Which arrow-pushing patterns are employed in the following mechanism? H3C-Br O Proton transfer; rearrangement ● Nucleophilic attack; loss of leaving group O Loss of leaving group; rearrangement O Nucleophilic attack; proton transfer

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
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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**Question:**

Which arrow-pushing patterns are employed in the following mechanism?

**Diagram Explanation:**

The diagram depicts a chemical reaction mechanism involving a nucleophilic attack and the loss of a leaving group. The starting molecule is a cyclohexane ring with an oxygen anion (\( \text{O}^- \)). This oxygen anion attacks the methyl group of methyl bromide (\(\text{H}_3\text{C-Br}\)) in a nucleophilic substitution reaction. The arrow originating from the oxygen anion points towards the carbon atom of the methyl group. Another arrow shows the bond between the carbon and bromine breaking, resulting in the loss of the bromide ion.

**Answer Choices:**

- Proton transfer; rearrangement
- **Nucleophilic attack; loss of leaving group**
- Loss of leaving group; rearrangement
- Nucleophilic attack; proton transfer

**Correct Answer:**

- Nucleophilic attack; loss of leaving group
Transcribed Image Text:**Question:** Which arrow-pushing patterns are employed in the following mechanism? **Diagram Explanation:** The diagram depicts a chemical reaction mechanism involving a nucleophilic attack and the loss of a leaving group. The starting molecule is a cyclohexane ring with an oxygen anion (\( \text{O}^- \)). This oxygen anion attacks the methyl group of methyl bromide (\(\text{H}_3\text{C-Br}\)) in a nucleophilic substitution reaction. The arrow originating from the oxygen anion points towards the carbon atom of the methyl group. Another arrow shows the bond between the carbon and bromine breaking, resulting in the loss of the bromide ion. **Answer Choices:** - Proton transfer; rearrangement - **Nucleophilic attack; loss of leaving group** - Loss of leaving group; rearrangement - Nucleophilic attack; proton transfer **Correct Answer:** - Nucleophilic attack; loss of leaving group
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