Treating 2-methyl-1-butene with methanol in the presence of sulfuric acid gives 2- methoxy-2-methylbutane. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism.

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**Understanding the Mechanism of Ether Formation from 2-Methyl-1-Butene and Methanol**

In this tutorial, we will explore the mechanism of the formation of an ether compound when 2-methyl-1-butene reacts with methanol in the presence of sulfuric acid.

**Reaction Overview:**

The chemical equation for this reaction is:

\[ \text{CH}_3 \text{CH}_2 C \equiv\text{CH}_2 + \text{CH}_3 \text{OH} \xrightarrow{H_2SO_4} \text{CH}_3 \text{CH}_2 \text{C} \equiv \text{OCH}_3 \text{CH}_3 \]

This reaction treats 2-methyl-1-butene with methanol in the presence of sulfuric acid to yield 2-methoxy-2-methylbutane.

**Detailed Mechanism:**

To understand the movement of electrons during the reaction mechanism, we use curved arrows to show the electron flow. In this step, the movement is illustrated as follows:

1. **Formation of Intermediate:**
   - Initially, methanol (\( \text{CH}_3 \text{OH} \)) reacts in the presence of sulfuric acid (\( \text{H}_2\text{SO}_4 \)), forming a protonated alcohol.

2. **Arrow-pushing Instructions:**
   - The diagram includes instructions on how to draw curved arrows. Curved arrows indicate the flow of electrons:

      a. The arrow originates from the electron source (e.g., lone pairs or pi bonds).
      b. It points to where the electrons are moving.

Below the instructions, we have a visual representation of the molecules involved:

- On the left, the molecule is a protonated methanol (\( \text{H}_3 \text{COH}^+ \)).
- On the right, the product is the methoxy compound (\( \text{H}_3\text{COH} \)).

In this step, the arrows depict the electron lone pair of oxygen attacking the carbon electrophile, leading to the formation of the product.

Through these instructions and visualizations, students can gain a deeper understanding of the stepwise process of this important ether formation reaction, facilitating a clearer grasp of electron movement and molecular transformations in organic chemistry.
Transcribed Image Text:**Understanding the Mechanism of Ether Formation from 2-Methyl-1-Butene and Methanol** In this tutorial, we will explore the mechanism of the formation of an ether compound when 2-methyl-1-butene reacts with methanol in the presence of sulfuric acid. **Reaction Overview:** The chemical equation for this reaction is: \[ \text{CH}_3 \text{CH}_2 C \equiv\text{CH}_2 + \text{CH}_3 \text{OH} \xrightarrow{H_2SO_4} \text{CH}_3 \text{CH}_2 \text{C} \equiv \text{OCH}_3 \text{CH}_3 \] This reaction treats 2-methyl-1-butene with methanol in the presence of sulfuric acid to yield 2-methoxy-2-methylbutane. **Detailed Mechanism:** To understand the movement of electrons during the reaction mechanism, we use curved arrows to show the electron flow. In this step, the movement is illustrated as follows: 1. **Formation of Intermediate:** - Initially, methanol (\( \text{CH}_3 \text{OH} \)) reacts in the presence of sulfuric acid (\( \text{H}_2\text{SO}_4 \)), forming a protonated alcohol. 2. **Arrow-pushing Instructions:** - The diagram includes instructions on how to draw curved arrows. Curved arrows indicate the flow of electrons: a. The arrow originates from the electron source (e.g., lone pairs or pi bonds). b. It points to where the electrons are moving. Below the instructions, we have a visual representation of the molecules involved: - On the left, the molecule is a protonated methanol (\( \text{H}_3 \text{COH}^+ \)). - On the right, the product is the methoxy compound (\( \text{H}_3\text{COH} \)). In this step, the arrows depict the electron lone pair of oxygen attacking the carbon electrophile, leading to the formation of the product. Through these instructions and visualizations, students can gain a deeper understanding of the stepwise process of this important ether formation reaction, facilitating a clearer grasp of electron movement and molecular transformations in organic chemistry.
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