Chapter 5: Q.8 (page 183)
Locate the stereogenic center in each compound and draw both enantiomers.
a.
b.
c.
Short Answer
The stereogenic centers in the given compounds and their enantiomers are represented below.
a.
b.
c.
Chapter 5: Q.8 (page 183)
Locate the stereogenic center in each compound and draw both enantiomers.
a.
b.
c.
The stereogenic centers in the given compounds and their enantiomers are represented below.
a.
b.
c.
All the tools & learning materials you need for study success - in one app.
Get started for freeA 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.
Drawn are four isomeric dimethylcyclopropanes.
a. How are the compounds in each pair related (enantiomers, diastereomers, constitutional isomers): A and B; A and C; B and C; C and D?
b. Label each compound as chiral or achiral.
c. Which compounds, alone, would be optically active?
d. Which compounds have a plane of symmetry?
e. How do the boiling points of the compounds in each pair compare: A and B; B and C; C and D?
f. Which of the compounds are meso compounds?
g. Would an equal mixture of compounds C and D be optically active? What about an equal mixture of B and C?
Classify each pair of compounds as constitutional isomers or stereoisomers.
Compare the physical properties of the three stereoisomers of 1,3-dimethylcyclopenatane.
Explain each statement by referring to compounds A-E.
a. A has a mirror image but no enantiomer.
b. B has an enantiomer and no diastereomer.
c. C has both an enantiomer and a diastereomer.
d. D has a diastereomer but no enantiomer.
e. E has a diastereomer but no enantiomer.
What do you think about this solution?
We value your feedback to improve our textbook solutions.