Chapter 22, Problem 123AE

Interpretation Introduction

Interpretation: The structure of the given compound and the structures of its two isomers containing four chlorine atoms are to be drawn.

Concept introduction: An isomer is defined as molecules having a same molecular formula but with a different structural arrangement of atoms within the formula. They do not have similar properties and functional group is also differing in their structures. Polychlorinated dibenzo-p-dioxins are a group of polyhalogenated organic compounds which are highly toxic substances released as a byproduct of chemical manufacturing processes.

To determine: The structure of the given compound and the structures of its two isomers containing four chlorine atoms.

Answer to Problem 123AE

Answer

The structure of the given compound $2,3,7,8-tetrachloro-dibenzo-p-dioxin$ is shown in Figure 1 and its two isomers are $1,4,6,9-tetrachloro-dibenzo-dioxin$ and $1,2,3,4-tetrachloro-dibenzo-dioxin$ whose structures are shown in Figure 2 and 3.

Explanation of Solution

Explanation

The structure of the given compound $2,3,7,8-tetrachloro-dibenzo-p-dioxin$ is shown in Figure 1.

The structure of the compound $2,3,7,8-tetrachloro-dibenzo-p-dioxin$ is,

Figure 1

$2,3,7,8-tetrachloro-dibenzo-p-dioxin$, is a polychlorinated dibenzo-p-dioxin with the chemical formula of $C_{12}{H}_{4}C{l}_4{O}_2$. Its structure consists of two benzene rings joined by two oxygen bridges. Therefore, this compound is an aromatic diether. $2,3,7,8-tetrachloro$ signifies the presence of four chlorine atoms present on carbon number $2,3,7\text{ and 8}$ respectively.

The structure of the isomer of $1,4,6,9-tetrachloro-dibenzo-dioxin$ is shown in Figure 2.

The structure of isomer $1,4,6,9-tetrachloro-dibenzo-dioxin$ is,

Figure 2

The chemical formula of the given compound is $C_{12}{H}_{4}C{l}_4{O}_2$. Therefore, its isomer with the same chemical formula is $1,4,6,9-tetrachloro-dibenzo-dioxin$ that consist of two benzene rings joined by two oxygen bridges and four chlorine atoms present on carbon number $1,4,6\text{ and 9}$.

The structure of the isomer of $2,3,7,8-tetrachloro-dibenzo-p-dioxin$ is shown in Figure 3.

The structure of isomer $1,2,3,4-tetrachloro-dibenzo-dioxin$ is,

Figure 3

The chemical formula of the given compound is $C_{12}{H}_{4}C{l}_4{O}_2$. Therefore, its isomer with the same chemical formula is $1,2,3,4-tetrachloro-dibenzo-dioxin$ that consist of two benzene rings joined by two oxygen bridges and four chlorine atoms present on carbon number $1,2,3\text{ and 4}$.

Conclusion

Conclusion

The structure of the given compound $2,3,7,8-tetrachloro-dibenzo-p-dioxin$ is shown in Figure 1 and its two isomers are $1,4,6,9-tetrachloro-dibenzo-dioxin$ and $1,2,3,4-tetrachloro-dibenzo-dioxin$ whose structures are shown in Figure 2 and 3.