Question 1

What is the structure for the compound whose IUPAC name is pentyl 2-methylbutanoate?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
A) I 
B) II 
C) III 
D) IV

Question 2

What is the IUPAC name for the following compound?

Accepted Answer

A) 2-fluorobutanonitrile 
B) 2-fluoropentanonitrile 
C) 3-fluoropentanonitrile 
D) 2-fluorobutylcyanide 
A) 2-fluorobutanonitrile 
B) 2-fluoropentanonitrile 
C) 3-fluoropentanonitrile 
D) 2-fluorobutylcyanide

Question 3

Which of the following two amides will react more readily with a nucleophile? Why?

Accepted Answer

A) I,because it is less hindered 
B) II,because it is less hindered 
C) I,because it is more strained 
D) II,because it is more strained 
A) I,because it is less hindered 
B) II,because it is less hindered 
C) I,because it is more strained 
D) II,because it is more strained

Question 4

Which of the following compounds will have the lowest frequency for carbonyl absorption in IR spectroscopy?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
A) I 
B) II 
C) III 
D) IV

Question 5

What is the product of the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
A) I 
B) II 
C) III 
D) IV

Question 6

Will the following reaction occur?

Accepted Answer

A) Yes 
B) No 
A) Yes 
B) No

Question 7

Which of the following substrates cannot be used as an immediate precursor to synthesize an ester?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
A) I 
B) II 
C) III 
D) IV

Question 8

What is the product of the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
A) I 
B) II 
C) III 
D) IV

Question 9

How can you convert a carboxylic acid into an ester?

Accepted Answer

A) Heat with an alcohol and catalytic acid. 
B) Deprotonate with a base and react with an alcohol. 
C) Deprotonate with a base and react with an alkyl halide. 
D) Both heat with an alcohol and catalytic acid and deprotonate with a base and react with an alkyl halide. 
E) Both heat with an alcohol and catalytic acid and deprotonate with a base and react with an alcohol. 
A) Heat with an alcohol and catalytic acid. 
B) Deprotonate with a base and react with an alcohol. 
C) Deprotonate with a base and react with an alkyl halide. 
D) Both heat with an alcohol and catalytic acid and deprotonate with a base and react with an alkyl halide. 
E) Both heat with an alcohol and catalytic acid and deprotonate with a base and react with an alcohol.

Question 10

Why is pyridine included in the reaction of an acid chloride and an amine or alcohol?

Accepted Answer

A) Pyridine will deprotonate the amine or alcohol,making it a better nucleophile. 
B) Pyridine will neutralize the acid by-product of the reaction. 
C) Pyridine will protonate the carbonyl of the acid chloride,making it more reactive. 
D) Pyridine will absorb the heat of the reaction. 
A) Pyridine will deprotonate the amine or alcohol,making it a better nucleophile. 
B) Pyridine will neutralize the acid by-product of the reaction. 
C) Pyridine will protonate the carbonyl of the acid chloride,making it more reactive. 
D) Pyridine will absorb the heat of the reaction.

Exam 20: Carboxylic Acids and Their Derivatives Nucleophilic Acyl Substitution

What is the structure for the compound whose IUPAC name is pentyl 2-methylbutanoate?

What is the IUPAC name for the following compound?

Which of the following two amides will react more readily with a nucleophile? Why?

Which of the following compounds will have the lowest frequency for carbonyl absorption in IR spectroscopy?

What is the product of the following reaction?

Will the following reaction occur?

Which of the following substrates cannot be used as an immediate precursor to synthesize an ester?

What is the product of the following reaction?

How can you convert a carboxylic acid into an ester?

Why is pyridine included in the reaction of an acid chloride and an amine or alcohol?

Structure and Bonding

Acids and Bases

Introduction to Organic Molecules and Functional Groups

Alkanes

Stereochemistry

Understanding Organic Reactions

Alkyl Halides and Nucleophilic Substitution

Alkyl Halides and Elimination Reactions

Alcohols,ethers,and Related Compounds

Alkenes and Addition Reactions

Alkynes and Synthesis

Oxidation and Reduction

Radical Reactions

Conjugation,resonance,and Dienes

Benzene and Aromatic Compounds

Reactions of Aromatic Compounds

Introduction to Carbonyl Chemistry; Organometallic Reagents; Oxidation and Reduction

Aldehydes and Ketones - Nucleophilic Addition

Carboxylic Acids and the Acidity of the O-H Bond

Substitution Reactions of Carbonyl Compounds at the a Carbon

Carbonyl Condensation Reactions

Amines

Carbon-Carbon Bond-Forming Reactions in Organic Synthesis

Pericyclic Reactions

Carbohydrates

Amino Acids and Proteins

Synthetic Polymers

Lipids

Spectroscopy A: Mass Spectrometry

Spectroscopy B: Infrared Spectroscopy

Spectroscopy C: Nuclear Magnetic Resonance Spectroscopy

Filters