Question 1

Which of these compounds is soluble in dilute sodium hydroxide solution?

Accepted Answer

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

Question 2

Which of these is the weakest acid?

Accepted Answer

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

Question 3

What would be the 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 4

Using resonance theory,explain why guanidine is one of the strongest organic bases.

Accepted Answer

@#IMG-DLM& The protonated form (conjugat

Question 5

Which of these compounds is expected to possess the lowest boiling point?

Accepted Answer

A) CH3CH2CH2CH2CH2NH2 
B) CH3CH2CH2NHCH2CH3 
C) (CH3CH2)2NCH3 
D) (CH3CH2)2CHOH 
E) (CH3)3CCH2NH3+ Cl- 
A) CH3CH2CH2CH2CH2NH2 
B) CH3CH2CH2NHCH2CH3 
C) (CH3CH2)2NCH3 
D) (CH3CH2)2CHOH 
E) (CH3)3CCH2NH3+ Cl-

Question 6

Eliminations that follow the Hofmann Rule tend to give the ___ alkene as the major product.

Accepted Answer

The answer of Eliminations that follow the Hofmann Rule tend...

Question 7

What is the final product from 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 8

Which is the best method to prepare 1-phenylethanamine?

Accepted Answer

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

Question 9

What would be the 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 10

The overall conversion RBr $\to$ RCH2NH2 can be accomplished by successive application of which of these sets of reagents?

Accepted Answer

A) Mg,ether; then NH3 
B) NaN3; then LiAlH4,ether 
C) NaCN; then LiAlH4,ether 
D) H2C=O; then NH3 
E) H2NOH; then LiAlH4,ether 
A) Mg,ether; then NH3 
B) NaN3; then LiAlH4,ether 
C) NaCN; then LiAlH4,ether 
D) H2C=O; then NH3 
E) H2NOH; then LiAlH4,ether

Question 11

List the following compounds in order of increasing basicity (least to most),and explain your reasoning.

Accepted Answer

I < II < III
Reasoning - basicity follow

Question 12

Arrange the following amines in order of increasing basicity (least to most)in aqueous solution:

Accepted Answer

A) IV < II < I < III 
B) III < II < IV < I 
C) III < I < II < IV 
D) II < III < I < IV 
E) Cannot be determined from information given 
A) IV < II < I < III 
B) III < II < IV < I 
C) III < I < II < IV 
D) II < III < I < IV 
E) Cannot be determined from information given

Question 13

List the following compounds in order of increasing electronegativity (least to most)of the nitrogen atom,and explain your reasoning.

Accepted Answer

III < II < I
Reasoning - Electronegativi

Question 14

Which of the following bases has a conjugate acid with the smallest pKa?

Accepted Answer

A) p-Methylaniline 
B) p-Methoxyaniline 
C) Hexylamine 
D) p-Nitroaniline 
E) Dipropylamine 
A) p-Methylaniline 
B) p-Methoxyaniline 
C) Hexylamine 
D) p-Nitroaniline 
E) Dipropylamine

Question 15

Consider the synthesis below.What is compound B?

Accepted Answer

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

Question 16

Which reagent would serve as the basis for a simple chemical test that would distinguish between the pair of compounds listed below?

Accepted Answer

A) AgNO3 in H2O 
B) Dilute NaHCO3 
C) Dilute NaOH 
D) C6H5SO2Cl/OH-,then H3O+ 
E) Dilute HCl 
A) AgNO3 in H2O 
B) Dilute NaHCO3 
C) Dilute NaOH 
D) C6H5SO2Cl/OH-,then H3O+ 
E) Dilute HCl

Question 17

Which of the following reaction sequences would yield aniline?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) All of these choices. 
E) Two of these choices. 
A) 
  
B) 
  
C) 
  
D) All of these choices. 
E) Two of these choices.

Question 18

Which of these 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 19

What is the final product in the Curtius rearrangement of the acyl azide formed from butanoyl chloride?

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 final product is expected from 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 20: Amines

Which of these compounds is soluble in dilute sodium hydroxide solution?

Which of these is the weakest acid?

What would be the product of the following reaction sequence?

Using resonance theory,explain why guanidine is one of the strongest organic bases.

Which of these compounds is expected to possess the lowest boiling point?

Eliminations that follow the Hofmann Rule tend to give the ___ alkene as the major product.

What is the final product from the following reaction sequence:

Which is the best method to prepare 1-phenylethanamine?

What would be the product of the following reaction sequence?

The overall conversion RBr →\to→ RCH2NH2 can be accomplished by successive application of which of these sets of reagents?

List the following compounds in order of increasing basicity (least to most),and explain your reasoning.

Arrange the following amines in order of increasing basicity (least to most)in aqueous solution:

List the following compounds in order of increasing electronegativity (least to most)of the nitrogen atom,and explain your reasoning.

Which of the following bases has a conjugate acid with the smallest pKa?

Consider the synthesis below.What is compound B?

Which reagent would serve as the basis for a simple chemical test that would distinguish between the pair of compounds listed below?

Which of the following reaction sequences would yield aniline?

Which of these is the strongest acid?

What is the final product in the Curtius rearrangement of the acyl azide formed from butanoyl chloride?

What final product is expected from 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

Reactions at the Α Carbon of Carbonyl Compounds

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Transition Metal Complexes

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

The overall conversion RBr $\to$ RCH₂NH₂ can be accomplished by successive application of which of these sets of reagents?

Which of the following bases has a conjugate acid with the smallest pK_a?