Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Question
Chapter 4, Problem 67P
(a)
Interpretation Introduction
Interpretation:
The number of stereoisomers present in given structure of ephedrine has to be determined.
Concept introduction:
Stereoisomers are isomers which have different spatial arrangement in spite of same bond connectivity. Stereoisomers are due to the presence of stereocenter.
Asymmetric center is a stereocenter which arises to hydrocarbons if the carbon is bonded to four different groups.
The equation for finding Stereoisomers from number of asymmetric centers in compounds is
(b)
Interpretation Introduction
Interpretation:
The configuration of each of asymmetric centers has to be given.
Concept introduction:
According to Cahn-Ingold-Prelog system,
The group attached to asymmetric center should be ranked based on the
Check the direction of arrow drawn in the direction of decreasing priority. If the arrow points clockwise direction, then the compound has R configuration. If the arrow points counterclockwise direction, then the compound has S configuration. If the group with lowest priority is not bonded by a hatched wedge, then interchange this group (lowest priority) by group bonded to hatched wedge and draw the arrow in priority order but the configuration is assigned as just reverse.
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Students have asked these similar questions
The stereoisomer of cholesterol found in nature is shown here.a. How many asymmetric centers does cholesterol have? b. What is the maximum number of stereoisomers that cholesterol can have?
The stereoisomer of cholesterol found in nature is shown here.a. How many asymmetric centers does cholesterol have?
b. What is the maximum number of stereoisomers that cholesterol can have?
9.a. Circle all the appropriate terms.
t-Bu
The two molecules drawn above are
enantiomers
optically active
enantiomers
superimposable
9.b. Circle all the appropriate terms.
diastereomers
not optically active
H
optically active
Bull....
H₂CH...
Br
-CH3
The two molecules drawn above are
Me
H
diastereomers
not optically active
superimposable
Me
chiral
meso
not superimposable
H3C-
H
.......
chiral
meso
H
...III\CH3
Br
not superimposable
Cl
achiral
-t-Bu
identical
achiral
identical
3
Chapter 4 Solutions
Essential Organic Chemistry, Global Edition
Ch. 4.1 - Draw the cis and trans isomers for the following:...Ch. 4.1 - Prob. 4PCh. 4.1 - Prob. 5PCh. 4.1 - Prob. 6PCh. 4.2 - Prob. 7PCh. 4.2 - Tamoxifen slows the growth of some breast tumors...Ch. 4.2 - Draw and label the E and Z isomers for each of the...Ch. 4.2 - Prob. 10PCh. 4.2 - Name each of the following:Ch. 4.2 - Draw the structure of (Z)-2,3-dimethyl-3-heptene.
Ch. 4.3 - Prob. 13PCh. 4.4 - Prob. 14PCh. 4.5 - Prob. 16PCh. 4.6 - Prob. 17PCh. 4.7 - Assign relative priorities to the groups or atoms...Ch. 4.7 - Name the following:Ch. 4.7 - Prob. 22PCh. 4.7 - Draw a perspective formula for each of the...Ch. 4.8 - Prob. 24PCh. 4.8 - Prob. 27PCh. 4.9 - Prob. 28PCh. 4.9 - Prob. 29PCh. 4.9 - Prob. 30PCh. 4.10 - Prob. 31PCh. 4.10 - Prob. 32PCh. 4.10 - Prob. 33PCh. 4.11 - Prob. 34PCh. 4.11 - a. Draw the stereoisomers of...Ch. 4.11 - Prob. 37PCh. 4.11 - Prob. 38PCh. 4.12 - Which of the following compounds has a...Ch. 4.12 - Draw all the stereoisomers for each of the...Ch. 4.12 - Limonene exists as two different stereoisomers....Ch. 4 - a. Draw three constitutional isomers with...Ch. 4 - Which of the following have an asymmetric center?...Ch. 4 - Prob. 45PCh. 4 - Prob. 46PCh. 4 - Of all the possible cyclooctanes that have one...Ch. 4 - Prob. 48PCh. 4 - Prob. 49PCh. 4 - Prob. 50PCh. 4 - Prob. 51PCh. 4 - Prob. 52PCh. 4 - Draw the stereoisomers of 2,4-dichlorohexane....Ch. 4 - Prob. 54PCh. 4 - Prob. 55PCh. 4 - Prob. 56PCh. 4 - Prob. 57PCh. 4 - Prob. 58PCh. 4 - Prob. 59PCh. 4 - Prob. 60PCh. 4 - Prob. 61PCh. 4 - Prob. 62PCh. 4 - Draw structures for each of the following: a....Ch. 4 - Prob. 64PCh. 4 - a. Draw all the isomers with molecular formula...Ch. 4 - Prob. 66PCh. 4 - Prob. 67PCh. 4 - Prob. 68PCh. 4 - Chloramphenicol is a broad-spectrum antibiotic...
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