What is the expected product of the reaction sequence shown? Assume only the expected major product is taken on after step one and that standard workup is used, as appropriate. 1. PHCH2ONA Product 2. NaH, CH3I LOCH3 H3CS LOCH3 PHCH20 HO PHCH20 PHCH20 ОН

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
**Reaction Sequence and Expected Product:**

The image presents a chemical reaction sequence involving an epoxide reacting with specific reagents to produce an expected major product. The sequence is as follows:

1. **Reaction Setup:**
   - Reactant: An epoxide (three-membered cyclic ether).
   - Reagents:
     1. PhCH₂ONa (Sodium benzyl oxide).
     2. NaH (Sodium hydride), CH₃I (Methyl iodide).

2. **Question:**
   - What is the expected major product of this reaction sequence? Assume standard workup is used.

3. **Product Options:**
   - Option 1: H₃CSCH₂CH₂OCH₃
   - Option 2: PhCH₂OCH₂CH₂OCH₃
   - Option 3: PhCH₂OCH₂CH₂OH
   - Option 4: PhCH₂OCH₂CH₂OH

**Explanation:**

- **Epoxide Opening:** The epoxide is likely opened by the nucleophilic attack of PhCH₂O⁻ (from PhCH₂ONa), leading to the formation of an alkoxide intermediate.
- **Methylation:** The intermediate may then react with CH₃I in the presence of NaH to form a methyl ether group.

Considering the provided steps, one should analyze the expected transformation based on nucleophilic attack and subsequent methylation to determine the correct product among the options given.
Transcribed Image Text:**Reaction Sequence and Expected Product:** The image presents a chemical reaction sequence involving an epoxide reacting with specific reagents to produce an expected major product. The sequence is as follows: 1. **Reaction Setup:** - Reactant: An epoxide (three-membered cyclic ether). - Reagents: 1. PhCH₂ONa (Sodium benzyl oxide). 2. NaH (Sodium hydride), CH₃I (Methyl iodide). 2. **Question:** - What is the expected major product of this reaction sequence? Assume standard workup is used. 3. **Product Options:** - Option 1: H₃CSCH₂CH₂OCH₃ - Option 2: PhCH₂OCH₂CH₂OCH₃ - Option 3: PhCH₂OCH₂CH₂OH - Option 4: PhCH₂OCH₂CH₂OH **Explanation:** - **Epoxide Opening:** The epoxide is likely opened by the nucleophilic attack of PhCH₂O⁻ (from PhCH₂ONa), leading to the formation of an alkoxide intermediate. - **Methylation:** The intermediate may then react with CH₃I in the presence of NaH to form a methyl ether group. Considering the provided steps, one should analyze the expected transformation based on nucleophilic attack and subsequent methylation to determine the correct product among the options given.
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
Reactive Intermediates
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
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