What are the designations for the chiral centers for molecules A and B? CO,H Br H,N-"CH2OH A B

General, Organic, and Biological Chemistry
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ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:H. Stephen Stoker
Chapter18: Carbohydrates
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What are the designations for the chiral centers for molecules A and B?
CO,H
Br
H,N-"CH2OH
A
B
Transcribed Image Text:What are the designations for the chiral centers for molecules A and B? CO,H Br H,N-"CH2OH A B
Expert Solution
Step 1

Stereochemistry is a branch of chemistry that deals with the study of relative 3D-arrangement of atoms in the molecule and how they affect the different chemical processes.

 

(i) Draw the structure of compound and mark all symmetric carbon atoms with (*) that are attached with four different atoms or groups. 

Chemistry homework question answer, step 1, image 1

Step 2

Identify the configuration of asymmetric carbon atoms.

Set the priorities of the groups attached to the asymmetric carbon atoms with according to CIP rules (Cahn-Ingold-Prelog rules). CIP rules are based on the atomic number of different substituents around the chiral centre.

  1. Atoms with the greater atomic number attached to the chiral carbon will receive higher priority. Also, the heavier isotope of the same atom gets a higher priority in case of same atoms.
  2. If the priorities tie on the first atom of substituents then the first rule is applied by comparing the atomic numbers of the next atom in the groups.
  3. In case of double and triple bonds, they are treated as if they are attached with a separate single bond between the atoms concerned.

Chemistry homework question answer, step 2, image 1

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