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Specifically how would the resolution of ibuprofen experiment change if a student used (R)-methylbenzylamine instead of (S)-methylbenzylamine? Explain what would change and why.

Specifically how would the resolution of ibuprofen experiment change if a student used (R)-methylbenzylamine instead of (S)-methylbenzylamine? Explain what would change and why.

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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Specifically how would the resolution of ibuprofen experiment change if a student used (R)-methylbenzylamine instead of (S)-methylbenzylamine? Explain what would change and why.

The image illustrates a chemical process involving the separation of racemic ibuprofen using chiral resolution with (S)-(-)-methylbenzylamine. **Diagram Details:** 1. **Racemic (±)-Ibuprofen and (S)-(-)-methylbenzylamine:** - The diagram begins with the structures of racemic ibuprofen and (S)-(-)-methylbenzylamine. - Racemic ibuprofen consists of a phenyl ring with a carboxylic acid group and a chiral center. - (S)-(-)-methylbenzylamine is depicted with an amine group attached to a phenyl ring, also featuring a chiral center. 2. **Reaction to Form Salts:** - The reaction between racemic ibuprofen and (S)-(-)-methylbenzylamine leads to the formation of two different salts. 3. **(S,S) Salt Formation:** - The first branch shows the formation of an (S,S) salt. - The diagram indicates that this salt is insoluble in aqueous solution and forms a precipitate. 4. **(R,S) Salt Formation:** - The second branch shows the formation of an (R,S) salt. - The diagram indicates that this salt is soluble in aqueous solution. **Educational Context:** This illustration is relevant in the study of chirality and enantiomeric resolution, common in organic chemistry and pharmaceutical applications. The process demonstrates how enantiomers can be separated based on their different solubility properties when reacted with a specific chiral agent, in this case, (S)-(-)-methylbenzylamine.
Transcribed Image Text:The image illustrates a chemical process involving the separation of racemic ibuprofen using chiral resolution with (S)-(-)-methylbenzylamine. **Diagram Details:** 1. **Racemic (±)-Ibuprofen and (S)-(-)-methylbenzylamine:** - The diagram begins with the structures of racemic ibuprofen and (S)-(-)-methylbenzylamine. - Racemic ibuprofen consists of a phenyl ring with a carboxylic acid group and a chiral center. - (S)-(-)-methylbenzylamine is depicted with an amine group attached to a phenyl ring, also featuring a chiral center. 2. **Reaction to Form Salts:** - The reaction between racemic ibuprofen and (S)-(-)-methylbenzylamine leads to the formation of two different salts. 3. **(S,S) Salt Formation:** - The first branch shows the formation of an (S,S) salt. - The diagram indicates that this salt is insoluble in aqueous solution and forms a precipitate. 4. **(R,S) Salt Formation:** - The second branch shows the formation of an (R,S) salt. - The diagram indicates that this salt is soluble in aqueous solution. **Educational Context:** This illustration is relevant in the study of chirality and enantiomeric resolution, common in organic chemistry and pharmaceutical applications. The process demonstrates how enantiomers can be separated based on their different solubility properties when reacted with a specific chiral agent, in this case, (S)-(-)-methylbenzylamine.
The image depicts a chemical reaction and separation process for the compound (S)-(+)-ibuprofen. **Reaction Overview:** 1. The starting material is an (S,S) salt, a chiral compound. 2. This salt reacts with sulfuric acid (H₂SO₄), leading to the formation of (S)-(+)-ibuprofen and an ammonium salt. 3. The reactions are represented by arrows; one arrow leading to the right indicates the conversion to (S)-(+)-ibuprofen, while the downward arrow shows the formation of the ammonium salt. **Compounds Description:** - **(S,S) Salt:** - This is the chiral starting material used in the reaction. - **Sulfuric Acid (H₂SO₄):** - Reagent used in the reaction. - **(S)-(+)-Ibuprofen:** - The desired product of the reaction. - It is noted as “not water soluble.” - **Ammonium Salt (Water Soluble):** - A byproduct of the reaction. - It is noted as “water soluble,” suggesting that it can be separated from the ibuprofen based on solubility differences. This reaction is likely part of a process to isolate (S)-(+)-ibuprofen from a mixture, taking advantage of differing solubility properties to separate the product from the byproduct.
Transcribed Image Text:The image depicts a chemical reaction and separation process for the compound (S)-(+)-ibuprofen. **Reaction Overview:** 1. The starting material is an (S,S) salt, a chiral compound. 2. This salt reacts with sulfuric acid (H₂SO₄), leading to the formation of (S)-(+)-ibuprofen and an ammonium salt. 3. The reactions are represented by arrows; one arrow leading to the right indicates the conversion to (S)-(+)-ibuprofen, while the downward arrow shows the formation of the ammonium salt. **Compounds Description:** - **(S,S) Salt:** - This is the chiral starting material used in the reaction. - **Sulfuric Acid (H₂SO₄):** - Reagent used in the reaction. - **(S)-(+)-Ibuprofen:** - The desired product of the reaction. - It is noted as “not water soluble.” - **Ammonium Salt (Water Soluble):** - A byproduct of the reaction. - It is noted as “water soluble,” suggesting that it can be separated from the ibuprofen based on solubility differences. This reaction is likely part of a process to isolate (S)-(+)-ibuprofen from a mixture, taking advantage of differing solubility properties to separate the product from the byproduct.
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