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How would you carry out the following synthesis?

How would you carry out the following synthesis?

Chemistry
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...
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**How would you carry out the following synthesis?** a) - **Starting Material:** Benzene - **Target Molecule:** Benzene with a propyl group (CH₂CH₂CH₃) and a hydroxymethyl group (CH₂CH₂OH) attached to the ring. b) - **Starting Material:** Benzene - **Target Molecule:** Benzene with a nitro group (NO₂) and an acyl group (CHO) attached to the ring. c) - **Starting Material:** Benzene - **Target Molecule:** Benzene with a nitro group (NO₂) and an ethyl group (CH₂CH₃) attached to the ring. **Explanation:** These diagrams represent a series of synthetic transformations initiated from benzene to generate substituted benzene derivatives. Each reaction involves the addition or modification of functional groups. The synthetic strategies would likely involve a series of electrophilic aromatic substitution reactions and subsequent modifications of attached groups. Understanding these transformations is crucial for designing synthetic routes in organic chemistry.
Transcribed Image Text:**How would you carry out the following synthesis?** a) - **Starting Material:** Benzene - **Target Molecule:** Benzene with a propyl group (CH₂CH₂CH₃) and a hydroxymethyl group (CH₂CH₂OH) attached to the ring. b) - **Starting Material:** Benzene - **Target Molecule:** Benzene with a nitro group (NO₂) and an acyl group (CHO) attached to the ring. c) - **Starting Material:** Benzene - **Target Molecule:** Benzene with a nitro group (NO₂) and an ethyl group (CH₂CH₃) attached to the ring. **Explanation:** These diagrams represent a series of synthetic transformations initiated from benzene to generate substituted benzene derivatives. Each reaction involves the addition or modification of functional groups. The synthetic strategies would likely involve a series of electrophilic aromatic substitution reactions and subsequent modifications of attached groups. Understanding these transformations is crucial for designing synthetic routes in organic chemistry.
Expert Solution
Step 1

a. Friedel-Craft acylation followed by bromination then Grignard reagent preparation and then reaction with oxirane gives intermediate which finally Wolf-Krishner condition gives the desired product.

b. Nitration followed by Gatterman-Koch reaction gives the desired product.

c. Nitration followed by Friedel-Craft alkylation gives the desired product.

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