Chapter 4, Problem 4.10P

Give the IUPAC name for each compound.

a. ${\left({\text{CH}}_{\text{3}}\right)}_{\text{3}}{\text{CCH}}_{\text{2}}\text{CH}{\left({\text{CH}}_{\text{2}}{\text{CH}}_{\text{3}}\right)}_{\text{2}}$

b. ${\text{CH}}_{\text{3}}{\left({\text{CH}}_{\text{2}}\right)}_{\text{3}}\text{CH}\left({\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{3}}\right)\text{CH}{\left({\text{CH}}_{\text{3}}\right)}_{\text{2}}$

c.

d.

Interpretation Introduction

(a)

Interpretation: The IUPAC name of the given 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 organic compound is correctly interpreted from the name.

Rules for writing IUPAC name from structural formula are:

1. First identify the longest carbon chain.

2. The next step is to identify the groups attached to the longest chain.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

4. Use prefix di, tri, tetra if same type of substituent is present.

5. Name the substituents in alphabetical order.

Answer to Problem 4.10P

The IUPAC name of the given compound is $\text{4-ethyl-2, 2-dimethylhexane}$.

Explanation of Solution

The given compound is ${\left({\text{CH}}_{\text{3}}\right)}_{\text{3}}{\text{CCH}}_{\text{2}}\text{CH}{\left({\text{CH}}_{\text{2}}{\text{CH}}_{\text{3}}\right)}_{\text{2}}$. The skeletal structure of the given compound is,

Figure 1

One should follow the given four steps to give the IUPAC name of a compound.

The first step is naming of longest parent chain.

Figure 2

The second step is numbering of chain.

Figure 3

The third step is naming and numbering of substituents.

Figure 4

The fourth step is combining of all parts.

$\begin{array}{ccccc}\begin{array}{c}\text{Substituents}\text{name}\text{and}\\ \text{numbers}\end{array}& +& \text{Parent}& +& \text{Suffix}\\ \text{4-ethyl-2, 2-dimethyl}& +& \text{hex}& +& \text{ane}\\ \left(\begin{array}{l}\text{Alphabetical}\text{order:}\\ \text{'e'}\text{for}\text{ethyl,}\text{then}\text{'}\text{m'}\text{for}\text{methyl}\end{array}\right)& & 6\text{C's}& & \text{an}\text{alkane}\end{array}$

Thus, the IUPAC name of the given compound is $\text{4-ethyl-2, 2-dimethylhexane}$.

Conclusion

The IUPAC name of the given compound is $\text{4-ethyl-2, 2-dimethylhexane}$.

Interpretation Introduction

(b)

Interpretation: The IUPAC name of the given 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 organic compound is correctly interpreted from the name.

Rules for writing IUPAC name from structural formula are:

1. First identify the longest carbon chain.

2. The next step is to identify the groups attached to the longest chain.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

4. Use prefix di, tri, tetra if same type of substituent is present.

5. Name the substituents in alphabetical order.

Answer to Problem 4.10P

The IUPAC name of the given compound is $\text{4-isopropyloctane}$.

Explanation of Solution

The given compound is ${\text{CH}}_{\text{3}}{\left({\text{CH}}_{\text{2}}\right)}_{\text{3}}\text{CH}\left({\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{3}}\right)\text{CH}{\left({\text{CH}}_{\text{3}}\right)}_{\text{2}}$. The skeletal structure of the given compound is,

Figure 9

One should follow the given four steps to give the IUPAC name of a compound.

The first step is naming of longest parent chain.

Figure 10

The second step is numbering of chain.

Figure 11

The third step is naming and numbering of substituents.

Figure 12

The fourth step is combining of all parts.

$\begin{array}{ccccc}\begin{array}{c}\text{Substituents}\text{name}\text{and}\\ \text{numbers}\end{array}& +& \text{Parent}& +& \text{Suffix}\\ \text{4-isopropyl}& +& \text{oct}& +& \text{ane}\\ & & 8\text{C's}& & \text{an}\text{alkane}\end{array}$

Thus, the IUPAC name of the given compound is $\text{4-isopropyloctane}$.

Conclusion

The IUPAC name of the given compound is $\text{4-isopropyloctane}$.

Interpretation Introduction

(c)

Interpretation: The IUPAC name of the given 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 organic compound is correctly interpreted from the name.

Rules for writing IUPAC name from structural formula are:

1. First identify the longest carbon chain.

2. The next step is to identify the groups attached to the longest chain.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

4. Use prefix di, tri, tetra if same type of substituent is present.

5. Name the substituents in alphabetical order.

Answer to Problem 4.10P

The IUPAC name of the given compound is $\text{3-ethyl-2, 5-dimethylheptane}$.

Explanation of Solution

The given compound is,

Figure 5

One should follow the given four steps to give the IUPAC name of a compound.

The first step is naming of longest parent chain.

Figure 6

The second step is numbering of chain.

Figure 7

The third step is naming and numbering of substituents.

Figure 8

The fourth step is combining of all parts.

$\begin{array}{ccccc}\begin{array}{c}\text{Substituents}\text{name}\text{and}\\ \text{numbers}\end{array}& +& \text{Parent}& +& \text{Suffix}\\ \text{3-ethyl-2, 5-dimethyl}& +& \text{hept}& +& \text{ane}\\ \left(\begin{array}{l}\text{Alphabetical}\text{order:}\\ \text{'e'}\text{for}\text{ethyl,}\text{then}\text{'}\text{m'}\text{for}\text{methyl}\end{array}\right)& & 7\text{C's}& & \text{an}\text{alkane}\end{array}$

Thus, the IUPAC name of the given compound is $\text{3-ethyl-2, 5-dimethylheptane}$.

Conclusion

The IUPAC name of the given compound is $\text{3-ethyl-2, 5-dimethylheptane}$.

Interpretation Introduction

(d)

Interpretation: The IUPAC name of the given 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 organic compound is correctly interpreted from the name.

Rules for writing IUPAC name from structural formula are:

1. First identify the longest carbon chain.

2. The next step is to identify the groups attached to the longest chain.

3. Identify the position, location, and number of the substituent bonded to the carbon chain.

4. Use prefix di, tri, tetra if same type of substituent is present.

5. Name the substituents in alphabetical order.

Answer to Problem 4.10P

The IUPAC name of the given compound is $\text{5-}sec\text{-butyl-3-ethyl-2, 7-dimethyldecane}$.

Explanation of Solution

The given compound is,

Figure 13

One should follow the given four steps to give the IUPAC name of a compound.

The first step is naming of longest parent chain.

Figure 14

The second step is numbering of chain.

Figure 15

The third step is naming and numbering of substituents.

Figure 16

The fourth step is combining of all parts.

$\begin{array}{ccccc}\begin{array}{c}\text{Substituents}\text{name}\text{and}\\ \text{numbers}\end{array}& +& \text{Parent}& +& \text{Suffix}\\ \text{5-}sec\text{-butyl-3-ethyl-2, 7-dimethyl}& +& \text{dec}& +& \text{ane}\\ \left(\begin{array}{l}\text{Alphabetical}\text{order:}\\ \text{b}\text{for}\text{butyl,}\text{then}\text{'e'}\text{for}\text{ethyl,}\text{and}\text{'}\text{m'}\text{for}\text{methyl}\end{array}\right)& & 10\text{C's}& & \text{an}\text{alkane}\end{array}$

Thus, the IUPAC name of the given compound is $\text{5-}sec\text{-butyl-3-ethyl-2, 7-dimethyldecane}$

Conclusion

The IUPAC name of the given compound is $\text{5-}sec\text{-butyl-3-ethyl-2, 7-dimethyldecane}$.