Question 1

The compound aniline,C6H5NH2,has weakly basic properties in aqueous solution.In this other solvent,aniline would behave as a strong base.

Accepted Answer

A) CH3OH 
B) CH3CH2OH 
C) CF3CO2H 
D) Liquid NH3 
E) CH3(CH2)4CH3 
A) CH3OH 
B) CH3CH2OH 
C) CF3CO2H 
D) Liquid NH3 
E) CH3(CH2)4CH3

Question 2

Which of these is not a true statement?

Accepted Answer

A) All Lewis bases are also Bronsted-Lowry bases. 
B) All Lewis acids contain hydrogen. 
C) All Bronsted-Lowry acids contain hydrogen. 
D) All Lewis acids are electron deficient. 
E) According to the Bronsted-Lowry theory,water is both an acid and a base. 
A) All Lewis bases are also Bronsted-Lowry bases. 
B) All Lewis acids contain hydrogen. 
C) All Bronsted-Lowry acids contain hydrogen. 
D) All Lewis acids are electron deficient. 
E) According to the Bronsted-Lowry theory,water is both an acid and a base.

Question 3

Based on the position of the central atom in the periodic chart,we predict that the strongest acid of the following is:

Accepted Answer

A) H2O 
B) H2S 
C) H2Se 
D) H2Te 
E) All acids are equal in strength. 
A) H2O 
B) H2S 
C) H2Se 
D) H2Te 
E) All acids are equal in strength.

Question 4

Why do water-insoluble carboxylic acids dissolve in aqueous sodium hydroxide?

Accepted Answer

Because they are con

Question 5

Rank the bold-faced hydrogens for the following compounds from most acidic to least acidic.

Accepted Answer

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

Question 6

What deuterium reactant would give the following product?

Accepted Answer

A) D2O 
B) D3O+ 
C) NaOD 
D) CH3OD 
E) None of these choices. 
A) D2O 
B) D3O+ 
C) NaOD 
D) CH3OD 
E) None of these choices.

Question 7

Which of the following substances has a hydrogen atom with pKa ≈ 25?

Accepted Answer

A) CH3CH2CH2CH2CO2H 
B) CH3CHCH2C≡CCH3 
C) CH3CH2CH2C≡CH 
D) CH3CH2CH2CH2CH=CH2 
E) CH3CH2CH2CH2NH2 
A) CH3CH2CH2CH2CO2H 
B) CH3CHCH2C≡CCH3 
C) CH3CH2CH2C≡CH 
D) CH3CH2CH2CH2CH=CH2 
E) CH3CH2CH2CH2NH2

Question 8

A product of the reaction,CH3CH2Li + D2O $\to$ is

Accepted Answer

A) CH3CH2OD 
B) CH3CH2CH2CH3 
C) CH2=CH2 
D) CH3CH2D 
E) CH3CH2OCH2CH3 
A) CH3CH2OD 
B) CH3CH2CH2CH3 
C) CH2=CH2 
D) CH3CH2D 
E) CH3CH2OCH2CH3

Question 9

Briefly,but clearly,explain why the -OH hydrogen in acetic acid (CH3CO2H)is more acidic than in ethanol (C2H5OH).

Accepted Answer

The greater acidity of the -OH hydrogen

Question 10

Which of the reaction conditions could afford the following transformation?

Accepted Answer

A)    
B)    
C)    
D)    
E) All of these choices would work. 
A)    
B)    
C)    
D)    
E) All of these choices would work.

Question 11

Which reaction will yield CH3CH2-D?

Accepted Answer

A) CH3CH3 + D2O 
B) CH3CH2Li + D2O 
C) CH3CH2OLi + D2O 
D) CH3CH2OH + D2O 
E) More than one of these choices. 
A) CH3CH3 + D2O 
B) CH3CH2Li + D2O 
C) CH3CH2OLi + D2O 
D) CH3CH2OH + D2O 
E) More than one of these choices.

Question 12

In the following reaction which chemical species is acting like a nucleophile?

Accepted Answer

A)    
B)    
C) CH3O- 
D) two of these choices 
E) there is no nucleophile in this reaction 
A)    
B)    
C) CH3O- 
D) two of these choices 
E) there is no nucleophile in this reaction

Question 13

A group of acids arranged in order of decreasing acidity is: HNO3 > CH3COOH > C6H5OH > H2O > HC$\equiv$CH
What is the arrangement of the conjugate bases of these compounds in decreasing order of basicity?

Accepted Answer

A) NO3- > CH3COO- > C6H5O- > OH- > HC$\equiv$C- 
B) CH3COO- > C6H5O- > NO3- > OH- > HC$\equiv$C- 
C) C6H5O- > NO3- > HC$\equiv$C- > OH- > CH3COO- 
D) HC$\equiv$C- > OH- > C6H5O- > CH3COO- > NO3- 
E) No prediction of relative base strength is possible. 
A) NO3- > CH3COO- > C6H5O- > OH- > HC$\equiv$C- 
B) CH3COO- > C6H5O- > NO3- > OH- > HC$\equiv$C- 
C) C6H5O- > NO3- > HC$\equiv$C- > OH- > CH3COO- 
D) HC$\equiv$C- > OH- > C6H5O- > CH3COO- > NO3- 
E) No prediction of relative base strength is possible.

Question 14

For a reaction that has positive change in entropy,increasing the temperature of the reaction will help make the reaction energetically favorable to form products.

Accepted Answer

A) True 
 B)False

Question 15

Which acid-base reaction would not take place as written?

Accepted Answer

A) CH3Li + CH3CH2CH2CH2NH2 $\to$CH4 + CH3CH2CH2CH2NHLi 
B) CH3C$\equiv$CH + NaOCH3 $\to$CH3C$\equiv$CNa + CH3OH 
C) HC$\equiv$CNa + H2O $\to$HC$\equiv$CH + NaOH 
D) CH3OH + NaNH2 $\to$CH3ONa + NH3 
E) CH3CO2H + CH3ONa $\to$CH3CO2Na + CH3OH 
A) CH3Li + CH3CH2CH2CH2NH2 $\to$CH4 + CH3CH2CH2CH2NHLi 
B) CH3C$\equiv$CH + NaOCH3 $\to$CH3C$\equiv$CNa + CH3OH 
C) HC$\equiv$CNa + H2O $\to$HC$\equiv$CH + NaOH 
D) CH3OH + NaNH2 $\to$CH3ONa + NH3 
E) CH3CO2H + CH3ONa $\to$CH3CO2Na + CH3OH

Question 16

An acid,HA,has the following thermodynamic values for its dissociation in water at 27 ºC: $\Delta$H = -8.0 kJ mol-1; $\Delta$S = -70 J K-1mol-1.The $\Delta$G for the process is:

Accepted Answer

A) +29 kJ mol-1 
B) +13 kJ mol-1 
C) -6.1 kJ mol-1 
D) -13 kJ mol-1 
E) -29 kJ mol-1 
A) +29 kJ mol-1 
B) +13 kJ mol-1 
C) -6.1 kJ mol-1 
D) -13 kJ mol-1 
E) -29 kJ mol-1

Question 17

Which of the following is not a conjugate acid - conjugate base pair (in that order)?

Accepted Answer

A) H3PO4,H2PO4- 
B) HBF4,BF4- 
C) CH3CH2OH,CH3CH2O-- 
D) H3O+,H2O 
E) HPO42-,H2PO4- 
A) H3PO4,H2PO4- 
B) HBF4,BF4- 
C) CH3CH2OH,CH3CH2O-- 
D) H3O+,H2O 
E) HPO42-,H2PO4-

Question 18

Rank the bold-faced hydrogens for the following compounds from most acidic to least acidic.

Accepted Answer

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

Question 19

Which of these is not a Lewis acid?

Accepted Answer

A) AlCl3 
B) H3O+ 
C) FeCl3 
D) SO3 
E) C4H10 
A) AlCl3 
B) H3O+ 
C) FeCl3 
D) SO3 
E) C4H10

Question 20

Adding methyllithium,CH3Li,to ethanol produces:

Accepted Answer

A) CH3CH2Li + CH3OH 
B) CH3CH2OLi + CH4 
C) CH3CH2OCH3 + LiH 
D) All of these choices. 
E) No reaction takes place. 
A) CH3CH2Li + CH3OH 
B) CH3CH2OLi + CH4 
C) CH3CH2OCH3 + LiH 
D) All of these choices. 
E) No reaction takes place.

Exam 3: Acids and Bases

The compound aniline,C6H5NH2,has weakly basic properties in aqueous solution.In this other solvent,aniline would behave as a strong base.

Which of these is not a true statement?

Based on the position of the central atom in the periodic chart,we predict that the strongest acid of the following is:

Why do water-insoluble carboxylic acids dissolve in aqueous sodium hydroxide?

Rank the bold-faced hydrogens for the following compounds from most acidic to least acidic.

What deuterium reactant would give the following product?

Which of the following substances has a hydrogen atom with pKa ≈ 25?

A product of the reaction,CH3CH2Li + D2O →\to→ is

Briefly,but clearly,explain why the -OH hydrogen in acetic acid (CH3CO2H)is more acidic than in ethanol (C2H5OH).

Which of the reaction conditions could afford the following transformation?

Which reaction will yield CH3CH2-D?

In the following reaction which chemical species is acting like a nucleophile?

A group of acids arranged in order of decreasing acidity is: HNO3 > CH3COOH > C6H5OH > H2O > HC ≡\equiv≡ CH What is the arrangement of the conjugate bases of these compounds in decreasing order of basicity?

For a reaction that has positive change in entropy,increasing the temperature of the reaction will help make the reaction energetically favorable to form products.

Which acid-base reaction would not take place as written?

An acid,HA,has the following thermodynamic values for its dissociation in water at 27 ºC: Δ\DeltaΔ H = -8.0 kJ mol-1; Δ\DeltaΔ S = -70 J K-1mol-1.The Δ\DeltaΔ G for the process is:

Which of the following is not a conjugate acid - conjugate base pair (in that order)?

Rank the bold-faced hydrogens for the following compounds from most acidic to least acidic.

Which of these is not a Lewis acid?

Adding methyllithium,CH3Li,to ethanol produces:

The Basics

Families of Carbon

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

Amines

Transition Metal Complexes

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

The compound aniline,C₆H₅NH₂,has weakly basic properties in aqueous solution.In this other solvent,aniline would behave as a strong base.

Which of the following substances has a hydrogen atom with pK_a ≈ 25?

A product of the reaction,CH₃CH₂Li + D₂O $\to$ is

Briefly,but clearly,explain why the -OH hydrogen in acetic acid (CH₃CO₂H)is more acidic than in ethanol (C₂H₅OH).

Which reaction will yield CH₃CH₂-D?

A group of acids arranged in order of decreasing acidity is: HNO₃ > CH₃COOH > C₆H₅OH > H₂O > HC $\equiv$ CH What is the arrangement of the conjugate bases of these compounds in decreasing order of basicity?

An acid,HA,has the following thermodynamic values for its dissociation in water at 27 ºC: $\Delta$ H = -8.0 kJ mol^-1; $\Delta$ S = -70 J K^-1mol^-1.The $\Delta$ G for the process is:

Adding methyllithium,CH₃Li,to ethanol produces: