Exam 5: Stereochemistry

Which of the statements below correctly describes an achiral molecule?

Can the molecule shown below be properly described as a meso compound?

Can the molecule shown below be properly described as a meso compound?

Draw the structure of (S)-1-bromo-1-chloropropane. Take particular care to indicate three-dimensional stereochemical detail properly.

Draw the structure of the enantiomer of (2S, 3R)-2,3-dichloropentane. Take particular care to indicate three-dimensional stereochemical detail properly.

Draw the enantiomer of the molecule shown below.

If possible, draw the structure of any diastereomer of the molecule shown below.

How many asymmetric carbon atoms are present in the molecule shown?

Assign the proper configurational label, R or S, to the chiral carbon in the molecule shown below.

________ are isomers which have the same bonding sequence but differ in the orientation of their atoms in space.

Which of the following statements is (are) true for the compound (3R, 4R)-3,4-dimethylhexane?

Phantasmidine, shown below, is found in poisonous frog skin and has analgesic properties (J. Nat. Prod. $\textbf{ 2010, }$ 331). Assign each chiral center as having either R or S configuration.

Would a 50:50 mixture of (2R,3R)-2,3-dibromobutane and (2R,3S)-2,3-dibromobutane be optically active? Explain.

Draw the structure of (2R,3R)-2,3-dibromo-3-chloropentane.

Is the molecule shown below chiral or achiral?

Draw any diastereomer of the molecule shown below.

Circle each chiral molecule among those shown below.

Which of the following terms best describes the pair of compounds shown: $\underline{\text{ enantiomers, diastereomers, }}$ or $\underline{\text{ the same compound? }}$

Which of the following terms best describes the pair of compounds shown: $\underline{\text{ enantiomers, diastereomers, }}$ or $\underline{\text{ the same compound? }}$

What term describes the structural relationship between (2R,3R,4S)-2,3,4-trichloroheptane and (2S,3S,5R)-2,3,5-trichloroheptane?