1) Cirdle the chirality centers are in the following compound, Amoxicillin. NH2 H -N. HO -S -Ň- HO IZ

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
**Exercise: Identifying Chirality Centers in Amoxicillin**

In this exercise, you are asked to identify and circle the chirality centers in the structural formula of the compound Amoxicillin.

**Amoxicillin Structure:**

The diagram represents the molecular structure of Amoxicillin, a commonly used antibiotic. The structure includes various functional groups and a bicyclic ring system.

**Key Features:**

1. **Phenyl Group**: On the left side is a phenyl group (a benzene ring with a hydroxyl group, OH).
2. **Amide Group**: Linked to the phenyl group, featuring a carbonyl (C=O) attached to a nitrogen (NH2).
3. **Beta-lactam Ring**: Central to the structure, identifiable by a four-membered ring (square) composed of two carbons, an oxygen, and a nitrogen.
4. **Thiazolidine Ring**: A five-membered ring connected to the beta-lactam, including sulfur (S).

**Chirality Centers:**

- In organic chemistry, chirality centers (or stereocenters) are typically carbon atoms bonded to four different substituents. These centers are key to the optical activity of the molecule.

- In the diagram, **potential chirality centers** include:

  - The carbon attached directly to the amine group (NH2) and part of the beta-lactam ring.
  
  - The carbon connecting the beta-lactam and thiazolidine rings, forming a bridge between these rings.

By examining the molecular structure and identifying these centers, students can better understand the concept of chirality, which is critical for the biological activity of such compounds.

**Instruction:**
Circle the chirality centers on the diagram of Amoxicillin provided above.
Transcribed Image Text:**Exercise: Identifying Chirality Centers in Amoxicillin** In this exercise, you are asked to identify and circle the chirality centers in the structural formula of the compound Amoxicillin. **Amoxicillin Structure:** The diagram represents the molecular structure of Amoxicillin, a commonly used antibiotic. The structure includes various functional groups and a bicyclic ring system. **Key Features:** 1. **Phenyl Group**: On the left side is a phenyl group (a benzene ring with a hydroxyl group, OH). 2. **Amide Group**: Linked to the phenyl group, featuring a carbonyl (C=O) attached to a nitrogen (NH2). 3. **Beta-lactam Ring**: Central to the structure, identifiable by a four-membered ring (square) composed of two carbons, an oxygen, and a nitrogen. 4. **Thiazolidine Ring**: A five-membered ring connected to the beta-lactam, including sulfur (S). **Chirality Centers:** - In organic chemistry, chirality centers (or stereocenters) are typically carbon atoms bonded to four different substituents. These centers are key to the optical activity of the molecule. - In the diagram, **potential chirality centers** include: - The carbon attached directly to the amine group (NH2) and part of the beta-lactam ring. - The carbon connecting the beta-lactam and thiazolidine rings, forming a bridge between these rings. By examining the molecular structure and identifying these centers, students can better understand the concept of chirality, which is critical for the biological activity of such compounds. **Instruction:** Circle the chirality centers on the diagram of Amoxicillin provided above.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Stereochemistry in Organic Reactions
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.
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