Concept explainers
Convert each compound to a Fischer projection and label each stereogenic center as
a. c. e. g.
b. d. f. h.
(a)
Interpretation: The given compound is to be converted into Fischer projection and the stereogenic center of a compound is to be labeled as
Concept introduction: In Fischer projection formula, the horizontal and vertical line represents the bonds that are present above and below the plane, respectively. The verticals bonds are represented as dashed wedge and horizontal bonds as dark wedge.
Answer to Problem 28.40P
The Fischer projection of given compound is,
The stereogenic center of a compound is labeled as
Explanation of Solution
The structure of given compound is,
Figure 1
The horizontal and vertical line represents the bonds in front of the plane and behind the plane. Hence, the Fischer projection of given compound is shown below.
Figure 2
In the compound,
Figure 3
The circle rotates in the anticlockwise direction. Thus, the given compound is labeled as
Hence, the Fischer projection of given compound is shown in Figure 2 and the stereogenic center of a compound is labeled as
The Fischer projection of given compound is shown in Figure 2 and the stereogenic center of a compound is labeled as
(b)
Interpretation: The given compound is to be converted into Fischer projection and the stereogenic center of a compound is to be labeled as
Concept introduction: In Fischer projection formula, the horizontal and vertical line represents the bonds that are present above and below the plane, respectively. The verticals bonds are represented as dashed wedge and horizontal bonds as dark wedge.
Answer to Problem 28.40P
The Fischer projection of given compound is,
The stereogenic center of a compound is labeled as
Explanation of Solution
The structure of given compound is,
Figure 4
In the given compound, the horizontal line is behind the plane and vertical line is in front of the plane. Therefore, the given compound is rotated and redrawn as shown below.
Figure 5
The horizontal and vertical line represents the bonds in front of the plane and behind the plane. Hence, the Fischer projection of given compound is shown below.
Figure 6
In the compound,
Figure 7
The circle rotates in the anticlockwise direction. Thus, the given compound is labeled as
Hence, the Fischer projection of given compound is shown in Figure 6 and the stereogenic center of a compound is labeled as
The Fischer projection of given compound is shown in Figure 6 and the stereogenic center of a compound is labeled as
(c)
Interpretation: The given compound is to be converted into Fischer projection and the stereogenic center is to be labeled as
Concept introduction: In Fischer projection formula, the horizontal and vertical line represents the bonds that are present above and below the plane, respectively. The verticals bonds are represented as dashed wedge and horizontal bonds as dark wedge.
Answer to Problem 28.40P
The Fischer projection of given compound is,
The stereogenic center of a compound is labeled as
Explanation of Solution
The structure of given compound is,
Figure 8
The given compound is redrawn. The horizontal and vertical line represents the bonds in front of the plane and behind the plane is shown below.
Figure 9
Hence, the Fischer projection of given compound is shown below.
Figure 10
In the compound,
Similarly, the third and forth priorities are given to
Figure 11
The circle rotates in the anticlockwise direction. Thus, the given compound is labeled as
Hence, the Fischer projection of given compound is shown in Figure 10 and the stereogenic center of a compound is labeled as
The Fischer projection of given compound is shown in Figure 10 and the stereogenic center of a compound is labeled as
(d)
Interpretation: The given compound is to be converted into Fischer projection and the stereogenic center is to be labeled as
Concept introduction: In Fischer projection formula, the horizontal and vertical line represents the bonds that are present above and below the plane, respectively. The verticals bonds are represented as dashed wedge and horizontal bonds as dark wedge.
Answer to Problem 28.40P
The Fischer projection of given compound is,
The stereogenic center of a compound is labeled as
Explanation of Solution
The structure of given compound is,
Figure 12
The given compound is redrawn. The horizontal and vertical line represents the bonds in front of the plane and behind the plane. Hence, the Fischer projection of given compound is shown below.
Figure 13
Hence, the Fischer projection of given compound is shown below.
Figure 14
In the compound,
Figure 15
The circle rotates in the anticlockwise direction. Thus, the given compound is labeled as
Hence, the Fischer projection of given compound is shown in Figure 14 and the stereogenic center of a compound is labeled as
The Fischer projection of given compound is shown in Figure 14 and the stereogenic center of a compound is labeled as
(e)
Interpretation: The given compound is to be converted into Fischer projection and the stereogenic center is to be labeled as
Concept introduction: In Fischer projection formula, the horizontal and vertical line represents the bonds that are present above and below the plane, respectively. The verticals bonds are represented as dashed wedge and horizontal bonds as dark wedge.
Answer to Problem 28.40P
The Fischer projection of given compound is,
The stereogenic center of a compound are labeled as
Explanation of Solution
The structure of given compound is,
Figure 16
The horizontal and vertical line represents the bonds in front of the plane and behind the plane. Hence, the Fischer projection of given compound is shown below.
Figure 17
In the compound,
Similarly, in the
Figure 18
Hence, the Fischer projection of given compound is shown in Figure 17 and the stereogenic center of a compound are labeled as
The Fischer projection of given compound is shown in Figure 17 and the stereogenic center of a compound are labeled as
(f)
Interpretation: The given compound is to be converted into Fischer projection and the stereogenic center of a compound is to be labeled as
Concept introduction: In Fischer projection formula, the horizontal and vertical line represents the bonds that are present above and below the plane, respectively. The verticals bonds are represented as dashed wedge and horizontal bonds as dark wedge.
Answer to Problem 28.40P
The Fischer projection of given compound is,
The stereogenic centers of the compound are labeled as
Explanation of Solution
The structure of given compound is,
Figure 19
In the given compound, the horizontal line is behind the plane and vertical line is in front of the plane. Therefore, the given compound is rotated and redrawn as shown below.
Figure 20
The horizontal and vertical line represents the bonds in front of the plane and behind the plane. Hence, the Fischer projection of given compound is shown below.
Figure 21
In the compound,
Figure 22
The circle rotates in the anticlockwise direction. Thus, the given compound is labeled as
Similarly, in the compound,
Figure 23
The circle rotates in the clockwise direction. Thus, the given compound is labeled as
Hence, the Fischer projection of given compound is shown in Figure 21 and the stereogenic centers of the compound are labeled as
The Fischer projection of given compound is shown in Figure 21 and the stereogenic centers of the compound are labeled as
(g)
Interpretation: The given compound is to be converted into Fischer projection and the stereogenic center is to be labeled as
Concept introduction: In Fischer projection formula, the horizontal and vertical line represents the bonds that are present above and below the plane, respectively. The verticals bonds are represented as dashed wedge and horizontal bonds as dark wedge.
Answer to Problem 28.40P
The Fischer projection of given compound is,
The stereogenic center of a compound as
Explanation of Solution
The structure of given compound is,
Figure 24
The given compound is redrawn. The horizontal and vertical line represents the bonds in front of the plane and behind the plane as shown below.
Figure 25
Hence, the Fischer projection of given compound is shown below.
Figure 26
In the compound,
Similarly, in the
Figure 27
Hence, the Fischer projection of given compound is shown in Figure 26 and the stereogenic center of a compound are labeled as
The Fischer projection of given compound is shown in Figure 26 and the stereogenic center of a compound are labeled as
(h)
Interpretation: The given compound is to be converted into Fischer projection and the stereogenic center is to be labeled as
Concept introduction: In Fischer projection formula, the horizontal and vertical line represents the bonds that are present above and below the plane, respectively. The verticals bonds are represented as dashed wedge and horizontal bonds as dark wedge.
Answer to Problem 28.40P
The Fischer projection of given compound is,
The stereogenic center of a compound are labeled as
Explanation of Solution
The structure of given compound is,
Figure 28
The Fischer projection is drawn by converting the stable staggered conformation into less stable eclipsed conformation. The bonds present below the plane in eclipsed conformation are placed on the left side of the horizontal line in Fischer projection formula as shown below.
Figure 29
Hence, the Fischer projection of given compound is shown below.
Figure 30
In the compound,
Similarly, in the
Similarly, in the
Figure 31
Hence, the Fischer projection of given compound is shown in Figure 30 and the stereogenic center of a compound are labeled as
The Fischer projection of given compound is shown in Figure 30 and the stereogenic center of a compound are labeled as
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Chapter 28 Solutions
Organic Chemistry
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