Chapter 26, Problem 36P

Convert each ball-and-stick model to a Fischer projection.

a. b.

Interpretation Introduction

(a)

Interpretation: The given ball-and-stick model is to be converted into Fischer projection.

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 36P

The Fischer projection of given ball and stick model is shown below.

Figure 1

Explanation of Solution

The ball and stick model of given compound is,

Figure 2

Black colored atoms have four bonds. So, these are the carbon atoms. The grey colored balls have one bond. So, these are the hydrogen atoms. The red colored atoms have two bonds. So, these are oxygen atoms. The molecular structure of given compound is,

Figure 3

The conversion of given compound into Fisher projection is as follows:

The structure $\left(\text{A}\right)$ is rotated in such a way that the carbonyl group comes at the top of the structure $\left(\text{B}\right)$ as shown below.

Figure 4

Rotate all the bonds around the carbon atom in such way that all staggered form converted into the eclipsed form in structure $\left(\text{C}\right)$ as shown below.

Figure 5

The structure $\left(\text{C}\right)$ is redrawn in such a way that all the wedge bonds come to the left side and dashed wedge come to the right side and forms structure $\left(\text{D}\right)$ as shown below.

Figure 6

Conclusion

The Fischer projection of given ball and stick model is shown in Figure 1.

Interpretation Introduction

(b)

Interpretation: The products of given reaction are to be drawn.

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 36P

The Fischer projection of given ball and stick model is shown below.

Figure 7

Explanation of Solution

The ball and stick model of given compound is,

Figure 8

Black colored atoms have four bonds. So, these are the carbon atoms. The grey colored balls have one bond. So, these are the hydrogen atoms. The red colored atoms have two bonds. So, these are oxygen atoms. The molecular structure of given compound is,

Figure 9

The conversion of given compound into Fisher projection is follow:

The structure $\left(\text{A}\right)$ is rotated in such a way that the carbonyl group comes at the top of the structure $\left(\text{B}\right)$ as shown below.

Figure 10

Rotate all the bonds around the carbon atom in such way that all staggered form converts into the eclipsed form in structure $\left(\text{C}\right)$ as shown below.

Figure 11

The structure $\left(\text{C}\right)$ is redraw in such a way that all the wedge bonds come to the left side and dashed wedge come to the right side and form structure $\left(\text{D}\right)$ as shown below.

Figure 12

Conclusion

The Fischer projection of given ball and stick model is shown in Figure 7.