Chapter 14, Problem 14.3P

Interpretation Introduction

(a)

Interpretation:

The substitutive name and common name of ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{C}\equiv \text{CH}$ are to be stated.

Concept introduction:

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Rules for writing IUPAC name from the structural formula are given below.

• First, identify the longest carbon chain.
• The next step is to identify the groups attached to the longest chain.
• Identify the position, location, and a number of the substituents bonded to the carbon chain.
• Use prefix di, tri, tetra if the same type of substituents is present.
• Name the substituents in alphabetical order.

Answer to Problem 14.3P

The common name of the compound ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{C}\equiv \text{CH}$ is butyl acetylene. The substitutive name of the compound is $1\text{-hexyne}$.

Explanation of Solution

The compound ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{C}\equiv \text{CH}$ has an acetylene group $\left(-\text{C}\equiv \text{CH}\right)$ in it which is attached to a four-carbon atom chain termed as butyl group. Therefore, the common name of the compound ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{C}\equiv \text{CH}$ is butyl acetylene.

The compound ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{C}\equiv \text{CH}$ has six carbon atom in the longest chain. Therefore, hex- will be used in prefix. The number of the carbon atoms will be started from the carbon atom which forms a triple bond.

The number on the carbon atoms in the compound is shown below.

$\underset{6}{\text{C}}{\text{H}}_{\text{3}}\underset{5}{\text{C}}{\text{H}}_{\text{2}}\underset{4}{\text{C}}{\text{H}}_{\text{2}}\underset{3}{\text{C}}{\text{H}}_{\text{2}}\underset{2}{\text{C}}\equiv \underset{1}{\text{C}}\text{H}$

The compound is alkyne. Therefore, -yne will be present as the suffix. The triple bond is present on the first carbon atom. The compound has six carbon atom long chain. Therefore, the substitutive name of the compound is $1\text{-hexyne}$.

Conclusion

The common name of the compound ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{C}\equiv \text{CH}$ is butyl acetylene. The substitutive name of the compound is $1\text{-hexyne}$.

Interpretation Introduction

(b)

Interpretation:

The substitutive name and common name of ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{C}\equiv {\text{CCH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{3}}$ are to be stated.

Concept introduction:

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Rules for writing IUPAC name from the structural formula are given below.

• First, identify the longest carbon chain.
• The next step is to identify the groups attached to the longest chain.
• Identify the position, location, and a number of the substituents bonded to the carbon chain.
• Use prefix di, tri, tetra if the same type of substituents is present.
• Name the substituents in alphabetical order.

Answer to Problem 14.3P

The common name of the compound ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{C}\equiv {\text{CCH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{3}}$ is dibutyl acetylene. The substitutive name of the compound is $5\text{-decyne}$.

Explanation of Solution

The compound ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{C}\equiv {\text{CCH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{3}}$ has a acetylene group $\left(-\text{C}\equiv \text{C}-\right)$ in it which is attached to two four-carbon atom chain termed as butyl group. Therefore, the common name of the compound ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{C}\equiv {\text{CCH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{3}}$ is dibutyl acetylene.

The compound ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{C}\equiv {\text{CCH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{3}}$ has ten carbon atom in the longest chain. Therefore, dec- will be used in prefix. The number of the carbon atoms will be started from the carbon atom which gives the lowest number to triple bond in the chain.

The number on the carbon atoms in the compound is shown below.

$\underset{1}{\text{C}}{\text{H}}_{\text{3}}\underset{2}{\text{C}}{\text{H}}_{\text{2}}\underset{3}{\text{C}}{\text{H}}_{\text{2}}\underset{4}{\text{C}}{\text{H}}_{\text{2}}\underset{5}{\text{C}}\equiv \underset{6}{\text{C}}\underset{7}{\text{C}}{\text{H}}_{\text{2}}\underset{8}{\text{C}}{\text{H}}_{\text{2}}\underset{9}{\text{C}}{\text{H}}_{\text{2}}\underset{10}{\text{C}}{\text{H}}_{\text{3}}$

The compound is alkyne. Therefore, -yne will be present as the suffix. The triple bond is present on the fifth carbon atom. The compound has ten-carbon atom long chain. Therefore, the substitutive name of the compound is $5\text{-decyne}$.

Conclusion

The common name of the compound ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{C}\equiv \text{CH}$ is dibutyl acetylene. The substitutive name of the compound is $5\text{-decyne}$.

Interpretation Introduction

(c)

Interpretation:

The substitutive name of compound is to be stated.

Concept introduction:

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Rules for writing IUPAC name from the structural formula are given below.

• First, identify the longest carbon chain.
• The next step is to identify the groups attached to the longest chain.
• Identify the position, location, and a number of the substituents bonded to the carbon chain.
• Use prefix di, tri, tetra if the same type of substituents is present.
• Name the substituents in alphabetical order.

Answer to Problem 14.3P

The substitutive name of the given compound is $2\text{-methyl-3-pentyn-2-ol}$.

Explanation of Solution

The structure of the given compound is shown below.

Figure 1

The compound has five carbon atom in the longest chain. Therefore, pent- will be used in the root name. The number of the carbon atoms will be started from the carbon atom which gives the lowest number to hydroxyl group in the chain.

The number on the carbon atoms in the compound is shown below.

Figure 2

The compound has methyl group and hydroxyl group. Therefore, -yne will be present as primary suffix and –ol will be present on as secondary suffix. The methyl group is resent at the second carbon. Therefore, methyl will be used as prefix. The triple bond is present on the third carbon atom and hydroxyl group is present on the second carbon atom. Therefore, the substitutive name of the compound is $2\text{-methyl-3-pentyn-2-ol}$.

Conclusion

The substitutive name of the given compound is $2\text{-methyl-3-pentyn-2-ol}$.

Interpretation Introduction

(d)

Interpretation:

The substitutive name of compound is to be stated.

Concept introduction:

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Rules for writing IUPAC name from the structural formula are given below.

• First, identify the longest carbon chain.
• The next step is to identify the groups attached to the longest chain.
• Identify the position, location, and a number of the substituents bonded to the carbon chain.
• Use prefix di, tri, tetra if the same type of substituents is present.
• Name the substituents in alphabetical order.

Answer to Problem 14.3P

The substitutive name of the compound is $\text{7-methoxy-3-propyl-5-hepten-1-yne}$.

Explanation of Solution

The structure of the given compound is shown below.

Figure 3

The compound has seven carbon atom in the longest chain. Therefore, hept- will be used in root name. The number of the carbon atoms will be started from the carbon atom which gives lowest number to propyl group in the chain.

The number on the carbon atoms in the compound is shown below.

Figure 4

The compound has propyl group and methoxy group. Therefore, methoxy and propyl will be present as suffix. The propyl group is present at the third carbon. The triple bond is present on the first carbon atom and double bond is present at the fifth carbon atom. Therefore, the substitutive name of the compound is $\text{7-methoxy-3-propyl-5-hepten-1-yne}$.

Conclusion

The substitutive name of the given compound is $\text{7-methoxy-3-propyl-5-hepten-1-yne}$.

Interpretation Introduction

(e)

Interpretation:

The substitutive name of compound is to be stated.

Concept introduction:

The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of the organic compound is correctly interpreted from the name.

Rules for writing IUPAC name from the structural formula are given below.

• First, identify the longest carbon chain.
• The next step is to identify the groups attached to the longest chain.
• Identify the position, location, and a number of the substituents bonded to the carbon chain.
• Use prefix di, tri, tetra if the same type of substituents is present.
• Name the substituents in alphabetical order.

Answer to Problem 14.3P

The substitutive name of the given compound is $\text{1-penten-4-yn-3-ol}$.

Explanation of Solution

The structure of the given compound is shown below.

Figure 5

The compound has five carbon atom in the longest chain. Therefore, pent- will be used in root name. The number of the carbon atoms will be started from the carbon atom which gives lowest number to double bond in the chain.

The number on the carbon atoms in the compound is shown below.

Figure 6

The compound has hydroxyl group. Therefore, hydroxyl will be present as prefix. The hydroxyl group is present at the third carbon. The triple bond is present on the fifth carbon atom and double bond is present at the first carbon atom. Therefore, the substitutive name of the compound is $\text{1-penten-4-yn-3-ol}$.

Conclusion

The substitutive name of the given compound is $\text{1-penten-4-yn-3-ol}$.