Question 1

What is the product obtained when a carboxylic acid is reduced?

Accepted Answer

A)  an alkene 
B)  a primary alcohol 
C)  a secondary alcohol 
D)  a ketone 
A)  an alkene 
B)  a primary alcohol 
C)  a secondary alcohol 
D)  a ketone

Question 2

Examine the following cut-away figure.   Which of the following correctly describes this structure?

Accepted Answer

A)  The interior is polar and exterior is nonpolar. 
B)  It is insoluble in water. 
C)  Grease adheres to the exterior. 
D)  none of the above 
A)  The interior is polar and exterior is nonpolar. 
B)  It is insoluble in water. 
C)  Grease adheres to the exterior. 
D)  none of the above

Question 3

Which of the intermediates shown below is generated during the following reaction?

Accepted Answer

A)    
B)    
C)    
D)    
A)    
B)    
C)    
D)

Question 4

When compared with the solubility in water of other neutral organic compounds of comparable molecular weight, which of the following is true of the solubility of carboxylic acid acids?

Accepted Answer

A)  They are significantly less soluble in water than the other compounds. 
B)  They are slightly less soluble in water than the other compounds. 
C)  They are slightly more soluble in water than the other compounds. 
D)  They are significantly more soluble in water than the other compounds. 
A)  They are significantly less soluble in water than the other compounds. 
B)  They are slightly less soluble in water than the other compounds. 
C)  They are slightly more soluble in water than the other compounds. 
D)  They are significantly more soluble in water than the other compounds.

Question 5

Which of the following biologically important compounds is achiral?

Accepted Answer

A)  3-aminopropanoic acid 
B)  2,3-dihydroxypropanoic acid 
C)  3,5-dihydroxy-3-methylpentanoic acid 
D)  None, they are all chiral. 
A)  3-aminopropanoic acid 
B)  2,3-dihydroxypropanoic acid 
C)  3,5-dihydroxy-3-methylpentanoic acid 
D)  None, they are all chiral.

Question 6

Consider a mixture of cinnamaldehyde and cinnamic acid that is subjected to the procedure shown in the flow diagram.   Which of the following describes the fate of the cinnamic acid.

Accepted Answer

A)  It will be recovered from 1 as the sodium carboxylate salt. 
B)  It will be recovered from 1 as the carboxylic acid. 
C)  It will be recovered from 2 as the sodium carboxylate salt. 
D)  It will be recovered from 2 as the carboxylic acid. 
A)  It will be recovered from 1 as the sodium carboxylate salt. 
B)  It will be recovered from 1 as the carboxylic acid. 
C)  It will be recovered from 2 as the sodium carboxylate salt. 
D)  It will be recovered from 2 as the carboxylic acid.

Question 7

Which of the following compounds contain a carboxylic acid functional group?

Accepted Answer

A)  A and B only 
B)  A and C only 
C)  C only 
D)  B only 
A)  A and B only 
B)  A and C only 
C)  C only 
D)  B only

Question 8

Which of the following is an unsaturated fatty acid?

Accepted Answer

A)  arachidonic acid 
B)  palmitic acid 
C)  stearic acid 
D)  none of these 
A)  arachidonic acid 
B)  palmitic acid 
C)  stearic acid 
D)  none of these

Question 9

During decarboxylation, which final step occurs after carbon dioxide has been lost?

Accepted Answer

A)  keto-enol tautomerism to give an enol product 
B)  keto-enol tautomerism to give a keto product 
C)  Nothing, loss of carbon dioxide directly generates the final enol product. 
D)  Nothing, loss of carbon dioxide directly generates the final keto product. 
A)  keto-enol tautomerism to give an enol product 
B)  keto-enol tautomerism to give a keto product 
C)  Nothing, loss of carbon dioxide directly generates the final enol product. 
D)  Nothing, loss of carbon dioxide directly generates the final keto product.

Question 10

Which of the following is true of the Fischer esterification reaction?

Accepted Answer

A)  It proceeds until the limiting reagent is completely used up. 
B)  It is an equilibrium reaction which can never be driven far to the right. 
C)  It is an equilibrium reaction which can be driven to the right by the addition of water. 
D)  It is an equilibrium reaction which can be driven to the right by the removal of water. 
A)  It proceeds until the limiting reagent is completely used up. 
B)  It is an equilibrium reaction which can never be driven far to the right. 
C)  It is an equilibrium reaction which can be driven to the right by the addition of water. 
D)  It is an equilibrium reaction which can be driven to the right by the removal of water.

Question 11

What will be the organic product obtained from the following reaction?

Accepted Answer

A)    
B)    
C)    
D)    
A)    
B)    
C)    
D)

Question 12

Which of the products listed is formed when the β-ketoacid shown below is heated?

Accepted Answer

A)  acetone 
B)  butanone 
C)  propanal 
D)  pentanoic acid 
A)  acetone 
B)  butanone 
C)  propanal 
D)  pentanoic acid

Question 13

What is the IUPAC name for the following compound?

Accepted Answer

A)  5-carboxydecane 
B)  5-pentylhexanoic acid 
C)  2-pentylhexanoic acid 
D)  2-butylheptanoic acid 
A)  5-carboxydecane 
B)  5-pentylhexanoic acid 
C)  2-pentylhexanoic acid 
D)  2-butylheptanoic acid

Question 14

Carboxylic acids can form hydrogen bonds with which of the following classes of compounds?

Accepted Answer

A)  alcohols 
B)  aldehydes 
C)  ethers 
D)  all of these 
A)  alcohols 
B)  aldehydes 
C)  ethers 
D)  all of these

Question 15

Which of the following acids has an aroma similar to that of goats?

Accepted Answer

A)  CH3(CH2)2COOH 
B)  CH3(CH2)3COOH 
C)  CH3(CH2)4COOH 
D)  CH3(CH2)12COOH 
A)  CH3(CH2)2COOH 
B)  CH3(CH2)3COOH 
C)  CH3(CH2)4COOH 
D)  CH3(CH2)12COOH

Question 16

Which type reaction is used to obtain fatty acids from animal fats?

Accepted Answer

A)  hydrolysis 
B)  reduction 
C)  oxidation 
D)  substitution 
A)  hydrolysis 
B)  reduction 
C)  oxidation 
D)  substitution

Question 17

When compared with the boiling points of other neutral organic compounds of comparable molecular weight, which of the following is true of the boiling points of carboxylic acids?

Accepted Answer

A)  They are significantly lower than the boiling points of the other compounds. 
B)  They are slightly lower than the boiling points of the other compounds. 
C)  They are slightly higher than the boiling points of the other compounds. 
D)  They are significantly higher than the boiling points of the other compounds. 
A)  They are significantly lower than the boiling points of the other compounds. 
B)  They are slightly lower than the boiling points of the other compounds. 
C)  They are slightly higher than the boiling points of the other compounds. 
D)  They are significantly higher than the boiling points of the other compounds.

Question 18

Salicylic acid has the structure shown below.   Which of the following characterizes the organic product of the reaction of this substance with KOH?

Accepted Answer

A)  It is more soluble in water than salicylic acid 
B)  It is named as potassium salicylide 
C)  It eventually decomposes to produce carbon dioxide. 
D)  This substance will not react with KOH. 
A)  It is more soluble in water than salicylic acid 
B)  It is named as potassium salicylide 
C)  It eventually decomposes to produce carbon dioxide. 
D)  This substance will not react with KOH.

Question 19

Which of the following fatty acids is(are) unsaturated?

Accepted Answer

A)  arachidonic acid 
B)  linoleic acid 
C)  linolenic acid 
D)  all of these 
A)  arachidonic acid 
B)  linoleic acid 
C)  linolenic acid 
D)  all of these

Question 20

Consider the following reaction. (R, R', and R'' represent different hydrocarbon chains.)   Which of the following correctly describes this reaction?

Accepted Answer

A)  It will produce three different soaps. 
B)  It is classified as a saponification. 
C)  The organic reactant is classified as a triglyceride. 
D)  all of the above 
A)  It will produce three different soaps. 
B)  It is classified as a saponification. 
C)  The organic reactant is classified as a triglyceride. 
D)  all of the above

Exam 18: Carboxylic Acids

What is the product obtained when a carboxylic acid is reduced?

Examine the following cut-away figure. Which of the following correctly describes this structure?

Which of the intermediates shown below is generated during the following reaction?

When compared with the solubility in water of other neutral organic compounds of comparable molecular weight, which of the following is true of the solubility of carboxylic acid acids?

Which of the following biologically important compounds is achiral?

Consider a mixture of cinnamaldehyde and cinnamic acid that is subjected to the procedure shown in the flow diagram. Which of the following describes the fate of the cinnamic acid.

Which of the following compounds contain a carboxylic acid functional group?

Which of the following is an unsaturated fatty acid?

During decarboxylation, which final step occurs after carbon dioxide has been lost?

Which of the following is true of the Fischer esterification reaction?

What will be the organic product obtained from the following reaction?

Which of the products listed is formed when the β-ketoacid shown below is heated?

What is the IUPAC name for the following compound?

Carboxylic acids can form hydrogen bonds with which of the following classes of compounds?

Which of the following acids has an aroma similar to that of goats?

Which type reaction is used to obtain fatty acids from animal fats?

When compared with the boiling points of other neutral organic compounds of comparable molecular weight, which of the following is true of the boiling points of carboxylic acids?

Salicylic acid has the structure shown below. Which of the following characterizes the organic product of the reaction of this substance with KOH?

Which of the following fatty acids is(are) unsaturated?

Consider the following reaction. (R, R', and R'' represent different hydrocarbon chains.) Which of the following correctly describes this reaction?

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