Chapter 5: Q.24 (page 195)
a. Label the four stereogenic centres in sorbitol as R or S.
b. How are sorbitol and A related?
c. How are sorbitol and B related?



Short Answer
a.



b. Diastereomers.
c. Enantiomers.
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Chapter 5: Q.24 (page 195)
a. Label the four stereogenic centres in sorbitol as R or S.
b. How are sorbitol and A related?
c. How are sorbitol and B related?



a.



b. Diastereomers.
c. Enantiomers.
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Cellulose is water insoluble, despite its many OH groups. Considering its three-dimensional structure, why do you think this is so?
If the two stereogenic centers of a compound are R,S in configuration, what are the R,S assignments for its enantiomer and two diastereomers?
a) Locate the stereogenic centers in the ball-and-stick model of ezetimibe (trade name Zetia), a cholesterol-lowering drug. (b) Label each stereogenic center as R or S.

Consider Newman projections (A–D) for four-carbon carbohydrates. How is each pairof compounds related: (a) A and B; (b) A and C; (c) A and D; (d) C and D? Choose fromidentical molecules, enantiomers, or diastereomers.

Draw the mirror image of each compound. Label each molecule as chiral or achiral.

a.

b.

c.

d.
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