CH3 CH3 H2SO4 CH;CH2Ć-OCH3 CH3 CH;OH CH3CH2Ċ=CH2 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. Arrow-pushing Instructions H CH3 H2 H2 H3C-C -C--C-H H-O-CH3 H-ö-CH3 H3C H.

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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
icon
Concept explainers
Question

Am I doing the first one right, can you show the right answer if not. For my 2nd question, can you draw the curved arrow notation clear and right, please?

**Reaction Mechanism: 2-Methyl-1-butene with Methanol**

**Description:**

When 2-methyl-1-butene (CH₃CH₂C=CH₂) is treated with methanol (CH₃OH) in the presence of sulfuric acid (H₂SO₄), the product formed is 2-methoxy-2-methylbutane (CH₃CH₂C(OCH₃)(CH₃)).

**Reaction Steps:**

1. **Reactants and Catalyst:**
   - **Reactants:** 2-methyl-1-butene (CH₃CH₂C=CH₂), Methanol (CH₃OH)
   - **Catalyst:** Sulfuric Acid (H₂SO₄)

2. **Product Formation:**
   - **Product:** 2-methoxy-2-methylbutane (CH₃CH₂C(OCH₃)(CH₃))

**Detailed Mechanism (Arrow-Pushing):**

The reaction mechanism is illustrated with two diagrams as follows:

1. **First Diagram:** Shows the initial step of the mechanism.  
   - A double bond (π bond) between two carbon atoms in 2-methyl-1-butene is shown.
   - Neighboring carbon atoms are indicated, and one carbon is labeled with a positive charge (+).

2. **Second Diagram:** Demonstrates the interaction between the intermediates.
   - Methanol (CH₃OH) interacts with the positively charged carbon.
   - The oxygen atom in methanol is depicted with two pairs of lone electrons.
   - A hydrogen ion (H⁺) is indicated as transferred to the positively charged carbon.

3. **Final Reaction State:**
   - The positively charged intermediate reacts to form the final product.
   - An arrow is used to indicate the shift of electrons and the formation of new bonds.

**Graphical Instructions for Electron Movement:**

An arrow-pushing tool is shown with curved arrows indicating the direction and movement of electrons during the bond formation. This illustrates how to show the movement of electrons in each step of the reaction mechanism.

**Summary:**

This reaction involves the electrophilic addition of methanol to 2-methyl-1-butene, facilitated by sulfuric acid as a catalyst. Understanding the specific electron movements, indicated by the curved arrows, clarifies the mechanistic steps leading to the formation of the ether product,
Transcribed Image Text:**Reaction Mechanism: 2-Methyl-1-butene with Methanol** **Description:** When 2-methyl-1-butene (CH₃CH₂C=CH₂) is treated with methanol (CH₃OH) in the presence of sulfuric acid (H₂SO₄), the product formed is 2-methoxy-2-methylbutane (CH₃CH₂C(OCH₃)(CH₃)). **Reaction Steps:** 1. **Reactants and Catalyst:** - **Reactants:** 2-methyl-1-butene (CH₃CH₂C=CH₂), Methanol (CH₃OH) - **Catalyst:** Sulfuric Acid (H₂SO₄) 2. **Product Formation:** - **Product:** 2-methoxy-2-methylbutane (CH₃CH₂C(OCH₃)(CH₃)) **Detailed Mechanism (Arrow-Pushing):** The reaction mechanism is illustrated with two diagrams as follows: 1. **First Diagram:** Shows the initial step of the mechanism. - A double bond (π bond) between two carbon atoms in 2-methyl-1-butene is shown. - Neighboring carbon atoms are indicated, and one carbon is labeled with a positive charge (+). 2. **Second Diagram:** Demonstrates the interaction between the intermediates. - Methanol (CH₃OH) interacts with the positively charged carbon. - The oxygen atom in methanol is depicted with two pairs of lone electrons. - A hydrogen ion (H⁺) is indicated as transferred to the positively charged carbon. 3. **Final Reaction State:** - The positively charged intermediate reacts to form the final product. - An arrow is used to indicate the shift of electrons and the formation of new bonds. **Graphical Instructions for Electron Movement:** An arrow-pushing tool is shown with curved arrows indicating the direction and movement of electrons during the bond formation. This illustrates how to show the movement of electrons in each step of the reaction mechanism. **Summary:** This reaction involves the electrophilic addition of methanol to 2-methyl-1-butene, facilitated by sulfuric acid as a catalyst. Understanding the specific electron movements, indicated by the curved arrows, clarifies the mechanistic steps leading to the formation of the ether product,
### Educational Content: Major Organic Product of Regioselective Reaction

#### Problem Statement
Draw the major organic product of the regioselective reaction of **2-methyl-2-pentene** with **Hg(OAc)₂** in the presence of **H₂O**.

#### Guidelines
- You do not have to consider stereochemistry.
- You do not have to explicitly draw hydrogen (H) atoms.
- In your answer, draw the expanded structure for the acetyl group (Ac).
- Do not include lone pairs in your answer. They will not be considered in the grading.

#### Detailed Explanation of the Diagram
In the provided answer, the organic product is drawn using a chemical drawing tool (ChemDoodle). This product is likely to be the major one formed under the specific reaction conditions. 

- The diagram shows a central carbon chain with a hydroxyl group (OH) bonded to the carbon that was originally part of the double bond in 2-methyl-2-pentene.
- The mercuric acetate (Hg(OAc)₂) is involved in the reaction, and after the water addition step, a mercury-containing group (Hg) is bonded to an adjacent carbon atom.
- The 3D structure includes:
  - Three different alkyl substituents: CH₃ (methyl), CH₃ (another methyl), and a longer chain containing carbon atoms.

This diagram illustrates the regioselective addition where the principles of Markovnikov's rule are followed: the hydroxyl group (OH) adds to the more substituted carbon, while the Hg reminds attached to the other adjacent carbon. The acetyl group seems to be part of the reaction, ensuring the regioselectivity.

By following these principles, one can deduce the structure of major products in similar reactions involving other alkenes and electrophilic addition reagents.
Transcribed Image Text:### Educational Content: Major Organic Product of Regioselective Reaction #### Problem Statement Draw the major organic product of the regioselective reaction of **2-methyl-2-pentene** with **Hg(OAc)₂** in the presence of **H₂O**. #### Guidelines - You do not have to consider stereochemistry. - You do not have to explicitly draw hydrogen (H) atoms. - In your answer, draw the expanded structure for the acetyl group (Ac). - Do not include lone pairs in your answer. They will not be considered in the grading. #### Detailed Explanation of the Diagram In the provided answer, the organic product is drawn using a chemical drawing tool (ChemDoodle). This product is likely to be the major one formed under the specific reaction conditions. - The diagram shows a central carbon chain with a hydroxyl group (OH) bonded to the carbon that was originally part of the double bond in 2-methyl-2-pentene. - The mercuric acetate (Hg(OAc)₂) is involved in the reaction, and after the water addition step, a mercury-containing group (Hg) is bonded to an adjacent carbon atom. - The 3D structure includes: - Three different alkyl substituents: CH₃ (methyl), CH₃ (another methyl), and a longer chain containing carbon atoms. This diagram illustrates the regioselective addition where the principles of Markovnikov's rule are followed: the hydroxyl group (OH) adds to the more substituted carbon, while the Hg reminds attached to the other adjacent carbon. The acetyl group seems to be part of the reaction, ensuring the regioselectivity. By following these principles, one can deduce the structure of major products in similar reactions involving other alkenes and electrophilic addition reagents.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Basics in Organic Reaction Mechanisms
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY