Chapter 5: Q.38 (page 206)
Label each pair of compounds as constitutional isomers, stereoisomers, or not isomers of each other.
Short Answer
- Stereoisomers
- Constitutional isomers
- Not isomers of each other
Not isomers of each other
Chapter 5: Q.38 (page 206)
Label each pair of compounds as constitutional isomers, stereoisomers, or not isomers of each other.
Not isomers of each other
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Get started for freea) 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.
A sulfonium ion (R3S+) is a stereogenic center if three different alkyl groups are bonded to sulfur because sulfur is surrounded by four different groups, including its lone pair. In assigning an R or S designation to sulfur, the lone pair is always assigned the lowest priority (4). SAM, S-adenosylmethionine, is a biologically active sulfonium ion that we will learn about in Section 7.16. Locate all the stereogenic centers in SAM, and assign an R,S designation to each center.
Label each compound as R or S.
a.
b.
c.
d.
Consider the ball-and-stick models of A-D. How is each pair of compounds related: (a) A and B; (b) A and C; (c) A and D; (d) C and D? Choose from identical molecules, enantiomers, or diastereomers.
Draw the structure of (S)-citalopram, a drug used to treat depression and anxiety that is much more potent than its R enantiomer.
citalopram
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