Question 1

Which of the following represent tautomers?

Accepted Answer

A)    
B)    
C)    
D) All of these choices. 
E) None of these choices. 
A)    
B)    
C)    
D) All of these choices. 
E) None of these choices.

Question 2

What would be the major product of the following reaction?

Accepted Answer

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

Question 3

Dissolving a halogen in aqueous sodium hydroxide provides a solution of ___.

Accepted Answer

sodium hyp

Question 4

What would be the major product of the following reaction?

Accepted Answer

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

Question 5

The haloform reaction is an efficient method for converting methyl ketones to ___.

Accepted Answer

The answer of The haloform reaction is an efficient method...

Question 6

What would be the major product of the following reaction sequence?

Accepted Answer

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

Question 7

Which reagent would best serve as the basis for a simple chemical test to distinguish between acetophenone and benzophenone?

Accepted Answer

A) NaOI (I2 in NaOH) 
B) Br2/CCl4 
C) CrO3/H2SO4 
D) NaHCO3/H2O 
E) Ag(NH3)2+ 
A) NaOI (I2 in NaOH) 
B) Br2/CCl4 
C) CrO3/H2SO4 
D) NaHCO3/H2O 
E) Ag(NH3)2+

Question 8

Which reagent would best serve as the basis for a simple chemical test to distinguish between acetophenone and propiophenone?

Accepted Answer

A) NaOI (I2 in NaOH) 
B) Br2/CCl4 
C) CrO3/H2SO4 
D) NaHCO3/H2O 
E) Ag(NH3)2+ 
A) NaOI (I2 in NaOH) 
B) Br2/CCl4 
C) CrO3/H2SO4 
D) NaHCO3/H2O 
E) Ag(NH3)2+

Question 9

What would be the major product of the following reaction?

Accepted Answer

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

Question 10

Which of the compounds listed below is more acidic than 2-pentanol?

Accepted Answer

A) Ethyl 2-oxocyclohexanecarboxylate 
B) 2-Pentanone 
C) Pentanal 
D) All of these choices. 
E) Two of these choices. 
A) Ethyl 2-oxocyclohexanecarboxylate 
B) 2-Pentanone 
C) Pentanal 
D) All of these choices. 
E) Two of these choices.

Question 11

What product is finally formed when the initial compound formed from cyclopentanone and piperidine is mixed with allyl chloride and that product is heated and then hydrolyzed?

Accepted Answer

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

Question 12

Which compound would be formed when 2,3-dimethylhexanal is treated with a solution of NaOT in T2O?

Accepted Answer

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

Question 13

Which organic reagents would you need to make 2-ethylheptanoic acid from diethyl malonate?

Accepted Answer

A) Bromoethane,1-bromopentane,sodium ethoxide,and potassium tert-butoxide 
B) 3-Bromooctane and sodium ethoxide 
C) 3-Bromoheptane and sodium ethoxide 
D) 1-Bromopropane,2-bromopentane,sodium ethoxide,and potassium tert-butoxide 
E) 2-Bromoheptane and potassium tert-butoxide 
A) Bromoethane,1-bromopentane,sodium ethoxide,and potassium tert-butoxide 
B) 3-Bromooctane and sodium ethoxide 
C) 3-Bromoheptane and sodium ethoxide 
D) 1-Bromopropane,2-bromopentane,sodium ethoxide,and potassium tert-butoxide 
E) 2-Bromoheptane and potassium tert-butoxide

Question 14

Which of the following compounds is the strongest acid?

Accepted Answer

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

Question 15

Which of the following statements is true of the following enamine?

Accepted Answer

A) The enamine can be made from cyclopentanone + pyrrolidine. 
B) It has another resonance structure:   
C) It can be acylated at the $\infty$-carbon of the original carbonyl compound. 
D) It can be alkylated. 
E) All of these choices are true. 
A) The enamine can be made from cyclopentanone + pyrrolidine. 
B) It has another resonance structure:   
C) It can be acylated at the $\infty$-carbon of the original carbonyl compound. 
D) It can be alkylated. 
E) All of these choices are true.

Question 16

Which base is employed in the alkylation of ethyl pentanoate with methyl iodide?

Accepted Answer

A) Sodium methoxide 
B) Sodium ethoxide 
C) Sodium hydride 
D) Potassium tert-butoxide 
E) Sodium amide 
A) Sodium methoxide 
B) Sodium ethoxide 
C) Sodium hydride 
D) Potassium tert-butoxide 
E) Sodium amide

Question 17

Which structure represents an ester enolate?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) Two of these choices. 
A) I 
B) II 
C) III 
D) IV 
E) Two of these choices.

Question 18

What is the final product of the following reaction sequence? Give structural details of all significant intermediates.

Accepted Answer

The answer of What is the final product of the...

Question 19

What would be the major product of the following reaction?

Accepted Answer

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

Question 20

What is the product,Z,of the following reaction sequence?

Accepted Answer

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

Exam 18: Reactions at the Α Carbon of Carbonyl Compounds

Which of the following represent tautomers?

What would be the major product of the following reaction?

Dissolving a halogen in aqueous sodium hydroxide provides a solution of ___.

What would be the major product of the following reaction?

The haloform reaction is an efficient method for converting methyl ketones to ___.

What would be the major product of the following reaction sequence?

Which reagent would best serve as the basis for a simple chemical test to distinguish between acetophenone and benzophenone?

Which reagent would best serve as the basis for a simple chemical test to distinguish between acetophenone and propiophenone?

What would be the major product of the following reaction?

Which of the compounds listed below is more acidic than 2-pentanol?

What product is finally formed when the initial compound formed from cyclopentanone and piperidine is mixed with allyl chloride and that product is heated and then hydrolyzed?

Which compound would be formed when 2,3-dimethylhexanal is treated with a solution of NaOT in T2O?

Which organic reagents would you need to make 2-ethylheptanoic acid from diethyl malonate?

Which of the following compounds is the strongest acid?

Which of the following statements is true of the following enamine?

Which base is employed in the alkylation of ethyl pentanoate with methyl iodide?

Which structure represents an ester enolate?

What is the final product of the following reaction sequence? Give structural details of all significant intermediates.

What would be the major product of the following reaction?

What is the product,Z,of the following reaction sequence?

The Basics

Families of Carbon

Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

Alkenes and Alkynes II

Nuclear Magnetic Resonance and Mass Spectrometry

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Amines

Transition Metal Complexes

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

Which compound would be formed when 2,3-dimethylhexanal is treated with a solution of NaOT in T₂O?