Chapter 11, Problem 11.27P

Interpretation Introduction

(a)

Interpretation: The structure corresponding to the given name, $5,6-\text{dimethylhept}-2-\text{yne}$ is to be identified.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The full form of IUPAC is International Union of Pure and Applied Chemistry. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 11.27P

The structure corresponding to the given name, $5,6-\text{dimethylhept}-2-\text{yne}$ is,

Explanation of Solution

The structure corresponding to the given name, $5,6-\text{dimethylhept}-2-\text{yne}$ is shown as,

Figure 1

This compound contains seven carbon atoms in the longest carbon chain and a triple bond at ${\text{C}}_{\text{2}}$ position. Thus, the triple bond containing seven membered long chain of carbon is known to be $\text{2}-\text{heptyne}$. Two methyl groups are present at ${\text{C}}_{\text{5}}$ and ${\text{C}}_{\text{6}}$ positions. Hence, the IUPAC name of the given compound is $5,6-\text{dimethylhept}-2-\text{yne}$.

Conclusion

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

Interpretation Introduction

(b)

Interpretation: The structure corresponding to the given name, $5-tert-\text{butyl}-6,6-\text{dimethylinon}-3-\text{yne}$ is to be identified.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The full form of IUPAC is International Union of Pure and Applied Chemistry. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 11.27P

The structure corresponding to the given name, $5-tert-\text{butyl}-6,6-\text{dimethylnon}-3-\text{yne}$ is,

Explanation of Solution

The structure corresponding to the given name, $5-tert-\text{butyl}-6,6-\text{dimethylnon}-3-\text{yne}$ is shown as,

Figure 2

This compound contains nine carbon atoms in the longest carbon chain and a triple bond at ${\text{C}}_{\text{3}}$ position. Thus, the triple bond containing nine membered long chain of carbon is known to be $\text{non}-3-\text{yne}$. A tertiary butyl group is present at ${\text{C}}_{\text{5}}$ position. Two methyl groups are present at ${\text{C}}_{\text{6}}$ position. Hence, the IUPAC name of the given compound is $5-tert-\text{butyl}-6,6-\text{dimethylnon}-3-\text{yne}$.

Conclusion

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

Interpretation Introduction

(c)

Interpretation: The structure corresponding to the given name, $\left(S\right)-4-\text{chloropent}-2-\text{yne}$ is to be identified.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The full form of IUPAC is International Union of Pure and Applied Chemistry. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 11.27P

The structure corresponding to the given name, $\left(S\right)-4-\text{chloropent}-2-\text{yne}$ is,

Explanation of Solution

The structure corresponding to the given name, $\left(S\right)-4-\text{chloropent}-2-\text{yne}$ is shown as,

Figure 3

This compound contains five carbon atoms in the longest carbon chain and a triple bond at ${\text{C}}_{\text{2}}$ position. Thus, the triple bond containing five membered long chain of carbon is known to be $\text{pent}-2-\text{yne}$. A chlorine substituent is present at ${\text{C}}_{\text{4}}$ position. The S-configuration is assigned at ${\text{C}}_{\text{4}}$ position after putting chlorine at wedge bond and hydrogen atom at hashed bond. Hence, the IUPAC name of the given compound is $\left(S\right)-4-\text{chloropent}-2-\text{yne}$.

Conclusion

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

Interpretation Introduction

(d)

Interpretation: The structure corresponding to the given name, $cis-1-\text{ethynyl}-2-\text{methylcyclopentane}$ is to be identified.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The full form of IUPAC is International Union of Pure and Applied Chemistry. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 11.27P

The structure corresponding to the given name, $cis-1-\text{ethynyl}-2-\text{methylcyclopentane}$ is,

Explanation of Solution

The structure corresponding to the given name, $cis-1-\text{ethynyl}-2-\text{methylcyclopentane}$ is shown as,

Figure 4

This compound contains five carbon atoms arranged in a cyclic carbon chain and a triple bond is present outside the cyclic chain. Thus, the five membered cyclic chain of carbon is known to be cyclopentane. One ethynyl group is present at ${\text{C}}_{\text{1}}$ position and one methyl group is present at ${\text{C}}_{\text{2}}$ position. The cis-configuration is assigned by placing both ethynyl and methyl group at wedge bonds. Hence, the IUPAC name of this compound is $cis-1-\text{ethynyl}-2-\text{methylcyclopentane}$.

Conclusion

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

Interpretation Introduction

(e)

Interpretation: The structure corresponding to the given name, $3,4-\text{dimethylocta}-1,5-\text{diyne}$ is to be identified.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The full form of IUPAC is International Union of Pure and Applied Chemistry. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 11.27P

The structure corresponding to the given name, $3,4-\text{dimethylocta}-1,5-\text{diyne}$ is,

Explanation of Solution

The structure corresponding to the given name, $3,4-\text{dimethylocta}-1,5-\text{diyne}$ is shown as,

Figure 5

This compound contains eight carbon atoms arranged in a longest carbon chain and two triple bonds are present at ${\text{C}}_{\text{1}}$ and ${\text{C}}_{\text{5}}$ positions. Thus, the triple bond containing eight membered long chain of carbon is known to be $\text{octa}-1,5-\text{diyne}$. Two methyl groups are present at ${\text{C}}_{\text{3}}$ and ${\text{C}}_{\text{4}}$ positions. Hence, the IUPAC name of this compound is $3,4-\text{dimethylocta}-1,5-\text{diyne}$.

Conclusion

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

Interpretation Introduction

(f)

Interpretation: The structure corresponding to the given name, $\left(Z\right)-6-\text{methylocta}-6-\text{ene}-1-\text{yne}$ is to be identified.

Concept introduction: The systematic naming of organic compound is given by IUPAC. The full form of IUPAC is International Union of Pure and Applied Chemistry. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.

Answer to Problem 11.27P

The structure corresponding to the given name, $\left(Z\right)-6-\text{methylocta}-6-\text{ene}-1-\text{yne}$ is,

Explanation of Solution

The structure corresponding to the given name, $\left(Z\right)-6-\text{methylocta}-6-\text{ene}-1-\text{yne}$ is shown as,

Figure 6

This compound contains eight carbon atoms arranged in a longest carbon chain, one double bond at ${\text{C}}_{\text{6}}$ position and one triple bond are present at ${\text{C}}_{\text{1}}$ position. Thus, the double and triple bonds containing eight membered long chain of carbon is known to be $\text{octa}-6-\text{ene}-1-\text{yne}$. One methyl group is present at ${\text{C}}_{\text{6}}$ position. The (Z)-configuration is assigned at ${\text{C}}_{\text{6}}$ position by placing two groups of high priority at the same side around the double bond. Hence, the IUPAC name of this compound is $\left(Z\right)-6-\text{methylocta}-6-\text{ene}-1-\text{yne}$.

Conclusion

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