For the following mechanism, select the order of arrow pushing patterns that would be needed to accomplish each step. CH₂ +H-OⓇ цасно + CH₂ H-OⓇ CH₂OH 1 + CH₂OH + CH₂ CH₂OH 1) Nucleophilic Attack; 2) Proton Transfer; 3) Loss of a Leaving Group; 4) Proton Transfer 1) Proton Transfer; 2) Carbocation Rearrangement; 3) Nucleophilic Attack; 4) Proton Transfer 1) Proton Transfer; 2) Loss of a Leaving Group; 3) Carbocation Rearrangement; 4) Proton Transfer 1) Proton Transfer; 2) Nucleophilic Attack 1) Proton Transfer; 2) Nucleophilic Attack; 3) Proton Transfer

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**Title: Understanding Arrow Pushing Patterns in Organic Mechanisms**

**Section: Combining the Patterns of Arrow Pushing**

For the mechanism shown below, identify the correct sequence of arrow pushing patterns necessary to complete each step.

**Chemical Reaction Sequence:**
1. A linear alcohol (displayed with a hydroxyl group, OH).
2. Transformation into an intermediate compound through protonation.
3. Formation of an ether compound as the final product.

**Key Steps Illustrated:**
- The mechanism involves the movement of electrons illustrated by curved arrows.
- Arrows represent proton transfer, nucleophilic attacks, and the formation/breaking of chemical bonds.

**Diagram Explanation:**
- The initial substrate is a simple alcohol molecule.
- The mechanism proceeds through multiple steps indicated by the transformation of structures, such as loss or gaining of protons and the rearrangement of carbocations.

**Answer Choices:**
1. **Option 1:** Nucleophilic Attack; Proton Transfer; Loss of a Leaving Group; Proton Transfer
2. **Option 2:** Proton Transfer; Carbocation Rearrangement; Nucleophilic Attack; Proton Transfer
3. **Option 3:** Proton Transfer; Loss of a Leaving Group; Carbocation Rearrangement; Proton Transfer
4. **Option 4:** Proton Transfer; Nucleophilic Attack
5. **Option 5:** Proton Transfer; Nucleophilic Attack; Proton Transfer

**Instructions:**
- Review the mechanism and select the correct sequence that describes the series of transformations accurately.

**Additional Features:**
- A "Save for Later" button is provided for students to save their progress.
- A "Submit Answer" button allows students to confirm their choice.

This educational module guides students through the complexities of organic reaction mechanisms by challenging them to understand and apply arrow pushing patterns effectively.
Transcribed Image Text:**Title: Understanding Arrow Pushing Patterns in Organic Mechanisms** **Section: Combining the Patterns of Arrow Pushing** For the mechanism shown below, identify the correct sequence of arrow pushing patterns necessary to complete each step. **Chemical Reaction Sequence:** 1. A linear alcohol (displayed with a hydroxyl group, OH). 2. Transformation into an intermediate compound through protonation. 3. Formation of an ether compound as the final product. **Key Steps Illustrated:** - The mechanism involves the movement of electrons illustrated by curved arrows. - Arrows represent proton transfer, nucleophilic attacks, and the formation/breaking of chemical bonds. **Diagram Explanation:** - The initial substrate is a simple alcohol molecule. - The mechanism proceeds through multiple steps indicated by the transformation of structures, such as loss or gaining of protons and the rearrangement of carbocations. **Answer Choices:** 1. **Option 1:** Nucleophilic Attack; Proton Transfer; Loss of a Leaving Group; Proton Transfer 2. **Option 2:** Proton Transfer; Carbocation Rearrangement; Nucleophilic Attack; Proton Transfer 3. **Option 3:** Proton Transfer; Loss of a Leaving Group; Carbocation Rearrangement; Proton Transfer 4. **Option 4:** Proton Transfer; Nucleophilic Attack 5. **Option 5:** Proton Transfer; Nucleophilic Attack; Proton Transfer **Instructions:** - Review the mechanism and select the correct sequence that describes the series of transformations accurately. **Additional Features:** - A "Save for Later" button is provided for students to save their progress. - A "Submit Answer" button allows students to confirm their choice. This educational module guides students through the complexities of organic reaction mechanisms by challenging them to understand and apply arrow pushing patterns effectively.
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