The R and S Configuration Practice Problems

In the previous post, we talked about the Cahn-Ingold-Prelog rules for assigning the R and S configuration. In the following practice problems, we will assign the R and S configuration for bond-line representations and use it to determine the relationship between the two compounds (identical, enantiomers or diastereomers), and also assign the R and S configuration on Fischer projections:

Practice

1.

Identify all the chiral centers in each molecule and determine the absolute configuration as R or S:

 

 

Answer

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Solution

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2.

Identify all the chiral centers in each Fischer projection and determine the absolute configuration as R or S:

Answer

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Solution

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3.

For each of the following pairs of compounds, determine the relationship between the two compounds: Are they enantiomers or the same compound drawn differently? If you hesitate, determine the absolute configuration of chiral centers (if any: R or S).

Answer

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Solution

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4.

Determine the absolute configuration of each chiral center in the following Newman projections:

a)
Answer

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b)
Answer

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c)
Answer

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d)
Answer

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5.

Practicing R and S is never too much. This 1.5-hour video is a collection of examples taken from the multiple choice quizzes determining the R and S configuration in the context of naming compounds, determining the relationship between compounds, and chemical reactions. 

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