Draw the curved arrow notation and predict the products when one equivalent of methoxide in DMSO a: rcom tenperature is adced to 5-brome-1. 1odopentane. Part 1 ht See Periodic Table O See Hint DMSO O Draw the curved arrow notation Part 2 Select the major byproduct. Choosc one: O A. I- O B. HI O C. CH:OH O D Er- O E. Her

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
**Title: Understanding Curved Arrow Notation in Organic Chemistry Reactions**

---

**Image Transcription:**

**Instruction:**
Draw the curved arrow notation and predict the products when one equivalent of methoxide in DMSO at room temperature is added to 5-bromo-1-iodopentane.

**Part 1:**
- **Reaction Scheme:**
  - A diagram depicts the structural formula of 5-bromo-1-iodopentane.
  - The reaction is shown in the presence of methoxide ions (CH3O-) in DMSO solvent.
  - Curved arrows are to be drawn to indicate the flow of electrons during the reaction.

**Instructions on Diagram:**
- **Draw the curved arrow notation.**

**Attached Tools:**
- Chemical editing tools for drawing structures and arrows.

**Part 2:**
- **Question:**
  Select the major byproduct.
  
- **Choices:**
  - A. I⁻
  - B. HI
  - C. CH₃OH
  - D. Br⁻
  - E. HBr

---

**Graph/Diagram Explanation:**

The diagram represents a typical nucleophilic substitution reaction (S_N2 reaction) where the methoxide ion acts as a nucleophile attacking the electrophilic carbon atom bonded to the iodine atom in 5-bromo-1-iodopentane. The curved arrow notation should depict the methoxide ion's electron pair attacking the carbon and the simultaneous departure of the iodide leaving group. The products are expected to be 5-methoxypentane and iodide ion (I⁻) as the likely major byproduct.

**Note:**

Students are encouraged to use the provided tools to practice drawing the mechanism and to critically think about the reaction process and products. Understanding the electron flow helps in mastering organic reaction mechanisms.

Always refer to a periodic table or use available hints if needed.
Transcribed Image Text:**Title: Understanding Curved Arrow Notation in Organic Chemistry Reactions** --- **Image Transcription:** **Instruction:** Draw the curved arrow notation and predict the products when one equivalent of methoxide in DMSO at room temperature is added to 5-bromo-1-iodopentane. **Part 1:** - **Reaction Scheme:** - A diagram depicts the structural formula of 5-bromo-1-iodopentane. - The reaction is shown in the presence of methoxide ions (CH3O-) in DMSO solvent. - Curved arrows are to be drawn to indicate the flow of electrons during the reaction. **Instructions on Diagram:** - **Draw the curved arrow notation.** **Attached Tools:** - Chemical editing tools for drawing structures and arrows. **Part 2:** - **Question:** Select the major byproduct. - **Choices:** - A. I⁻ - B. HI - C. CH₃OH - D. Br⁻ - E. HBr --- **Graph/Diagram Explanation:** The diagram represents a typical nucleophilic substitution reaction (S_N2 reaction) where the methoxide ion acts as a nucleophile attacking the electrophilic carbon atom bonded to the iodine atom in 5-bromo-1-iodopentane. The curved arrow notation should depict the methoxide ion's electron pair attacking the carbon and the simultaneous departure of the iodide leaving group. The products are expected to be 5-methoxypentane and iodide ion (I⁻) as the likely major byproduct. **Note:** Students are encouraged to use the provided tools to practice drawing the mechanism and to critically think about the reaction process and products. Understanding the electron flow helps in mastering organic reaction mechanisms. Always refer to a periodic table or use available hints if needed.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 1 images

Blurred answer
Knowledge Booster
Ethers
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