Question 1

Which of the following major products is formed when a chemist heats diethyl malonate with urea in the presence of sodium ethoxide?

Accepted Answer

A)  ethyl malonate 
B)  nembutal 
C)  diethyl malonate sodium salt 
D)  barbituric acid 
A)  ethyl malonate 
B)  nembutal 
C)  diethyl malonate sodium salt 
D)  barbituric acid D

Question 2

Which types of amines do not react with esters to form amides?

Accepted Answer

A)  1° 
B)  2° 
C)  3° 
D)  All these types of amines react with esters to form amides. 
A)  1° 
B)  2° 
C)  3° 
D)  All these types of amines react with esters to form amides. C

Question 3

Which pair of reactants forms ethyl butanoate during an esterification reaction?

Accepted Answer

A)  formic acid and 1-butanol 
B)  butanoic acid and ethanol 
C)  acetic acid and methanol 
D)  ethanoic acid and 2-butanol 
A)  formic acid and 1-butanol 
B)  butanoic acid and ethanol 
C)  acetic acid and methanol 
D)  ethanoic acid and 2-butanol B

Question 4

What is the IUPAC name of the following compound?

Accepted Answer

A)  butyl butanoate 
B)  propyl butanoate 
C)  propanoic anhydride 
D)  butanoic anhydride 
A)  butyl butanoate 
B)  propyl butanoate 
C)  propanoic anhydride 
D)  butanoic anhydride

Question 5

Identify the formula of the pyrophosphate ion.

Accepted Answer

A)  PO43− 
B)  HPO42− 
C)  P2O72− 
D)  P2O74− 
A)  PO43− 
B)  HPO42− 
C)  P2O72− 
D)  P2O74−

Question 6

Predict the major products of the given reaction.

Accepted Answer

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

Question 7

Which of the following pairs of reactants can be used to synthesize poly(ethylene terephthalate)?

Accepted Answer

A)  ethylene glycol and dimethyl terephthalate 
B)  ethylene glycol and terephthalic acid 
C)  either ethylene glycol and dimethyl terephtalate or ethylene glycol and terephthalic acid 
D)  none of these 
A)  ethylene glycol and dimethyl terephthalate 
B)  ethylene glycol and terephthalic acid 
C)  either ethylene glycol and dimethyl terephtalate or ethylene glycol and terephthalic acid 
D)  none of these

Question 8

Identify the products formed when acetamide is hydrolyzed in sodium hydroxide.

Accepted Answer

A)  sodium acetate and acetic acid 
B)  sodium acetate and ammonia 
C)  acetic acid and ammonium chloride 
D)  acetic acid and ammonia 
A)  sodium acetate and acetic acid 
B)  sodium acetate and ammonia 
C)  acetic acid and ammonium chloride 
D)  acetic acid and ammonia

Question 9

Which of the following types of amines do not react with anhydrides to form amides?

Accepted Answer

A)  1° amines 
B)  2° amines 
C)  3° amines 
D)  All these types of amines react with anhydrides to form amides. 
A)  1° amines 
B)  2° amines 
C)  3° amines 
D)  All these types of amines react with anhydrides to form amides.

Question 10

Which of the following types of compounds are cyclic amides?

Accepted Answer

A)  lactams 
B)  lactanes 
C)  lactines 
D)  lactones 
A)  lactams 
B)  lactanes 
C)  lactines 
D)  lactones

Question 11

Which of the following statements is true of amide hydrolysis?

Accepted Answer

A)  Both an acid and a base can act as the true catalysts of the reaction. 
B)  Neither an acid nor a base is the true catalyst of the reaction. 
C)  An acid is a true catalyst, but a base is a reagent and must be present in the appropriate stoichiometric amount. 
D)  A base is a true catalyst, but an acid is a reagent and must be present in the appropriate stoichiometric amount. 
A)  Both an acid and a base can act as the true catalysts of the reaction. 
B)  Neither an acid nor a base is the true catalyst of the reaction. 
C)  An acid is a true catalyst, but a base is a reagent and must be present in the appropriate stoichiometric amount. 
D)  A base is a true catalyst, but an acid is a reagent and must be present in the appropriate stoichiometric amount.

Question 12

What is the correct stoichiometric ratio for the reactants when anhydrides react with amines to form an amide and an ammonium carboxylate salt?

Accepted Answer

A)  one mole of amine for each mole of anhydride 
B)  one mole of amine for every two moles of anhydride 
C)  two moles of amine for every mole of anhydride 
D)  The ratio will depend on the identity of the amine and the anhydride. 
A)  one mole of amine for each mole of anhydride 
B)  one mole of amine for every two moles of anhydride 
C)  two moles of amine for every mole of anhydride 
D)  The ratio will depend on the identity of the amine and the anhydride.

Question 13

Which of the following statements is true of the structural composition of β-lactam ring?

Accepted Answer

A)  It consists of a seven-membered, aromatic, heterocyclic ester. 
B)  It consists of a five-membered, aliphatic, heterocyclic ester. 
C)  It consists of a seven-membered, aromatic, heterocyclic amide. 
D)  It consists of a four-membered, aliphatic, heterocyclic amide. 
A)  It consists of a seven-membered, aromatic, heterocyclic ester. 
B)  It consists of a five-membered, aliphatic, heterocyclic ester. 
C)  It consists of a seven-membered, aromatic, heterocyclic amide. 
D)  It consists of a four-membered, aliphatic, heterocyclic amide.

Question 14

What is the IUPAC name of the following compound?

Accepted Answer

A)  ethylpropanamide 
B)  N-ethylpropanamide 
C)  N-ethylethanamide 
D)  pentanamide 
A)  ethylpropanamide 
B)  N-ethylpropanamide 
C)  N-ethylethanamide 
D)  pentanamide

Question 15

Examine the following ball-and-stick model. Elements other than carbon and hydrogen are labeled.   Identify the functional group present in the given compound.

Accepted Answer

A)  anhydride 
B)  amide 
C)  ester 
D)  amine 
A)  anhydride 
B)  amide 
C)  ester 
D)  amine

Question 16

What is the IUPAC name of the following compound?

Accepted Answer

A)  ethyl ethanoate 
B)  methyl ethanoate 
C)  N-methylacetamide 
D)  N,N-dimethylacetamide 
A)  ethyl ethanoate 
B)  methyl ethanoate 
C)  N-methylacetamide 
D)  N,N-dimethylacetamide

Question 17

Which of the following pairs of reactants can be used to synthesize the polycarbonate Lexan?

Accepted Answer

A)  phosgene and bisphenol A 
B)  phosgene and the disodium salt of bisphenol A 
C)  H2CO3 and bisphenol A 
D)  H2CO3 and the disodium salt of bisphenol A 
A)  phosgene and bisphenol A 
B)  phosgene and the disodium salt of bisphenol A 
C)  H2CO3 and bisphenol A 
D)  H2CO3 and the disodium salt of bisphenol A

Question 18

Identify the products formed by the acid-catalyzed hydrolysis of methyl propanoate.

Accepted Answer

A)  methanol and propanoic acid 
B)  methanol and a propanoate salt 
C)  propanol and formic acid 
D)  propanol and a formate salt 
A)  methanol and propanoic acid 
B)  methanol and a propanoate salt 
C)  propanol and formic acid 
D)  propanol and a formate salt

Question 19

Which of the following is the correct stoichiometric relationship of reactants for the synthesis of Lexan?

Accepted Answer

A)  two moles of phosgene for each mole of the disodium salt of bisphenol A 
B)  two moles of the disodium salt of bisphenol A for each mole of phosgene 
C)  one mole of the disodium salt of bisphenol A for each mole of phosgene 
D)  none of these 
A)  two moles of phosgene for each mole of the disodium salt of bisphenol A 
B)  two moles of the disodium salt of bisphenol A for each mole of phosgene 
C)  one mole of the disodium salt of bisphenol A for each mole of phosgene 
D)  none of these

Question 20

Consider the following reaction.   Which type(s) of functional group(s) is(are) produced by this reaction?

Accepted Answer

A)  amide 
B)  carboxylic acid 
C)  alcohol 
D)  both amide and carboxylic acid 
E)  both amide and alcohol 
A)  amide 
B)  carboxylic acid 
C)  alcohol 
D)  both amide and carboxylic acid 
E)  both amide and alcohol

Exam 18: Carboxylic Anhydrides, Esters, and Amides

Which of the following major products is formed when a chemist heats diethyl malonate with urea in the presence of sodium ethoxide?

Which types of amines do not react with esters to form amides?

Which pair of reactants forms ethyl butanoate during an esterification reaction?

What is the IUPAC name of the following compound?

Identify the formula of the pyrophosphate ion.

Predict the major products of the given reaction.

Which of the following pairs of reactants can be used to synthesize poly(ethylene terephthalate)?

Identify the products formed when acetamide is hydrolyzed in sodium hydroxide.

Which of the following types of amines do not react with anhydrides to form amides?

Which of the following types of compounds are cyclic amides?

Which of the following statements is true of amide hydrolysis?

What is the correct stoichiometric ratio for the reactants when anhydrides react with amines to form an amide and an ammonium carboxylate salt?

Which of the following statements is true of the structural composition of β-lactam ring?

What is the IUPAC name of the following compound?

Examine the following ball-and-stick model. Elements other than carbon and hydrogen are labeled. Identify the functional group present in the given compound.

What is the IUPAC name of the following compound?

Which of the following pairs of reactants can be used to synthesize the polycarbonate Lexan?

Identify the products formed by the acid-catalyzed hydrolysis of methyl propanoate.

Which of the following is the correct stoichiometric relationship of reactants for the synthesis of Lexan?

Consider the following reaction. Which type(s) of functional group(s) is(are) produced by this reaction?

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