Chapter 21, Problem 49E

(a)

Interpretation Introduction

Interpretation: A cyclic compound that is an isomer of trans-2-butene needs to be drawn.

Concept Introduction : Structural isomers have the same molecular formula. The bonding pattern and the arrangement of the atoms are different in different isomers.

Answer to Problem 49E

    

  ${\text{C}}_{\text{4}}{\text{H}}_{\text{8}}$       ${\text{C}}_{\text{4}}{\text{H}}_{\text{8}}$

Explanation of Solution

The formula of trans-2-butane is C₄H₈. The cyclic compounds that is an isomer of trans-2-butene are as follows:

    

  ${\text{C}}_{\text{4}}{\text{H}}_{\text{8}}$      ${\text{C}}_{\text{4}}{\text{H}}_{\text{8}}$

(b)

Interpretation Introduction

Interpretation: An ester that is an isomer of propanoic acid needs to be drawn.

Concept Introduction : Structural isomers have the same molecular formula. The bonding pattern and the arrangement of the atoms are different in different isomers.

Answer to Problem 49E

    

Methyl ethanoate    ethyl methanoate

Explanation of Solution

The molecular formula of propanoic acid is ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\text{COOH}={\text{C}}_{\text{3}}{\text{H}}_{\text{6}}{\text{O}}_{\text{2}}$

Esters which are isomers of propanoic acid are as follows:

    

Methyl ethanoate    ethyl methanoate

(c)

Interpretation Introduction

Interpretation: A ketone that is an isomer of butanal needs to be drawn.

Concept Introduction : Structural isomers have the same molecular formula. The bonding pattern and the arrangement of the atoms are different in different isomers.

Answer to Problem 49E

  

2-butanone

Explanation of Solution

The molecular formula of butanal is ${\text{CH}}_{\text{3}}{\text{-CH}}_{\text{2}}{\text{-CH}}_{\text{2}}{\text{-CHO=C}}_{\text{4}}{\text{H}}_{\text{8}}\text{O}$

A ketone that is an isomer of butanal is as follows:

  

2-butanone

(d)

Interpretation Introduction

Interpretation: Secondary amines that are an isomer of butylamine need to be darwn.

Concept Introduction : Structural isomers have the same molecular formula. The bonding pattern and the arrangement of the atoms are different in different isomers.

Answer to Problem 49E

      

Methyl-propyl-amine  Diethyl-amine  Isopropyl-methyl-amine

Explanation of Solution

Secondary amine that is an isomer of butylamine are,

      

Methyl-propyl-amine  Diethyl-amine  Isopropyl-methyl-amine

(e)

Interpretation Introduction

Interpretation: A tertiary amine that is an isomer of butylamine needs to be drawn.

Concept Introduction : Structural isomers have the same molecular formula. The bonding pattern and the arrangement of the atoms are different in different isomers.

Answer to Problem 49E

  

Ethyl-dimethyl-amine

Explanation of Solution

A tertiary amine that is an isomer of butylamine is as follows:

  

Ethyl-dimethyl-amine

(f)

Interpretation Introduction

Interpretation: An ether that is an isomer of 2-methyl-2-propanol needs to be drawn.

Concept Introduction : Structural isomers have the same molecular formula. The bonding pattern and the arrangement of the atoms are different in different isomers.

Answer to Problem 49E

      

2-Methyoxy-propane  Ethoxy-ethane  1-Methoxy-propane

Explanation of Solution

The formula of 2-methyl-2-propanol is ${\text{CH}}_{\text{3}}\text{CH}\left({\text{CH}}_{\text{3}}\right){\text{CH}}_{\text{2}}\text{-OH}$ .

Ethers that are isomers of 2-methyl-2-propanol are as follows:

      

2-Methyoxy-propane  Ethoxy-ethane  1-Methoxy-propane

(g)

Interpretation Introduction

Interpretation: A secondary alcohol that is an isomer of 2-methyl-2-propanol needs to be drawn.

Concept Introduction : Structural isomers have the same molecular formula. The bonding pattern and the arrangement of the atoms are different in different isomers.

Answer to Problem 49E

  

2-butanol

Explanation of Solution

The formula of 2-methyl-2-propanol is ${\text{CH}}_{\text{3}}\text{CH}\left({\text{CH}}_{\text{3}}\right){\text{CH}}_{\text{2}}\text{-OH}$ .

Secondary alcohol that is an isomer of 2-methyl-2-propanol is as follows:

  

2-butanol