Chapter 17, Problem 17.114EP

(a)

Interpretation Introduction

Interpretation:

Structural formula for N,N-diethylpropanamide has to be drawn.

Concept Introduction:

Structure of the amide can be drawn from the IUPAC name.  In the IUPAC name, the parent chain of carbon atom can be identified and then the substituents present in it can also be identified.  With this information, the structure for the given compound can be drawn.  In an amide the counting has to be always from the carbonyl carbon that is given the number 1.

The structural representation of organic compound can be done in 2D and 3D.  In two-dimensional representation, there are four types of representation in which an organic compound can be drawn.  They are,

• Expanded structural formula
• Condensed structural formula
• Skeletal structural formula
• Line-angle structural formula

Structural formula which shows all the atoms in a molecule along with all the bonds that is connecting the atoms present in the molecule is known as Expanded structural formula.

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Structural formula that shows the bonding between carbon atoms alone in the molecule ignoring the hydrogen atoms being shown explicitly is known as Skeletal structural formula.

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula.

Answer to Problem 17.114EP

The structural formula for N,N-diethylpropanamide is,

Explanation of Solution

The given name of the compound is N,N-diethylpropanamide.  From the name it is understood that the parent carbon chain is propane and it contains three carbon atoms.  The parent chain can be drawn as shown below,

As the given compound is an amide, one of the carbon atoms has to be carbonyl group and a nitrogen atom has to be attached to the carbonyl carbon atom.

The substituents present in the given name are two ethyl groups on the nitrogen atom.  This gives the structure of the given compound as shown below,

Conclusion

Structural formula for the given N,N-diethylpropanamide is drawn.

(b)

Interpretation Introduction

Interpretation:

Structural formula for $\beta$-methylbutyramide has to be drawn.

Concept Introduction:

Structure of the amide can be drawn from the IUPAC name.  In the IUPAC name, the parent chain of carbon atom can be identified and then the substituents present in it can also be identified.  With these information, the structure for the given compound can be drawn.  In an amide the counting has to be always from the carbonyl carbon that is given the number 1.

The structural representation of organic compound can be done in 2D and 3D.  In two-dimensional representation, there are four types of representation in which an organic compound can be drawn.  They are,

• Expanded structural formula
• Condensed structural formula
• Skeletal structural formula
• Line-angle structural formula

Structural formula which shows all the atoms in a molecule along with all the bonds that is connecting the atoms present in the molecule is known as Expanded structural formula.

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Structural formula that shows the bonding between carbon atoms alone in the molecule ignoring the hydrogen atoms being shown explicitly is known as Skeletal structural formula.

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula.

Answer to Problem 17.114EP

The structural formula for $\beta$-methylbutyramide is,

Explanation of Solution

The given name of the compound is $\beta$-methylbutyramide.  From the name it is understood that the parent carbon chain is butane and it contains four carbon atoms.  The parent chain can be drawn as shown below,

As the given compound is an amide, one of the carbon atom has to be carbonyl group and a nitrogen atom has to be attached to the carbonyl carbon atom.

The substituent present in the given name is a methyl groups on the beta carbon atom.  This gives the structure of the given compound as shown below,

Conclusion

Structural formula for the given $\beta$-methylbutyramide is drawn.

(c)

Interpretation Introduction

Interpretation:

Structural formula for N-methylbenzamide has to be drawn.

Concept Introduction:

Structure of the amide can be drawn from the IUPAC name.  In the IUPAC name, the parent chain of carbon atom can be identified and then the substituents present in it can also be identified.  With these information, the structure for the given compound can be drawn.  In an amide the counting has to be always from the carbonyl carbon that is given the number 1.

The structural representation of organic compound can be done in 2D and 3D.  In two-dimensional representation, there are four types of representation in which an organic compound can be drawn.  They are,

• Expanded structural formula
• Condensed structural formula
• Skeletal structural formula
• Line-angle structural formula

Structural formula which shows all the atoms in a molecule along with all the bonds that is connecting the atoms present in the molecule is known as Expanded structural formula.

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Structural formula that shows the bonding between carbon atoms alone in the molecule ignoring the hydrogen atoms being shown explicitly is known as Skeletal structural formula.

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula.

Answer to Problem 17.114EP

The structural formula for N-methylbenzamide is,

Explanation of Solution

The given name of the compound is N-methylbenzamide.  From the name it is understood that the parent carbon chain is benzene and it contains six carbon atoms.  The parent chain can be drawn as shown below,

The name itself says that an amide group is attached to a benzene ring.  On the nitrogen atom of the amide group, a methyl group is present as substituent.

Conclusion

Structural formula for the given N-methylbenzamide is drawn.

(d)

Interpretation Introduction

Interpretation:

Structural formula for $\beta ,\beta ,N$-trimethylbutyramide has to be drawn.

Concept Introduction:

Structure of the amide can be drawn from the IUPAC name.  In the IUPAC name, the parent chain of carbon atom can be identified and then the substituents present in it can also be identified.  With these information, the structure for the given compound can be drawn.  In an amide the counting has to be always from the carbonyl carbon that is given the number 1.

The structural representation of organic compound can be done in 2D and 3D.  In two-dimensional representation, there are four types of representation in which an organic compound can be drawn.  They are,

• Expanded structural formula
• Condensed structural formula
• Skeletal structural formula
• Line-angle structural formula

Structural formula which shows all the atoms in a molecule along with all the bonds that is connecting the atoms present in the molecule is known as Expanded structural formula.

Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.

Structural formula that shows the bonding between carbon atoms alone in the molecule ignoring the hydrogen atoms being shown explicitly is known as Skeletal structural formula.

Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula.

Answer to Problem 17.114EP

The structural formula for $\beta ,\beta ,N$-trimethylbutyramide is,

Explanation of Solution

The given name of the compound is $\beta ,\beta ,N$-trimethylbutyramide.  From the name it is understood that the parent carbon chain is butane and it contains four carbon atoms.  The parent chain can be drawn as shown below,

As the given compound is an amide, one of the carbon atom has to be carbonyl group and a nitrogen atom has to be attached to the carbonyl carbon atom.

The substituents present in the given name are three methyl groups.  Out of this two on beta carbon atom and one on nitrogen atom.  This gives the structure of the given compound as shown below,

Conclusion

Structural formula for the given $\beta ,\beta ,N$-trimethylbutyramide is drawn.