Starting from the left side moving to the right side of the molecule identify the chiral configuration(s) O S.R OS NH₂ Br

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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**Chiral Configuration Identification**

**Instructions:** Starting from the left side moving to the right side of the molecule, identify the chiral configuration(s).

**Molecular Structure:**  
The molecule depicted consists of:
- An amino group (NH₂) on the left.
- A chiral center with a wedge bond.
- A phenyl group (a benzene ring) in the middle.
- A bromine (Br) atom on the right.

**Options:**
- □ S, R
- □ S
- □ R
- □ S, S
- □ R, S
- □ R, R

**Note:** Consider the 3D orientation indicated by wedge and dash bonds to determine the priority of each group attached to the chiral centers, and apply the Cahn–Ingold–Prelog priority rules to ascertain the R or S configuration.
Transcribed Image Text:**Chiral Configuration Identification** **Instructions:** Starting from the left side moving to the right side of the molecule, identify the chiral configuration(s). **Molecular Structure:** The molecule depicted consists of: - An amino group (NH₂) on the left. - A chiral center with a wedge bond. - A phenyl group (a benzene ring) in the middle. - A bromine (Br) atom on the right. **Options:** - □ S, R - □ S - □ R - □ S, S - □ R, S - □ R, R **Note:** Consider the 3D orientation indicated by wedge and dash bonds to determine the priority of each group attached to the chiral centers, and apply the Cahn–Ingold–Prelog priority rules to ascertain the R or S configuration.
Expert Solution
Step 1: Rules to Prioritise substituents present at chiral centre according to Cahn -ingold prelog system

Rules to Prioritise substituents present at chiral centre according to Cahn -ingold prelog system rule are :-

  • Higher the mass higher the priority.
  • Number the four substitute in such a way that 1 has highest priority and 4 has lowest priority.
  • Atoms bonded to centre are same then Prioritise them on the based of next set of atom until their priority can be assigned.
  • Atom participating in multiple bond are considered to bonded to an equivalent number of similar Phantom atoms by single bond.

R/S nomenclature =>

 1) If 4th group present at dash position (below plane ), then
  For Clockwise- R
  For Anticlockwise- S
2) If 4th group present at wedge position (above plane ), then,
For Clockwise- S
For Anticlockwise- R


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