Multiple Choice
Given a molecule with two chiral centers and no internal plane of symmetry, how many stereoisomers are expected?
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5. Chirality
Chirality
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Given the following molecule, assign the absolute configuration ( or ) to each chiral center: .
A
The first chiral center (with Br) is , and the second chiral center (with Cl) is .
B
Both chiral centers are .
C
The first chiral center (with Br) is , and the second chiral center (with Cl) is .
D
Both chiral centers are .
Verified step by step guidance1
Identify the two chiral centers in the molecule: the carbon attached to Br and the carbon attached to Cl. Each of these carbons is bonded to four different groups, making them stereogenic centers.
Assign priorities to the substituents on each chiral center according to the Cahn-Ingold-Prelog (CIP) priority rules. The atom with the highest atomic number gets the highest priority (1), and the lowest gets priority 4. For example, Br has higher priority than Cl, which has higher priority than H or CH3 groups.
Orient the molecule so that the substituent with the lowest priority (usually hydrogen) is pointing away from you (into the plane). This is crucial for correctly determining the configuration.
Trace a path from priority 1 to 2 to 3 on each chiral center. If the path is clockwise, the configuration is R (rectus). If the path is counterclockwise, the configuration is S (sinister).
Repeat the process for both chiral centers independently to assign their absolute configurations, then compare your results with the given options to select the correct answer.
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