Chapter 21, Problem 21.4P

Interpretation Introduction

(a)

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

Concept introduction: One should follow the given steps to derive the structure of an aldehyde from its IUPAC name. The first step is finding of longest parent chain that contains an aldehyde group. The second step is changing of -e ending of the parent alkane to the suffix -al. However, when an aldehyde $\left(\text{CHO}\right)$ group is bonded to a ring then after naming of ring, the suffix -carbaldehyde is used. The third step is numbering of chain or ring by putting the $\text{CHO}$ group at $\text{C1}$, and using the general rules of nomenclature.

Answer to Problem 21.4P

The structure corresponding to the given IUPAC name is,

Explanation of Solution

The IUPAC name of the given compound is $\text{2-isobutyl-3-isopropylhexanal}$.

One should follow the given steps to derive the structure of an aldehyde from its IUPAC name. The first step is finding of longest parent chain that contains an aldehyde group. The second step is changing of -e ending of the parent alkane to the suffix -al. However, when an aldehyde $\left(\text{CHO}\right)$ group is bonded to a ring then after naming of ring, the suffix -carbaldehyde is used. The third step is numbering of chain or ring by putting the $\text{CHO}$ group at $\text{C1}$, and using the general rules of nomenclature.

The given IUPAC name suggests the presence of $6\text{C's}$ in the longest chain containing $\text{CHO}$ group. On this chain, the isobutyl group is substituted at $\text{C2}$, and the isopropyl group is substituted at $\text{C3}$.

Thus, the structure corresponding to the given IUPAC name is,

Figure 1

Conclusion

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

Interpretation Introduction

(b)

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

Concept introduction: One should follow the given steps to derive the structure of an aldehyde from its IUPAC name. The first step is finding of longest parent chain that contains an aldehyde group. The second step is changing of -e ending of the parent alkane to the suffix -al. However, when an aldehyde $\left(\text{CHO}\right)$ group is bonded to a ring then after naming of ring, the suffix -carbaldehyde is used. The third step is numbering of chain or ring by putting the $\text{CHO}$ group at $\text{C1}$, and using the general rules of nomenclature.

Answer to Problem 21.4P

The structure corresponding to the given IUPAC name is,

Explanation of Solution

The IUPAC name of the given compound is $trans\text{-3-methylcyclopentanecrabaldehyde}$.

One should follow the given steps to derive the structure of an aldehyde from its IUPAC name. The first step is finding of longest parent chain that contains an aldehyde group. The second step is changing of -e ending of the parent alkane to the suffix -al. However, when an aldehyde $\left(\text{CHO}\right)$ group is bonded to a ring then after naming of ring, the suffix -carbaldehyde is used. The third step is numbering of chain or ring by putting the $\text{CHO}$ group at $\text{C1}$, and using the general rules of nomenclature.

The given IUPAC name suggests the presence of $5\text{C's}$ in the ring chain containing $\text{CHO}$ group. On this chain, the methyl group is substituted at $\text{C3}$, and present opposite to the aldehyde group. Thus, the structure corresponding to the given IUPAC name is,

Figure 2

Conclusion

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

Interpretation Introduction

(c)

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

Concept introduction: One should follow the given steps to derive the structure of an aldehyde from its IUPAC name. The first step is finding of longest parent chain that contains an aldehyde group. The second step is changing of -e ending of the parent alkane to the suffix -al. However, when an aldehyde $\left(\text{CHO}\right)$ group is bonded to a ring then after naming of ring, the suffix -carbaldehyde is used. The third step is numbering of chain or ring by putting the $\text{CHO}$ group at $\text{C1}$, and using the general rules of nomenclature.

Answer to Problem 21.4P

The structure corresponding to the given IUPAC name is,

Explanation of Solution

The IUPAC name of the given compound is $\text{1-methylcyclopropanecrabaldehyde}$.

One should follow the given steps to derive the structure of an aldehyde from its IUPAC name. The first step is finding of longest parent chain that contains an aldehyde group. The second step is changing of -e ending of the parent alkane to the suffix -al. However, when an aldehyde $\left(\text{CHO}\right)$ group is bonded to a ring then after naming of ring, the suffix -carbaldehyde is used. The third step is numbering of chain or ring by putting the $\text{CHO}$ group at $\text{C1}$, and using the general rules of nomenclature.

The given IUPAC name suggests the presence of $3\text{C's}$ in the ring chain containing $\text{CHO}$ group. On this chain, the methyl group is substituted at $\text{C1}$. Thus, the structure corresponding to the given IUPAC name is,

Figure 3

Conclusion

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

Interpretation Introduction

(d)

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

Concept introduction: One should follow the given steps to derive the structure of an aldehyde from its IUPAC name. The first step is finding of longest parent chain that contains an aldehyde group. The second step is changing of -e ending of the parent alkane to the suffix -al. However, when an aldehyde $\left(\text{CHO}\right)$ group is bonded to a ring then after naming of ring, the suffix -carbaldehyde is used. The third step is numbering of chain or ring by putting the $\text{CHO}$ group at $\text{C1}$, and using the general rules of nomenclature.

Answer to Problem 21.4P

The structure corresponding to the given IUPAC name is,

Explanation of Solution

The IUPAC name of the given compound is $\text{3, 6-diethylnonanal}$.

One should follow the given steps to derive the structure of an aldehyde from its IUPAC name. The first step is finding of longest parent chain that contains an aldehyde group. The second step is changing of -e ending of the parent alkane to the suffix -al. However, when an aldehyde $\left(\text{CHO}\right)$ group is bonded to a ring then after naming of ring, the suffix -carbaldehyde is used. The third step is numbering of chain or ring by putting the $\text{CHO}$ group at $\text{C1}$, and using the general rules of nomenclature.

The given IUPAC name suggests the presence of $9\text{C's}$ in the longest chain containing $\text{CHO}$ group. On this chain, the ethyl groups are substituted both at $\text{C3}$, and $\text{C6}$.

Thus, the structure corresponding to the given IUPAC name is,

Figure 4

Conclusion

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