Starting with diethyl malonate, and using any other reagents of your choice, show how you would prepare the following compound: Eto A Ph The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. D H3O*, heat OEt Br Ph E Ph CH31 Br с OH NaOEt F PhBr

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
Question
100%
### Synthesis of Phenylacetic Acid from Diethyl Malonate

**Objective:**  
Starting with diethyl malonate, demonstrate how to synthesize the following compound using reagents of your choice:

**Target Compound:**  
- Phenylacetic acid (PhCH2COOH)

**Starting Material:**  
- Diethyl malonate (CH2(COOC2H5)2)

**Transformation Description:**  
The target compound can be formed through a series of reactions using a combination of the reagents listed below:

**Reagents Listed:**

A. \[ \text{PhCH}_2\text{Br} \]  

B. \[ \text{Ph}_2\text{CHBr} \]  

C. \[ \text{NaOEt} \]  

D. \[ \text{H}_3\text{O}^+, \text{heat} \]  

E. \[ \text{CH}_3\text{I} \]  

F. \[ \text{PhBr} \]  

**Instructions:**  
To execute the synthesis in the correct order, input the corresponding letters of the required reagents as a string (e.g., "EBF"), without any spaces or punctuation. If alternate correct solutions exist, only one solution needs to be provided.

**Note:**  
Understanding the order and type of reactions involved, such as alkylation and hydrolysis, is crucial in achieving the successful synthesis of the target compound.
Transcribed Image Text:### Synthesis of Phenylacetic Acid from Diethyl Malonate **Objective:** Starting with diethyl malonate, demonstrate how to synthesize the following compound using reagents of your choice: **Target Compound:** - Phenylacetic acid (PhCH2COOH) **Starting Material:** - Diethyl malonate (CH2(COOC2H5)2) **Transformation Description:** The target compound can be formed through a series of reactions using a combination of the reagents listed below: **Reagents Listed:** A. \[ \text{PhCH}_2\text{Br} \] B. \[ \text{Ph}_2\text{CHBr} \] C. \[ \text{NaOEt} \] D. \[ \text{H}_3\text{O}^+, \text{heat} \] E. \[ \text{CH}_3\text{I} \] F. \[ \text{PhBr} \] **Instructions:** To execute the synthesis in the correct order, input the corresponding letters of the required reagents as a string (e.g., "EBF"), without any spaces or punctuation. If alternate correct solutions exist, only one solution needs to be provided. **Note:** Understanding the order and type of reactions involved, such as alkylation and hydrolysis, is crucial in achieving the successful synthesis of the target compound.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 2 images

Blurred answer
Knowledge Booster
Protection of Groups in Organic Synthesis
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