Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 5, Problem 70P
Artemisinin and mefloquine are widely used antimalarial drugs. A ball-and-stick model of artemisinin appears on the cover of this text.
a. Locate the stereogenic centers in both drugs.
b. Label each stereogenic center in mefloquine as
c. What is the maximum number of stereoisomers possible for artemisinin?
d. How are the
e. Can two molecules of artemisinin intermolecularly hydrogen bond to each other?
f. What product is formed when mefloquine is treated with
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Identify the relationship between the two structures.
a. Identical
b. Enantiomers
c. Diastereomers
d. Constitutional isomers
The molecule to the right has
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a total of
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а.
one; two
b. two; four
c. three; eight
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с.
Trabectedin, shown in a ball-and-stick model on the cover of this text, is an anticancer drug sold under the trade name Yondelis.
a. Locate the stereogenic centers in trabectedin.
b.What is the maximum number of stereoisomers possible for trabectedin?
c.Draw the enantiomer.
d.Draw a diastereomer.
e.If the specific rotation of trabectedin is +41.5, what is the [α] of a solution that contains 75% trabectedin and 25% of its enantiomer?f
. What is the ee of a solution with [α] = +10.5?
Shown below is Streptomycin, and Neomycin B.
Circle and label as many functional groups in these molecules as you can.
a. Label each chiral carbon in Streptomycin. How many total stereoisomers exist for Streptomycin?
b. Label each chiral carbon in Neomycin B. How many total stereoisomers exist for Neomycin B?
Chapter 5 Solutions
Organic Chemistry (6th Edition)
Ch. 5.1 - Prob. 1PCh. 5.2 - Prob. 2PCh. 5.3 - Draw the mirror image of each compound. Label each...Ch. 5.3 - Prob. 4PCh. 5.3 - A molecule is achiral if it has a plane of...Ch. 5.6 - Prob. 17PCh. 5.6 - Prob. 18PCh. 5.7 - Prob. 19PCh. 5.7 - Prob. 20PCh. 5.7 - Problem 5.18 Compounds E and F are two isomers of...
Ch. 5.8 - Prob. 22PCh. 5.8 - Prob. 23PCh. 5.8 - Prob. 24PCh. 5.9 - Prob. 25PCh. 5.9 - Prob. 26PCh. 5.9 - Prob. 27PCh. 5.10 - Which of the following cyclic molecules are meso...Ch. 5.10 - Prob. 29PCh. 5.11 - Prob. 30PCh. 5.12 - Problem 5.28 The amino acid has the physical...Ch. 5.12 - Prob. 32PCh. 5.12 - Prob. 33PCh. 5.12 - Prob. 34PCh. 5.12 - Prob. 35PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Prob. 41PCh. 5 - Prob. 42PCh. 5 - 5.40 Determine if each compound is identical to or...Ch. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Prob. 48PCh. 5 - Prob. 52PCh. 5 - Prob. 56PCh. 5 - Prob. 61PCh. 5 - Prob. 67PCh. 5 - Prob. 68PCh. 5 - Prob. 69PCh. 5 -
5.67 Artemisinin and mefloquine are widely used...Ch. 5 - 5.68 Saquinavir (trade name Invirase) is a...Ch. 5 - Prob. 72P
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