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Propose reagents for letters A through D. Write your answer in the space provided, using the letter to denote each set of reagents (A = reagents; B = reagents; etc.). B NH₂ A OH OH D 0= OEt

Propose reagents for letters A through D. Write your answer in the space provided, using the letter to denote each set of reagents (A = reagents; B = reagents; etc.). B NH₂ A OH OH D 0= OEt

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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**Exercise: Propose Reagents for Letters A through D** In this exercise, you are tasked with proposing the reagents corresponding to the letters A through D. Write your answer in the space provided, using the letter to denote each set of reagents (A = reagents; B = reagents; etc.). **Reaction Sequence:** 1. **Step A:** - Starting with aniline (a benzene ring with an amine group, NH₂), the goal is to transform it into a benzene ring with a ketone group and an OH (phenolic) group para to each other. 2. **Step B:** - The initial product (para-hydroxybenzophenone) is then converted into a benzene ring with a ketone group, a chlorine substituent ortho to the hydroxyl group (2-chloro-4'-hydroxyacetophenone). 3. **Step C:** - This intermediate is then transformed into an ethyl ester at the ketone position, resulting in ethyl 4-chlorobenzoate. 4. **Step D:** - Finally, the ethyl ester is converted back to 4-hydroxyacetophenone (paracetamol), with the hydroxyl group in the para position to the acetyl group. **Assignment:** - Propose appropriate reagents for each step (A, B, C, D) to accomplish the transformations shown.
Transcribed Image Text:**Exercise: Propose Reagents for Letters A through D** In this exercise, you are tasked with proposing the reagents corresponding to the letters A through D. Write your answer in the space provided, using the letter to denote each set of reagents (A = reagents; B = reagents; etc.). **Reaction Sequence:** 1. **Step A:** - Starting with aniline (a benzene ring with an amine group, NH₂), the goal is to transform it into a benzene ring with a ketone group and an OH (phenolic) group para to each other. 2. **Step B:** - The initial product (para-hydroxybenzophenone) is then converted into a benzene ring with a ketone group, a chlorine substituent ortho to the hydroxyl group (2-chloro-4'-hydroxyacetophenone). 3. **Step C:** - This intermediate is then transformed into an ethyl ester at the ketone position, resulting in ethyl 4-chlorobenzoate. 4. **Step D:** - Finally, the ethyl ester is converted back to 4-hydroxyacetophenone (paracetamol), with the hydroxyl group in the para position to the acetyl group. **Assignment:** - Propose appropriate reagents for each step (A, B, C, D) to accomplish the transformations shown.
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