
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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![### 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.](https://content.bartleby.com/qna-images/question/9156f8b7-4f51-47ca-9489-d1b49d440928/6e599dd8-8bab-460f-b9ed-f0b01919305b/uli0xb_thumbnail.png)
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.
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