Question 1

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 C

Question 2

What is the structure for acetic propanoic anhydride?

Accepted Answer

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

Question 3

Will the following reaction occur?

Accepted Answer

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

Question 4

Which structure is consistent with the following 1H NMR spectrum?

Accepted Answer

A) Ethyl acetate 
B) 2-Propanone 
C) 3,3-Dimethyl-2-pentanone 
D) Ethyl 2,2-dimethylpropionate 
A) Ethyl acetate 
B) 2-Propanone 
C) 3,3-Dimethyl-2-pentanone 
D) Ethyl 2,2-dimethylpropionate

Question 5

What is the structure for ethyl 4-chlorobenzoate?

Accepted Answer

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

Question 6

How can you convert a carboxylic acid into an acid chloride?

Accepted Answer

A) Heat with hydrochloric acid. 
B) React with thionyl chloride (SOCl2). 
C) React with sodium chloride. 
D) React with Cl2 and FeCl3. 
A) Heat with hydrochloric acid. 
B) React with thionyl chloride (SOCl2). 
C) React with sodium chloride. 
D) React with Cl2 and FeCl3.

Question 7

Which of the following reaction conditions can be used to synthesize an ester (RCOOR')?

Accepted Answer

A) RCOCl + R'NH2 + pyridine 
B) RCOOH + R'OH + H+ 
C) RCOOH + R'OH + OH- 
D) RCONH2 + R'OH 
A) RCOCl + R'NH2 + pyridine 
B) RCOOH + R'OH + H+ 
C) RCOOH + R'OH + OH- 
D) RCONH2 + R'OH

Question 8

An unknown compound has a sharp,medium peak at 2250 cm-1.The unknown compound is probably

Accepted Answer

A) an alkane. 
B) an aldehyde. 
C) an alkene. 
D) a nitrile. 
A) an alkane. 
B) an aldehyde. 
C) an alkene. 
D) a nitrile.

Question 9

All of the following contain sp2 hybridized atoms in their functional group except

Accepted Answer

A) a carboxylic acid. 
B) a nitrile. 
C) an aldehyde. 
D) an anhydride. 
A) a carboxylic acid. 
B) a nitrile. 
C) an aldehyde. 
D) an anhydride.

Question 10

Draw the structure of N-phenyl acetamide.

Accepted Answer

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

Question 11

What is the IUPAC name for the following compound?

Accepted Answer

A) Propionyl phenol 
B) Phenyl propanoate 
C) Phenol propanoate 
D) Phenyl acetate 
A) Propionyl phenol 
B) Phenyl propanoate 
C) Phenol propanoate 
D) Phenyl acetate

Question 12

Which of the following peaks would you see in the IR spectrum of a carboxylic acid?

Accepted Answer

A) A flat line (carboxylic acids are not IR active) 
B) A sharp line at 2250 cm-1 
C) A broad peak from 3800-2800 cm-1 
D) A broad peak from 800-600 cm-1 
A) A flat line (carboxylic acids are not IR active) 
B) A sharp line at 2250 cm-1 
C) A broad peak from 3800-2800 cm-1 
D) A broad peak from 800-600 cm-1

Question 13

From the list below,pick the compound that does not react with acetyl chloride.

Accepted Answer

A) Isopropyl alcohol 
B) Benzoic acid 
C) Ammonia 
D) Triethyl amine 
A) Isopropyl alcohol 
B) Benzoic acid 
C) Ammonia 
D) Triethyl amine

Question 14

What is the product formed by hydrolysis of the following lactone with acid?

Accepted Answer

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

Question 15

What is the structure for 3-cyanocyclopentanone?

Accepted Answer

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

Question 16

What is the IUPAC name for the following compound?

Accepted Answer

A) 4-Fluoro-3-methylbenzoate 
B) 4-Fluoro-3-methylbenzoic acid 
C) 3-Methyl-4-fluorobenzoic acid 
D) 4-Fluoro-5-methylbenzoic acid 
A) 4-Fluoro-3-methylbenzoate 
B) 4-Fluoro-3-methylbenzoic acid 
C) 3-Methyl-4-fluorobenzoic acid 
D) 4-Fluoro-5-methylbenzoic acid

Question 17

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 18

What reagents are necessary to perform the following reaction?

Accepted Answer

A) EtOH,H+ 
B) CH3CH2NH2,DCC 
C) SOCl2 
D) Heat 
A) EtOH,H+ 
B) CH3CH2NH2,DCC 
C) SOCl2 
D) Heat

Question 19

What is the product formed by hydrolysis of the following lactone with acid?

Accepted Answer

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

Question 20

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

Exam 20: Carboxylic Acids and Their Derivatives Nucleophilic Acyl Substitution

What is the product of the following reaction?

What is the structure for acetic propanoic anhydride?

Will the following reaction occur?

Which structure is consistent with the following 1H NMR spectrum?

What is the structure for ethyl 4-chlorobenzoate?

How can you convert a carboxylic acid into an acid chloride?

Which of the following reaction conditions can be used to synthesize an ester (RCOOR')?

An unknown compound has a sharp,medium peak at 2250 cm-1.The unknown compound is probably

All of the following contain sp2 hybridized atoms in their functional group except

Draw the structure of N-phenyl acetamide.

What is the IUPAC name for the following compound?

Which of the following peaks would you see in the IR spectrum of a carboxylic acid?

From the list below,pick the compound that does not react with acetyl chloride.

What is the product formed by hydrolysis of the following lactone with acid?

What is the structure for 3-cyanocyclopentanone?

What is the IUPAC name for the following compound?

What is the product of the following reaction?

What reagents are necessary to perform the following reaction?

What is the product formed by hydrolysis of the following lactone with acid?

What is the product of the following reaction?

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

Which structure is consistent with the following ¹H NMR spectrum?

An unknown compound has a sharp,medium peak at 2250 cm^-1.The unknown compound is probably

All of the following contain sp² hybridized atoms in their functional group except