Organic And Biological Chemistry
Organic And Biological Chemistry
7th Edition
ISBN: 9781305081079
Author: STOKER, H. Stephen (howard Stephen)
Publisher: Cengage Learning,
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Chapter 6, Problem 6.114EP

(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.

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  1

(a)

Expert Solution
Check Mark

Answer to Problem 6.114EP

The structural formula for N,N-diethylpropanamide is,

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  2

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,

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  3

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.

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  4

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,

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  5

Conclusion

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

(b)

Interpretation Introduction

Interpretation:

Structural formula for β-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.

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  6

(b)

Expert Solution
Check Mark

Answer to Problem 6.114EP

The structural formula for β-methylbutyramide is,

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  7

Explanation of Solution

The given name of the compound is β-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,

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  8

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.

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  9

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,

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  10

Conclusion

Structural formula for the given β-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.

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  11

(c)

Expert Solution
Check Mark

Answer to Problem 6.114EP

The structural formula for N-methylbenzamide is,

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  12

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,

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  13

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.

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  14

Conclusion

Structural formula for the given N-methylbenzamide is drawn.

(d)

Interpretation Introduction

Interpretation:

Structural formula for β,β,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.

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  15

(d)

Expert Solution
Check Mark

Answer to Problem 6.114EP

The structural formula for β,β,N-trimethylbutyramide is,

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  16

Explanation of Solution

The given name of the compound is β,β,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,

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  17

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.

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  18

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,

Organic And Biological Chemistry, Chapter 6, Problem 6.114EP , additional homework tip  19

Conclusion

Structural formula for the given β,β,N-trimethylbutyramide is drawn.

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Students have asked these similar questions
Draw condensed and skeletal structures for each of the following amines a. 2-methyl-N-propyl-1-propanamine b. N-ethylethanamine c. 5-methyl-1-hexanamine d. methyldipropylaminee. e. N,N-dimethyl-3-pentanamine  f. cyclohexylethylmethylamine
The hydrolysis of an amide in acidic conditions forms       A. a carboxylate salt and an alcohol       B. a carboxylate salt and an amine       C. an alcohol and an amine salt (an ammonium ion)       D. a carboxylic acid and an amine salt (an ammonium ion)
Cyclic amides are called which of the following?  a. lactams  b. lactanes  c. lactones  d. lactines

Chapter 6 Solutions

Organic And Biological Chemistry

Ch. 6.4 - Prob. 1QQCh. 6.4 - Prob. 2QQCh. 6.5 - Prob. 1QQCh. 6.5 - Prob. 2QQCh. 6.5 - Prob. 3QQCh. 6.6 - Prob. 1QQCh. 6.6 - Prob. 2QQCh. 6.6 - Prob. 3QQCh. 6.7 - Prob. 1QQCh. 6.7 - Prob. 2QQCh. 6.7 - Prob. 3QQCh. 6.8 - Prob. 1QQCh. 6.8 - Prob. 2QQCh. 6.8 - Prob. 3QQCh. 6.8 - Prob. 4QQCh. 6.9 - Prob. 1QQCh. 6.9 - Prob. 2QQCh. 6.10 - Prob. 1QQCh. 6.10 - Prob. 2QQCh. 6.10 - Prob. 3QQCh. 6.10 - Prob. 4QQCh. 6.11 - Prob. 1QQCh. 6.11 - Prob. 2QQCh. 6.11 - Prob. 3QQCh. 6.12 - Prob. 1QQCh. 6.12 - Prob. 2QQCh. 6.12 - Prob. 3QQCh. 6.12 - Prob. 4QQCh. 6.13 - Prob. 1QQCh. 6.13 - Prob. 2QQCh. 6.13 - Prob. 3QQCh. 6.13 - Prob. 4QQCh. 6.14 - Prob. 1QQCh. 6.14 - Prob. 2QQCh. 6.14 - Prob. 3QQCh. 6.15 - Prob. 1QQCh. 6.15 - Prob. 2QQCh. 6.16 - Prob. 1QQCh. 6.16 - Prob. 2QQCh. 6.16 - Prob. 3QQCh. 6.17 - Prob. 1QQCh. 6.17 - Prob. 2QQCh. 6.17 - Prob. 3QQCh. 6.18 - Prob. 1QQCh. 6.18 - Prob. 2QQCh. 6.18 - Prob. 3QQCh. 6.19 - Prob. 1QQCh. 6.19 - Prob. 2QQCh. 6.19 - Prob. 3QQCh. 6.19 - Prob. 4QQCh. 6 - Prob. 6.1EPCh. 6 - Prob. 6.2EPCh. 6 - Prob. 6.3EPCh. 6 - Prob. 6.4EPCh. 6 - Prob. 6.5EPCh. 6 - Prob. 6.6EPCh. 6 - Prob. 6.7EPCh. 6 - Indicate whether or not each of the following...Ch. 6 - Indicate whether each of the compounds in Problem...Ch. 6 - Prob. 6.10EPCh. 6 - Prob. 6.11EPCh. 6 - Prob. 6.12EPCh. 6 - Prob. 6.13EPCh. 6 - Prob. 6.14EPCh. 6 - Prob. 6.15EPCh. 6 - Prob. 6.16EPCh. 6 - Prob. 6.17EPCh. 6 - Assign an IUPAC name to each of the following...Ch. 6 - Prob. 6.19EPCh. 6 - Prob. 6.20EPCh. 6 - Prob. 6.21EPCh. 6 - Prob. 6.22EPCh. 6 - Prob. 6.23EPCh. 6 - Prob. 6.24EPCh. 6 - Prob. 6.25EPCh. 6 - Classify each of the following compounds as a 1...Ch. 6 - Prob. 6.27EPCh. 6 - Prob. 6.28EPCh. 6 - Prob. 6.29EPCh. 6 - Prob. 6.30EPCh. 6 - Prob. 6.31EPCh. 6 - Prob. 6.32EPCh. 6 - Prob. 6.33EPCh. 6 - Prob. 6.34EPCh. 6 - Determine the maximum number of hydrogen bonds...Ch. 6 - Prob. 6.36EPCh. 6 - Although they have similar molecular masses (73...Ch. 6 - Prob. 6.38EPCh. 6 - Prob. 6.39EPCh. 6 - Prob. 6.40EPCh. 6 - Show the structures of the missing substance(s) in...Ch. 6 - Prob. 6.42EPCh. 6 - Prob. 6.43EPCh. 6 - Prob. 6.44EPCh. 6 - Prob. 6.45EPCh. 6 - Prob. 6.46EPCh. 6 - Prob. 6.47EPCh. 6 - Prob. 6.48EPCh. 6 - Prob. 6.49EPCh. 6 - Prob. 6.50EPCh. 6 - Prob. 6.51EPCh. 6 - Prob. 6.52EPCh. 6 - Prob. 6.53EPCh. 6 - Prob. 6.54EPCh. 6 - Prob. 6.55EPCh. 6 - Prob. 6.56EPCh. 6 - Prob. 6.57EPCh. 6 - Prob. 6.58EPCh. 6 - Prob. 6.59EPCh. 6 - Prob. 6.60EPCh. 6 - Prob. 6.61EPCh. 6 - Prob. 6.62EPCh. 6 - Prob. 6.63EPCh. 6 - Prob. 6.64EPCh. 6 - Prob. 6.65EPCh. 6 - Prob. 6.66EPCh. 6 - Prob. 6.67EPCh. 6 - Prob. 6.68EPCh. 6 - Prob. 6.69EPCh. 6 - Prob. 6.70EPCh. 6 - Prob. 6.71EPCh. 6 - Prob. 6.72EPCh. 6 - Prob. 6.73EPCh. 6 - Prob. 6.74EPCh. 6 - Name each of the salts in Problem 17-71. a....Ch. 6 - Prob. 6.76EPCh. 6 - Indicate whether or not each of the following...Ch. 6 - Prob. 6.78EPCh. 6 - Prob. 6.79EPCh. 6 - Prob. 6.80EPCh. 6 - Prob. 6.81EPCh. 6 - Prob. 6.82EPCh. 6 - Prob. 6.83EPCh. 6 - Prob. 6.84EPCh. 6 - Prob. 6.85EPCh. 6 - Prob. 6.86EPCh. 6 - Prob. 6.87EPCh. 6 - Prob. 6.88EPCh. 6 - Prob. 6.89EPCh. 6 - Prob. 6.90EPCh. 6 - Prob. 6.91EPCh. 6 - Indicate whether each of the following statements...Ch. 6 - Prob. 6.93EPCh. 6 - Prob. 6.94EPCh. 6 - Prob. 6.95EPCh. 6 - Prob. 6.96EPCh. 6 - Prob. 6.97EPCh. 6 - Prob. 6.98EPCh. 6 - Indicate whether or not each of the following...Ch. 6 - Prob. 6.100EPCh. 6 - Classify each of the following amides as...Ch. 6 - Classify each of the following amides as...Ch. 6 - Prob. 6.103EPCh. 6 - Prob. 6.104EPCh. 6 - Prob. 6.105EPCh. 6 - Prob. 6.106EPCh. 6 - Prob. 6.107EPCh. 6 - Assign an IUPAC name to each of the following...Ch. 6 - Prob. 6.109EPCh. 6 - Prob. 6.110EPCh. 6 - Prob. 6.111EPCh. 6 - Prob. 6.112EPCh. 6 - Prob. 6.113EPCh. 6 - Prob. 6.114EPCh. 6 - Prob. 6.115EPCh. 6 - Prob. 6.116EPCh. 6 - Prob. 6.117EPCh. 6 - Prob. 6.118EPCh. 6 - Prob. 6.119EPCh. 6 - Prob. 6.120EPCh. 6 - Prob. 6.121EPCh. 6 - Prob. 6.122EPCh. 6 - Prob. 6.123EPCh. 6 - Prob. 6.124EPCh. 6 - Prob. 6.125EPCh. 6 - Prob. 6.126EPCh. 6 - Prob. 6.127EPCh. 6 - Prob. 6.128EPCh. 6 - Prob. 6.129EPCh. 6 - Prob. 6.130EPCh. 6 - Prob. 6.131EPCh. 6 - Prob. 6.132EPCh. 6 - Prob. 6.133EPCh. 6 - Prob. 6.134EPCh. 6 - Prob. 6.135EPCh. 6 - Prob. 6.136EPCh. 6 - Prob. 6.137EPCh. 6 - Prob. 6.138EPCh. 6 - Prob. 6.139EPCh. 6 - Prob. 6.140EPCh. 6 - Prob. 6.141EPCh. 6 - Prob. 6.142EPCh. 6 - Prob. 6.143EPCh. 6 - Prob. 6.144EPCh. 6 - Prob. 6.145EPCh. 6 - Draw the structure of the nitrogen-containing...Ch. 6 - Prob. 6.147EPCh. 6 - Prob. 6.148EPCh. 6 - Prob. 6.149EPCh. 6 - Prob. 6.150EPCh. 6 - Prob. 6.151EPCh. 6 - Prob. 6.152EPCh. 6 - Prob. 6.153EPCh. 6 - Prob. 6.154EP
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