**Organic Chemistry Reaction Prediction** Consider the following reaction: \[ \text{CH}_3\text{CH}_2\text{CH}(\text{Br})\text{CH}_3 + \text{CH}_3\text{ONa} \rightarrow (\text{CH}_3)_2\text{SO} \] Predict the product(s) among the structures below: **Reaction Scheme:** - The starting material is 2-bromo-2-methylpropane, treated with sodium methoxide (CH₃ONa) in dimethyl sulfoxide ((CH₃)₂SO). **Product Structures:** \[ \begin{array}{ccccc} \text{A} & \text{B} & \text{C} & \text{D} & \text{E} \\ \includegraphics[height=20mm]{A.png} & \includegraphics[height=20mm]{B.png} & \includegraphics[height=20mm]{C.png} & \includegraphics[height=20mm]{D.png} & \includegraphics[height=20mm]{E.png} \\ \end{array} \] **Options for the correct products:** 1. \( \bigcirc \) A, C, D, E 2. \( \bigcirc \) B, C, D, E 3. \( \bigcirc \) A, D, E 4. \( \bigcirc \) A, C, D 5. \( \bigcirc \) B, D, E In the reaction, sodium methoxide acts as a strong base, favoring the elimination reaction leading to the formation of an alkene product, while some substitution might also occur. The products formed will be evaluated based on these possibilities. ### Explanation of Structures: - **A**: Represents a possible product formed by nucleophilic substitution. - **B**: Similar to A but with an alternative configuration. - **C**: Depicts an alkene formed through an elimination reaction. - **D**: Another possible alkene isomer formed by elimination. - **E**: Represents one of the possible alkene products resulting from the E2 mechanism. Students are asked to identify which of these structures are the predicted products of the reaction stated above. Choose the correct set of structures as the outcome of the reaction from the options provided.

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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**Organic Chemistry Reaction Prediction**

Consider the following reaction:

\[ \text{CH}_3\text{CH}_2\text{CH}(\text{Br})\text{CH}_3 + \text{CH}_3\text{ONa} \rightarrow (\text{CH}_3)_2\text{SO} \]

Predict the product(s) among the structures below:

**Reaction Scheme:**
- The starting material is 2-bromo-2-methylpropane, treated with sodium methoxide (CH₃ONa) in dimethyl sulfoxide ((CH₃)₂SO).

**Product Structures:**

\[ \begin{array}{ccccc}
\text{A} & \text{B} & \text{C} & \text{D} & \text{E} \\
\includegraphics[height=20mm]{A.png} & \includegraphics[height=20mm]{B.png} & \includegraphics[height=20mm]{C.png} & \includegraphics[height=20mm]{D.png} & \includegraphics[height=20mm]{E.png} \\
\end{array} \]

**Options for the correct products:**

1. \( \bigcirc \) A, C, D, E
2. \( \bigcirc \) B, C, D, E
3. \( \bigcirc \) A, D, E
4. \( \bigcirc \) A, C, D
5. \( \bigcirc \) B, D, E

In the reaction, sodium methoxide acts as a strong base, favoring the elimination reaction leading to the formation of an alkene product, while some substitution might also occur. The products formed will be evaluated based on these possibilities.

### Explanation of Structures:

- **A**: Represents a possible product formed by nucleophilic substitution.
- **B**: Similar to A but with an alternative configuration.
- **C**: Depicts an alkene formed through an elimination reaction.
- **D**: Another possible alkene isomer formed by elimination.
- **E**: Represents one of the possible alkene products resulting from the E2 mechanism.

Students are asked to identify which of these structures are the predicted products of the reaction stated above. Choose the correct set of structures as the outcome of the reaction from the options provided.
Transcribed Image Text:**Organic Chemistry Reaction Prediction** Consider the following reaction: \[ \text{CH}_3\text{CH}_2\text{CH}(\text{Br})\text{CH}_3 + \text{CH}_3\text{ONa} \rightarrow (\text{CH}_3)_2\text{SO} \] Predict the product(s) among the structures below: **Reaction Scheme:** - The starting material is 2-bromo-2-methylpropane, treated with sodium methoxide (CH₃ONa) in dimethyl sulfoxide ((CH₃)₂SO). **Product Structures:** \[ \begin{array}{ccccc} \text{A} & \text{B} & \text{C} & \text{D} & \text{E} \\ \includegraphics[height=20mm]{A.png} & \includegraphics[height=20mm]{B.png} & \includegraphics[height=20mm]{C.png} & \includegraphics[height=20mm]{D.png} & \includegraphics[height=20mm]{E.png} \\ \end{array} \] **Options for the correct products:** 1. \( \bigcirc \) A, C, D, E 2. \( \bigcirc \) B, C, D, E 3. \( \bigcirc \) A, D, E 4. \( \bigcirc \) A, C, D 5. \( \bigcirc \) B, D, E In the reaction, sodium methoxide acts as a strong base, favoring the elimination reaction leading to the formation of an alkene product, while some substitution might also occur. The products formed will be evaluated based on these possibilities. ### Explanation of Structures: - **A**: Represents a possible product formed by nucleophilic substitution. - **B**: Similar to A but with an alternative configuration. - **C**: Depicts an alkene formed through an elimination reaction. - **D**: Another possible alkene isomer formed by elimination. - **E**: Represents one of the possible alkene products resulting from the E2 mechanism. Students are asked to identify which of these structures are the predicted products of the reaction stated above. Choose the correct set of structures as the outcome of the reaction from the options provided.
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