Chapter 5: Q.12 (page 187)
Rank the following groups in order of decreasing priority?
a.
b.
c.
d.
Short Answer
a.
b.
c.
d.
/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none}
Learning Materials
Features
Discover
Chapter 5: Q.12 (page 187)
Rank the following groups in order of decreasing priority?
a.
b.
c.
d.
a.
b.
c.
d.
All the tools & learning materials you need for study success - in one app.
Get started for free
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?
The facts in Section 5.4A can be used to locate stereogenic centers in any molecule, no matter how complicated. Always look for carbons surrounded by four different groups. With this in mind, locate the four stereogenic centers in aliskiren, a drug introduced in 2007 for the treatment of hypertension.

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

a.

b.

c.

d.
Determine if each compound is identical to or an enantiomer of A.


a.

b.

c.
How is each compound related to the simple sugar D-erythrose? Is it an enantiomer,diastereomer, or identical?

a.

b.

c.

What do you think about this solution?
We value your feedback to improve our textbook solutions.