Chapter 9, Problem 9.42P

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Answer to Problem 9.42P

The structure corresponding to the given name is,

Explanation of Solution

The name of the given compound is $trans\text{-2-methylcyclohexanol}$. The root name cyclohexanol suggests that the cyclic ring consists of six carbon atoms with alcohol functional group. On second carbon atom, methyl group is attached with trans stereochemistry. In order to show trans stereochemistry, the methyl group is placed on dash bond and hydroxyl group on wedge bond. Therefore, the structure corresponding to the given name is shown below.

Figure 1

Conclusion

The structure corresponding to the given name is shown in Figure 1.

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Answer to Problem 9.42P

The structure corresponding to the given name is,

Explanation of Solution

The name of the given compound is $\text{2, 3, 3-trimethylbutan-2-ol}$. The root name $\text{butan-2-ol}$ suggests that the longest carbon chain consists of four carbon atoms with alcohol functional group at second carbon atom. $\text{2, 3, 3-trimethyl}$ shows that three methyl groups are attached at second and third carbon atoms respectively. Therefore, the structure corresponding to the given name is shown below.

Figure 2

Conclusion

The structure corresponding to the given name is shown in Figure 2.

Interpretation Introduction

(c)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Answer to Problem 9.42P

The structure corresponding to the given name is,

Explanation of Solution

The name of the given compound is $\text{6-sec-butyl-7, 7-diethyldecan-4-ol}$. The root name $\text{decan-4-ol}$ suggests that the longest carbon chain consists of ten carbon atoms with alcohol functional group at fourth carbon atom. $\text{6-sec-butyl-7, 7-diethyl}$ shows that two ethyl groups are attached at seventh carbon atom and secondary butyl group is present on sixth carbon atom respectively. Therefore, the structure corresponding to the given name is shown below.

Figure 3

Conclusion

The structure corresponding to the given name is shown in Figure 3.

Interpretation Introduction

(d)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Answer to Problem 9.42P

The structure corresponding to the given name is,

Explanation of Solution

The name of the given compound is $\text{3-chloropropane-1, 2-diol}$. The root name propane suggests that the longest carbon chain consists of three carbon atoms. $\text{1, 2-diol}$ shows the presence of alcohol functional group at one and second carbon atom respectively. $\text{3-chloro}$ shows that chloro group is attached at third carbon atom. Therefore, the structure corresponding to the given name is shown below.

Figure 4

Conclusion

The structure corresponding to the given name is shown in Figure 4.

Interpretation Introduction

(e)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Answer to Problem 9.42P

The structure corresponding to the given name is,

Explanation of Solution

The name of the given compound is $\text{1, 2-epoxy-1, 3, 3-trimethylcyclohexane}$. The root name cyclohexane suggests the cyclic ring of six carbon atoms. $\text{1, 3, 3-trimethyl}$ shows that three methyl groups are attached at first and third carbon atom respectively. $\text{1, 2-epoxy}$ indicates the presence of epoxy group between first and second carbon atoms. Therefore, the structure corresponding to the given name is shown below.

Figure 5

Conclusion

The structure corresponding to the given name is shown in Figure 5.

Interpretation Introduction

(f)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Answer to Problem 9.42P

The structure corresponding to the given name is,

Explanation of Solution

The name of the given compound is $\text{1-ethoxy-3-ethylheptane}$. The root name heptane shows the longest carbon chain of seven carbon atoms. $\text{3-ethyl}$ shows that one ethyl group is attached at third carbon atom and $\text{1-ethoxy}$ indicates the presence of ethoxy group at first carbon atom. Therefore, the structure corresponding to the given name is shown below.

Figure 6

Conclusion

The structure corresponding to the given name is shown in Figure 6.

Interpretation Introduction

(g)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

The naming of chiral center and geometric isomers are based on Cahn-Ingold-Prelog priority rules. If the priority assigned to each group attached to the chirality center in a molecule is in a clockwise direction, then it is the R-stereoisomer, and if this is counter-clockwise, then it is the S-stereoisomer. R and S-stereoisomer are mirror images of each other.

Answer to Problem 9.42P

The structure corresponding to the given name is,

Explanation of Solution

The name of the given compound is $\left(\text{2R, 3S}\right)\text{-3-isopropylhexan-2-ol}$. The root name $\text{hexan-2-ol}$ suggests that the longest carbon chain consists of six carbon atoms with alcohol functional group at second carbon atom. $\text{3-isopropyl}$ shows that isopropyl group is attached at third carbon atom. $\left(\text{2R, 3S}\right)$ suggests the stereochemistry of second and third carbon as R and S respectively. Therefore, the structure corresponding to the given name is shown below.

Figure 7

Conclusion

The structure corresponding to the given name is shown in Figure 7.

Interpretation Introduction

(h)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

The naming of chiral center and geometric isomers are based on Cahn-Ingold-Prelog priority rules. If the priority assigned to each group attached to the chirality center in a molecule is in a clockwise direction, then it is the R-stereoisomer, and if this is counter-clockwise, then it is the S-stereoisomer. R and S-stereoisomer are mirror images of each other.

Answer to Problem 9.42P

The structure corresponding to the given name is,

Explanation of Solution

The name of the given compound is $\left(\text{S}\right)\text{-2-ethoxy-1, 1-dimethylcyclopentane}$. The root name cyclopentane suggests that cyclic ring of five carbon atoms. $\text{1, 1-dimethyl}$ shows the presence of two methyl groups at first carbon atom. $\text{2-ethoxy}$ shows that ethoxy group is attached at second carbon atom. $\left(\text{S}\right)$ suggests the stereochemistry of second carbon. Therefore, the structure corresponding to the given name is shown below.

Figure 8

Conclusion

The structure corresponding to the given name is shown in Figure 8.

Interpretation Introduction

(i)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Answer to Problem 9.42P

The structure corresponding to the given name is,

Explanation of Solution

The name of the given compound is $\text{4-ethoxyheptane-3-thiol}$. The root name heptane suggests that the longest carbon chain of seven carbon atoms. $\text{3-thiol}$ indicates the presence of thiol group at third carbon atom. Thiols are analogous of alcohols in which oxygen atom is replaced by sulphur atom. $\text{4-ethoxy}$ shows that ethoxy group is attached at fourth carbon atom. Therefore, the structure corresponding to the given name is shown below.

Figure 9

Conclusion

The structure corresponding to the given name is shown in Figure 9.

Interpretation Introduction

(j)

Interpretation: The structure corresponding to the given name is to be drawn.

Concept introduction: To derive the structure of the compound from its IUPAC name, one should follow the given three steps. The first step involves the identification of parent name and functional group found at the end of the name. The second step is numbering of carbon skeleton in either direction. The third step is addition of substituents at appropriate carbon atoms.

Answer to Problem 9.42P

The structure corresponding to the given name is,

Explanation of Solution

The name of the given compound is $\text{1-isopropylthio-2-methylcyclohexane}$. The root name cyclohexane suggests that the cyclic ring of six carbon atoms. $\text{2-methyl}$ indicates the presence of methyl group at second carbon atom. $\text{1-isopropylthio}$ shows the presence of isopropyl group attached to sulphur atom which further attached to the first carbon atom. Therefore, the structure corresponding to the given name is shown below.

Figure 10

Conclusion

The structure corresponding to the given name is shown in Figure 10.