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Exam 5: Stereoisomerism

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Question 1

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Is the alkene on the left in the molecule below cis, trans, or neither?

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Question 2

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How many possible stereoisomers are there for Crestor (rosuvastatin) , a medication used to reduce cholesterol?

A) 2
B) 4
C) 6
D) 8

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Question 3

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How many distinct resonances would appear in the (proton-decoupled) ¹³C NMR spectrum for the following compound?

Is the following alkene cis, trans, or neither?

Which of the following can exist as a meso isomer?

Assign the absolute configuration of the chirality center as R or S.

Drawn below is the structure of Plavix (clopidogrel), a medication used to manage blood clots. Assign the absolute configuration of the chirality center as R or S.

Which of the following structures is the correct wedge/dash drawing of the following Fischer projection?

Does the following contain a plane of symmetry?

Assign the absolute configuration of the chirality center as R or S.

Identify the relationship between these two structures.

Which of the following is a correct Fischer projection of the following compound?

Draw the Fischer projection of the following compound.

What is the relationship of the following two structures?

What is the specific rotation of a sample of carvone that is an equal mixture of the R and S enantiomers? (R) - carvone has a specific rotation of −61.

What is the specific rotation of pure (S) -carvone if a sample of (R) -carvone of 85% ee has a specific rotation of −54?

Draw the enantiomer of the following compound.

Draw the enantiomer of the following compound.

What is the relationship between the following two compounds?

Redraw the structure below as a wedge-dash structure and label any/all stereocenters with their absolute configuration.