is the substrate for a substitution reaction.

2. **Intermediate Step**: The instructions indicate "Select to Add Arrows," implying a mechanism where you identify the flow of electrons. Sodium methoxide is a nucleophile ready to attack the electrophilic carbon atom attached to bromine.

3. **Reaction Conditions**: Below the initial setup, it specifies the presence of CH₃ONa (sodium methoxide) and CH₃OH (methanol) along with heat. These conditions facilitate a nucleophilic substitution reaction.

4. **Final Structure**: The outcome is shown at the bottom. It details the new molecular structure where Br⁻ leaves, replaced by the OCH₃ group, forming a methoxy alkane. The diagram also shows Na⁺ and Br⁻ as separated ions.

This entire sequence demonstrates a classic SN2 reaction mechanism, where the nucleophile attacks and displaces the leaving group in a single concerted step.
Transcribed Image Text:**Problem 33 of 50** In this exercise, you're given a chemical reaction mechanism to explore the modification of a molecule through substitution processes. The reaction begins with a brominated alkane and involves the addition of sodium methoxide in methanol under heat. **Diagram Explanation:** 1. **Initial Structure**: The first frame shows a brominated alkane with sodium methoxide (Na⁺ OCH₃⁻) approaching. The alkane has a bromine (Br) atom attached to one of its carbon atoms. This is the substrate for a substitution reaction. 2. **Intermediate Step**: The instructions indicate "Select to Add Arrows," implying a mechanism where you identify the flow of electrons. Sodium methoxide is a nucleophile ready to attack the electrophilic carbon atom attached to bromine. 3. **Reaction Conditions**: Below the initial setup, it specifies the presence of CH₃ONa (sodium methoxide) and CH₃OH (methanol) along with heat. These conditions facilitate a nucleophilic substitution reaction. 4. **Final Structure**: The outcome is shown at the bottom. It details the new molecular structure where Br⁻ leaves, replaced by the OCH₃ group, forming a methoxy alkane. The diagram also shows Na⁺ and Br⁻ as separated ions. This entire sequence demonstrates a classic SN2 reaction mechanism, where the nucleophile attacks and displaces the leaving group in a single concerted step.
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