Chapter 5: Review and Practice

In this chapter, we’ve looked at some of the causes and cons

A meso compound contains a chirality center but is achiral o

Chemistry Matters — Chiral Drugs

In contrast to drugs from natural sources, drugs that are ma

Additional Problems

Problem 5-30 (a) (b) (c) Problem 5-31 Which of the following

Problem 5-34 Eight alcohols have the formula C_{\text{5}}H_{

Problem 5-38 What is the relationship between the specific r

Problem 5-42 (a) (b) (c) (d) Problem 5-43 (a) (b) (c) Proble

Problem 5-46 (a) (S)-2-Chlorobutane (S)-2-Chlorobutane (b) (

Problem 5-50 Xylose is a common sugar found in many types of

Problem 5-54 Ribose, an essential part of ribonucleic acid (

Problem 5-58 One of the steps in fat metabolism is the hydra

Problem 5-62 Draw all possible stereoisomers of 1,2-cyclobut

Problem 5-66 Assign R or S configurations to the chiral cent

Problem 5-70 (a) Write the reaction, showing the correct ste

Problem 5-74 cis-1,2-Dimethylcyclohexane is optically inacti

Key Terms

• chiral environment - chirality center - configuration - de

• diastereomer - enantiomer - epimer - levorotatory

• meso compound - optically active - prochiral - prochiralit

• pro-R configuration - pro-S configuration - R configuratio

• Re face - S configuration - Si face - specific rotation, [