Exam 5: Stereochemistry

How many asymmetric carbons are present in the compound below?

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

A student measured the optical activity of an unknown sugar at two different concentrations. The results of his measurements are shown below. Given that the sample cell had a path length of 10.0 cm, calculate the specific rotation for the unknown sugar. (Hint: Consider each measurement of plane polarized light has a true reading and a "ghost" reading 180° from the true reading). Concentration observed rotation 2)00 g sugar in 10.0 mL water +159.1° 5)00 g sugar in 10.0 mL water +127.8°

Consider the four substituents below. Order them in decreasing priority according to the Cahn-Ingold-Prelog priority system. (Highest priority is first, lowest is last.) -CH CH₂, -C(CH₃)₃, -CH₂OH, -COOH

Captopril is used to treat high blood pressure and congestive heart failure. Label the chiral centers as R or S.

Circle each chiral molecule among those shown below.

Draw the enantiomer of the molecule shown below.

Stereoisomers which are not mirror image isomers are ________.

Draw the Fischer projection of (S)-2-hydroxybutanoic acid,

Explain the stereochemical relationship, if any, among the following two structures and describe whether or not they could be theoretically isolated from each other. (Note: Some H atoms are omitted for clarity.)

How many asymmetric carbons are present in the compound below?

Which of the following terms best describes the pair of compounds shown: enantiomers, diastereomers, or the same compound?

Star the chirality centers in the molecule below.

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

If (S)-glyceraldehyde has a specific rotation of -8.7°, what is the specific rotation of (R)-glyceraldehyde?

Is the molecule shown below chiral or achiral? Explain what this means.

The process by which enantiomers are separated is called ________.

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

Would a 50/50 mixture of the two compounds below be optically active? Briefly explain your answer.

Is the molecule shown below chiral or achiral?