Curved arrows are used to illustrate the flow of electrons. Follow the curved arrows and draw the product of this carbocation rearrangement. Include all lone pairs and charges as appropriate. H H Drawing H 1,2-hydride shift Q

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
100%
all one question answer both. draw arrows and draw product
The image describes a chemical reaction mechanism involving curved arrow notation to show electron movement. It instructs the user to account for all bond-breaking and bond-making steps in the reaction.

### Reaction Overview:

**Starting Materials:**
- A sodium cation (Na⁺).
- An alkyl bromide substrate featuring a carbon chain with a bromine (Br) atom attached.
- Methoxide ion (CH₃O⁻).

**Conditions:**
- The reaction takes place under heat with the presence of sodium methoxide (CH₃ONa) in methanol (CH₃OH).

### Reaction Mechanism:

1. **Initial Step:**
   - The methoxide ion (CH₃O⁻) attacks the carbon atom bonded to the bromine atom, initiating a nucleophilic substitution or elimination reaction.
   - The curved arrow indicates the electron pair movement from the methoxide ion to the carbon atom, forming a new C-O bond.

2. **Simultaneous Step:**
   - The C-Br bond breaks, and the electrons are transferred to the bromine, resulting in the departure of the bromide ion (Br⁻).

**Products:**
- An alkene is formed by the elimination process.
- Sodium bromide (NaBr).
- Methanol (CH₃OH) as a byproduct.

### Diagram Explanation:

- **Top Box:** Shows the starting materials within a dashed box, indicating where to add curved arrows to depict electron flow.
- **Bottom Box:** Represents the reaction products, including the alkene, bromide ion, and methanol, along with the sodium cation.

This exercise emphasizes understanding the mechanism of electron movement and the transformation of starting materials into final products through nucleophilic attack and bond cleavage.
Transcribed Image Text:The image describes a chemical reaction mechanism involving curved arrow notation to show electron movement. It instructs the user to account for all bond-breaking and bond-making steps in the reaction. ### Reaction Overview: **Starting Materials:** - A sodium cation (Na⁺). - An alkyl bromide substrate featuring a carbon chain with a bromine (Br) atom attached. - Methoxide ion (CH₃O⁻). **Conditions:** - The reaction takes place under heat with the presence of sodium methoxide (CH₃ONa) in methanol (CH₃OH). ### Reaction Mechanism: 1. **Initial Step:** - The methoxide ion (CH₃O⁻) attacks the carbon atom bonded to the bromine atom, initiating a nucleophilic substitution or elimination reaction. - The curved arrow indicates the electron pair movement from the methoxide ion to the carbon atom, forming a new C-O bond. 2. **Simultaneous Step:** - The C-Br bond breaks, and the electrons are transferred to the bromine, resulting in the departure of the bromide ion (Br⁻). **Products:** - An alkene is formed by the elimination process. - Sodium bromide (NaBr). - Methanol (CH₃OH) as a byproduct. ### Diagram Explanation: - **Top Box:** Shows the starting materials within a dashed box, indicating where to add curved arrows to depict electron flow. - **Bottom Box:** Represents the reaction products, including the alkene, bromide ion, and methanol, along with the sodium cation. This exercise emphasizes understanding the mechanism of electron movement and the transformation of starting materials into final products through nucleophilic attack and bond cleavage.
**Title: Understanding Carbocation Rearrangements with Curved Arrows**

Curved arrows are used to illustrate the flow of electrons in organic chemistry. In this exercise, follow the curved arrows and draw the product of this carbocation rearrangement, including all lone pairs and charges as appropriate.

**Diagram Explanation:**

- The initial structure is depicted with a benzene ring attached to a carbon chain.
- There is a positively charged carbocation (indicated by a "+" sign) in the structure.
- A curved arrow starts at a hydrogen atom bonded to a carbon adjacent to the carbocation, showing a 1,2-hydride shift, where the hydride (H-) moves to the positively charged carbon.

**Objective:**

- Draw the resultant structure after the 1,2-hydride shift in the space provided (indicated by a dashed red rectangle labeled "Drawing").

This exercise helps visualize electron movement during rearrangements, key for understanding reaction mechanisms in organic chemistry.
Transcribed Image Text:**Title: Understanding Carbocation Rearrangements with Curved Arrows** Curved arrows are used to illustrate the flow of electrons in organic chemistry. In this exercise, follow the curved arrows and draw the product of this carbocation rearrangement, including all lone pairs and charges as appropriate. **Diagram Explanation:** - The initial structure is depicted with a benzene ring attached to a carbon chain. - There is a positively charged carbocation (indicated by a "+" sign) in the structure. - A curved arrow starts at a hydrogen atom bonded to a carbon adjacent to the carbocation, showing a 1,2-hydride shift, where the hydride (H-) moves to the positively charged carbon. **Objective:** - Draw the resultant structure after the 1,2-hydride shift in the space provided (indicated by a dashed red rectangle labeled "Drawing"). This exercise helps visualize electron movement during rearrangements, key for understanding reaction mechanisms in organic chemistry.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 3 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.
Similar questions
  • SEE MORE QUESTIONS
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