Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 3, Problem 3.23P

Identify the functional groups in each molecule. Classify each alcohol, alkyl halide,

amide, and amine as 1 ° , 2 ° , or 3 ° .

a. Chapter 3, Problem 3.23P, 3.32 Identify the functional groups in each molecule. Classify each alcohol, alkyl halide, 
amide, , example  1 c. Chapter 3, Problem 3.23P, 3.32 Identify the functional groups in each molecule. Classify each alcohol, alkyl halide, 
amide, , example  2 e. Chapter 3, Problem 3.23P, 3.32 Identify the functional groups in each molecule. Classify each alcohol, alkyl halide, 
amide, , example  3

Darvon ibuprofen penicillin G

(analgesic) (analgesic) (an antibiotic)

b. Chapter 3, Problem 3.23P, 3.32 Identify the functional groups in each molecule. Classify each alcohol, alkyl halide, 
amide, , example  4 d. Chapter 3, Problem 3.23P, 3.32 Identify the functional groups in each molecule. Classify each alcohol, alkyl halide, 
amide, , example  5 f. Chapter 3, Problem 3.23P, 3.32 Identify the functional groups in each molecule. Classify each alcohol, alkyl halide, 
amide, , example  6

pregabalin histrionicotoxin pyrethrin I

trade name Lyrica (poison secreted by a (potent insecticide

(used in treating chronic south American frog) from chrysanthemum)

Pain)

Expert Solution
Check Mark
Interpretation Introduction

(a)

Interpretation: The functional groups present in the given molecule is to be classified and the classification of each alcohol, alkyl halide, amide, and amine as 1°, 2°, or 3° is to be stated.

Concept introduction: The table representing the general formula of different functional groups according to IUPAC convention is given below.

General formula Functional group Functional group name
ROH OH Alcohol
RCHO CHO Aldehyde
RCOR CO Ketone
RNH2 NH2 Amine
ROR O Ether
RCOOR1 COOR1 Ester
RX X(F,Cl,Br) Alkyl halide
C=C = Double bond
RCOOH COOH Carboxylic acid

The classification of alcohols or alkyl halides depend upon the number of carbon atoms attached to the carbon that contains hydroxyl group or alkyl halide. In case of primary alcohol, OH group is attached to 1° carbon atom. Similarly, in case of secondary and tertiary alcohol, OH group is attached to 2° and 3° carbon atom.

The classification of amines or amides also depends upon the number of carbon atoms attached to the carbon that contains nitrogen atom.

Answer to Problem 3.23P

The functional groups present in Darvon are shown below.

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  1

Explanation of Solution

The given compound is,

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  2

Figure 1

The functional groups present in Darvon are amine, ester and aryl group.

The structure of Darvon that shows the labeling of all functional groups is shown below.

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  3

Figure 2

Conclusion

The functional groups present in Darvon and the classification of each alcohol, amide, alkyl halide and amine as primary, secondary, and tertiary are rightfully stated.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The functional groups present in the given molecule is to be classified and the classification of each alcohol, alkyl halide, amide, and amine as 1°, 2°, or 3° is to be stated.

Concept introduction: The table representing the general formula of different functional groups according to IUPAC convention is given below.

General formula Functional group Functional group name
ROH OH Alcohol
RCHO CHO Aldehyde
RCOR CO Ketone
RNH2 NH2 Amine
ROR O Ether
RCOOR1 COOR1 Ester
RX X(F,Cl,Br) Alkyl halide
C=C = Double bond
RCOOH COOH Carboxylic acid

The classification of alcohols or alkyl halides depend upon the number of carbon atoms attached to the carbon that contains hydroxyl group or alkyl halide. In case of primary alcohol, OH group is attached to 1° carbon atom. Similarly, in case of secondary and tertiary alcohol, OH group is attached to 2° and 3° carbon atom.

The classification of amines or amides also depends upon the number of carbon atoms attached to the carbon that contains nitrogen atom.

Answer to Problem 3.23P

The functional groups present in pregabalin are shown below.

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  4

Explanation of Solution

The given structure is,

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  5

Figure 3

The functional groups present in pregabalin are amine, and carboxylic acid.

The structure of pregabalin that shows the classification of all functional group is shown below.

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  6

Figure 4

Conclusion

The functional groups present in pregabalin and the classification of each alcohol, amide, alkyl halide and amine as primary, secondary, and tertiary are rightfully stated.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation: The functional groups present in the given molecule is to be classified and the classification of each alcohol, alkyl halide, amide, and amine as 1°, 2°, or 3° is to be stated.

Concept introduction: The table representing the general formula of different functional groups according to IUPAC convention is given below.

General formula Functional group Functional group name
ROH OH Alcohol
RCHO CHO Aldehyde
RCOR CO Ketone
RNH2 NH2 Amine
ROR O Ether
RCOOR1 COOR1 Ester
RX X(F,Cl,Br) Alkyl halide
C=C = Double bond
RCOOH COOH Carboxylic acid

The classification of alcohols or alkyl halides depend upon the number of carbon atoms attached to the carbon that contains hydroxyl group or alkyl halide. In case of primary alcohol, OH group is attached to 1° carbon atom. Similarly, in case of secondary and tertiary alcohol, OH group is attached to 2° and 3° carbon atom.

The classification of amines or amides also depends upon the number of carbon atoms attached to the carbon that contains nitrogen atom.

Answer to Problem 3.23P

The functional groups present in ibuprofen are shown below.

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  7

Explanation of Solution

The given structure is,

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  8

Figure 5

The functional groups present in ibuprofen are carboxylic acid, alkane and aryl.

The structure of ibuprofen that shows the classification of all functional group is shown below.

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  9

Figure 6

Conclusion

The functional groups present in ibuprofen and the classification of each alcohol, amide, alkyl halide and amine as primary, secondary, and tertiary are rightfully stated.

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation: The functional groups present in the given molecule is to be classified and the classification of each alcohol, alkyl halide, amide, and amine as 1°, 2°, or 3° is to be stated.

Concept introduction: The table representing the general formula of different functional groups according to IUPAC convention is given below.

General formula Functional group Functional group name
ROH OH Alcohol
RCHO CHO Aldehyde
RCOR CO Ketone
RNH2 NH2 Amine
ROR O Ether
RCOOR1 COOR1 Ester
RX X(F,Cl,Br) Alkyl halide
C=C = Double bond
RCOOH COOH Carboxylic acid

The classification of alcohols or alkyl halides depend upon the number of carbon atoms attached to the carbon that contains hydroxyl group or alkyl halide. In case of primary alcohol, OH group is attached to 1° carbon atom. Similarly, in case of secondary and tertiary alcohol, OH group is attached to 2° and 3° carbon atom.

The classification of amines or amides also depends upon the number of carbon atoms attached to the carbon that contains nitrogen atom.

Answer to Problem 3.23P

The functional groups present in histrionicotoxin are shown below.

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  10

Explanation of Solution

The given structure is,

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  11

Figure 7

The functional groups present in histrionicotoxin are alkene, alkyne and alcohol. The structure of histrionicotoxin that shows the labeling of all functional group is shown below.

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  12

Figure 8

Conclusion

The functional groups present in histrionicotoxin and the classification of each alcohol, amide, alkyl halide and amine as primary, secondary, and tertiary are rightfully stated.

Expert Solution
Check Mark
Interpretation Introduction

(e)

Interpretation: The functional groups present in the given molecule is to be classified and the classification of each alcohol, alkyl halide, amide, and amine as 1°, 2°, or 3° is to be stated.

Concept introduction: The table representing the general formula of different functional groups according to IUPAC convention is given below.

General formula Functional group Functional group name
ROH OH Alcohol
RCHO CHO Aldehyde
RCOR CO Ketone
RNH2 NH2 Amine
ROR O Ether
RCOOR1 COOR1 Ester
RX X(F,Cl,Br) Alkyl halide
C=C = Double bond
RCOOH COOH Carboxylic acid

The classification of alcohols or alkyl halides depend upon the number of carbon atoms attached to the carbon that contains hydroxyl group or alkyl halide. In case of primary alcohol, OH group is attached to 1° carbon atom. Similarly, in case of secondary and tertiary alcohol, OH group is attached to 2° and 3° carbon atom.

The classification of amines or amides also depends upon the number of carbon atoms attached to the carbon that contains nitrogen atom.

Answer to Problem 3.23P

The functional groups present in penicillin G are shown below.

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  13

Explanation of Solution

The given structure is,

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  14

Figure 9

The functional groups present in penicillin G are carboxylic acid, amide, and aryl.

The structure of penicillin G that shows the labeling of all functional group is shown below.

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  15

Figure 10

Conclusion

The functional groups present in penicillin G and the classification of each alcohol, amide, alkyl halide and amine as primary, secondary, and tertiary are rightfully stated.

Expert Solution
Check Mark
Interpretation Introduction

(f)

Interpretation: The functional groups present in the given molecule is to be classified and the classification of each alcohol, alkyl halide, amide, and amine as 1°, 2°, or 3° is to be stated.

Concept introduction: The table representing the general formula of different functional groups according to IUPAC convention is given below.

General formula Functional group Functional group name
ROH OH Alcohol
RCHO CHO Aldehyde
RCOR CO Ketone
RNH2 NH2 Amine
ROR O Ether
RCOOR1 COOR1 Ester
RX X(F,Cl,Br) Alkyl halide
C=C = Double bond
RCOOH COOH Carboxylic acid

The classification of alcohols or alkyl halides depend upon the number of carbon atoms attached to the carbon that contains hydroxyl group or alkyl halide. In case of primary alcohol, OH group is attached to 1° carbon atom. Similarly, in case of secondary and tertiary alcohol, OH group is attached to 2° and 3° carbon atom.

The classification of amines or amides also depends upon the number of carbon atoms attached to the carbon that contains nitrogen atom.

Answer to Problem 3.23P

The functional groups present in pyrethrin I are shown below.

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  16

Explanation of Solution

The given structure is,

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  17

Figure 11

The functional groups present in pyrethrin I are ester, ketone, and alkene.

The structure of pyrethrin I that shows the labeling of all functional group is shown below.

Organic Chemistry, Chapter 3, Problem 3.23P , additional homework tip  18

Figure 12

Conclusion

The functional groups present in pyrethrin I and the classification of each alcohol, amide, alkyl halide and amine as primary, secondary, and tertiary are rightfully stated.

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Chapter 3 Solutions

Organic Chemistry

Ch. 3 - a Label the hydrophobic and hydrophilic portions...Ch. 3 - Prob. 3.12PCh. 3 - Prob. 3.13PCh. 3 - Prob. 3.14PCh. 3 - Prob. 3.15PCh. 3 - Nonactin and valinomycin each contain only two...Ch. 3 - Prob. 3.17PCh. 3 - Problem 3.26 Label the electrophilic and...Ch. 3 - Problem 3.27 Considering only electron density,...Ch. 3 - The fact that sweet-tasting carbohydrates like...Ch. 3 - 3.29 Identify the functional groups in the...Ch. 3 - Prob. 3.22PCh. 3 - 3.32 Identify the functional groups in each...Ch. 3 - Draw the seven constitutional isomers having...Ch. 3 - 3.33 Identify each functional group located in the...Ch. 3 - Draw seven constitutional isomers with molecular...Ch. 3 - Prob. 3.27PCh. 3 - Prob. 3.28PCh. 3 - Prob. 3.29PCh. 3 - Intramolecular force of attraction are often...Ch. 3 - 3.40 (a) Draw four compounds with molecular...Ch. 3 - Prob. 3.32PCh. 3 - Explain why CH3CH2NHCH3 has higher boiling point...Ch. 3 - Prob. 3.34PCh. 3 - Prob. 3.35PCh. 3 - Explain the observed trend in the melting points...Ch. 3 - Prob. 3.37PCh. 3 - Prob. 3.38PCh. 3 - Prob. 3.39PCh. 3 - 3.48 Explain why diethylether and have similar...Ch. 3 - Prob. 3.41PCh. 3 - 3.50 Predict the solubility of each of the...Ch. 3 - Prob. 3.43PCh. 3 - Prob. 3.44PCh. 3 - THC is the active component in marijuana, and...Ch. 3 - Prob. 3.46PCh. 3 - Prob. 3.47PCh. 3 - Prob. 3.48PCh. 3 - Label the electrophilic and nucleophilic sites in...Ch. 3 - By using only electron density arguments,...Ch. 3 - Prob. 3.51PCh. 3 - Prob. 3.52PCh. 3 - Prob. 3.53PCh. 3 - Prob. 3.54PCh. 3 - Prob. 3.55PCh. 3 - Recall from section 1.10B that there is restricted...
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