Question

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Indicate the stereo chemical configuration for the tetrahedral centers shown below. Select the proper IUPAC name for the following compound, including the (R) or (S) designation where appropriate. (R)-1-bromobutan-3-ol (S)-1 -bromobutan-3-ol (R)-4-bromobutan-2-ol (S)-4-bromobutan-2-ol Which carbon atom has the bromine attached, and what is the stereochemistry of that carbon? carbon-1 carbon- 2 carbon- 3 0rbon-4 Which carbon atom has the methyl group attached, and what is the stereochemistry of that carbon? carbon-1 carbon- 2 carbon- 3 carbon-4 R S

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Answer 1

Assign R and S configurations at respective chiral centers by using cahn-ingold-prelog rules Assign priority to the groups that are around the chiral carbons. 4 Curved arrow rotating in anti-clockwise direction. So, the configuration is S Curved arrow rotating in anti-clockwise direction However, least priority group (H) is not in below the plane So, the configuration is R Cl 4 он The longest chain has 4 carbons. So, the root name is but Bromine is substituted at C-4 carbon. So, preffix is 4-bromo Functional group is OH, and it is substituted at C-2 carbon. So, suffix is 2-ol Now assign configuration at chiral carbon он Curved arrow rotating in clockwise direction However, least priority group (H) is not in below the plane. So, the configuration is S Thus, the IUPAC name of the compound is (S)-4-bromobutan-2-ol