Question 1

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

Accepted Answer

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

Question 2

Which of the following is an untrue statement?

Accepted Answer

A) The % dissociation of a weak acid increases with increasing dilution of the acid solution. 
B) The stronger an acid,the weaker its conjugate base. 
C) The larger the value of Ka for an acid,the smaller the value of its pKa. 
D) Comparison of the acidity of strong acids in solution requires the use of a solvent less basic than water. 
E) The stronger the acid,the more positive the value of $\Delta$Gº for the dissociation. 
A) The % dissociation of a weak acid increases with increasing dilution of the acid solution. 
B) The stronger an acid,the weaker its conjugate base. 
C) The larger the value of Ka for an acid,the smaller the value of its pKa. 
D) Comparison of the acidity of strong acids in solution requires the use of a solvent less basic than water. 
E) The stronger the acid,the more positive the value of $\Delta$Gº for the dissociation.

Question 3

What does the reaction between the following two species produce?

Accepted Answer

A)    
B)    
C)    
D)    
E) No reaction 
A)    
B)    
C)    
D)    
E) No reaction

Question 4

What is/are the product(s)of the following acid-base mechanism?

Accepted Answer

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

Question 5

Carboxylic acids have conjugate bases that are resonance stabilized,which typically makes them much more acidic than alcohols.

Accepted Answer

A) True 
 B)False

Question 6

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

Accepted Answer

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

Question 7

For the simple hydrides,MHn,pKa values decrease in the order:

Accepted Answer

A) CH4 > NH3 > H2O > H2S > HBr 
B) HBr > H2S > H2O > NH3 > CH4 
C) HBr > H2O > NH3 > H2S > CH4 
D) NH3 > H2S > CH4 > H2O > HBr 
E) H2S > H2O > HBr > NH3 > CH4 
A) CH4 > NH3 > H2O > H2S > HBr 
B) HBr > H2S > H2O > NH3 > CH4 
C) HBr > H2O > NH3 > H2S > CH4 
D) NH3 > H2S > CH4 > H2O > HBr 
E) H2S > H2O > HBr > NH3 > CH4

Question 8

Rank the following hydrogen atoms from highest to lowest in acidity in the structure shown below.

Accepted Answer

A) Ha > Hb > Hc > Hd 
B) Ha > Hc > Hd > Hb 
C) Hc > Hd > Ha > Hb 
D) Hd > Ha > Hc > Hb 
E) Hc > Ha > Hd > Hb 
A) Ha > Hb > Hc > Hd 
B) Ha > Hc > Hd > Hb 
C) Hc > Hd > Ha > Hb 
D) Hd > Ha > Hc > Hb 
E) Hc > Ha > Hd > Hb

Question 9

Adding sodium amide (NaNH2)to 1-butyne (CH3CH2C≡CH)would produce:

Accepted Answer

A) CH3CH2C≡CNa + NH3 
B) CH3CH2C≡C-C≡CH2CH3 + NaH + NH3 
C) CH3CH2C≡CNH2 + NaH 
D) NaCH2CH2C≡CH + NH3 
E) CH3CH(Na)C≡CH + NH3 
A) CH3CH2C≡CNa + NH3 
B) CH3CH2C≡C-C≡CH2CH3 + NaH + NH3 
C) CH3CH2C≡CNH2 + NaH 
D) NaCH2CH2C≡CH + NH3 
E) CH3CH(Na)C≡CH + NH3

Question 10

Which might be used as a protic solvent?

Accepted Answer

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

Question 11

Protons or other electron-deficient centers that seek out electron-rich molecules are known as ___.

Accepted Answer

The answer of Protons or other electron-deficient centers that seek...

Question 12

For the following acid-base reaction,which statement is true taking $\Delta$S into consideration?

Accepted Answer

A) The reaction is an exothermic reaction and $\Delta$S is positive. 
B) The reaction is an exothermic reaction and $\Delta$S is negative. 
C) The reaction is an endothermic reaction and $\Delta$S is positive. 
D) The reaction is an endothermic reaction and $\Delta$S is approximately zero. 
E) None of these choices. 
A) The reaction is an exothermic reaction and $\Delta$S is positive. 
B) The reaction is an exothermic reaction and $\Delta$S is negative. 
C) The reaction is an endothermic reaction and $\Delta$S is positive. 
D) The reaction is an endothermic reaction and $\Delta$S is approximately zero. 
E) None of these choices.

Question 13

Which base would not effectively deprotonate phenol (PhOH)?

Accepted Answer

A) i-PrMgBr 
B) NaHCO3 
C) NaH 
D) (i-Pr)2NLi 
E) t-BuOK 
A) i-PrMgBr 
B) NaHCO3 
C) NaH 
D) (i-Pr)2NLi 
E) t-BuOK

Question 14

What is/are the product(s)of the following acid-base mechanism?

Accepted Answer

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

Question 15

It is impossible to have pKa values of organic acids that are negative.

Accepted Answer

A) True 
 B)False

Question 16

This species is a carbon-based Lewis acid:

Accepted Answer

A) CH4 
B) HCCl3 
C) CH3+ 
D) :CH3- 
E) ·CH3 
A) CH4 
B) HCCl3 
C) CH3+ 
D) :CH3- 
E) ·CH3

Question 17

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

Accepted Answer

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

Question 18

Which of these phosphorus-based acids is diprotic?

Accepted Answer

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

Question 19

Adding sodium hydride to ethanol would produce:

Accepted Answer

A) CH3CH2OCH2CH3 + H2 
B) CH3CH2OCH2CH3 + NaOH 
C) CH3CH2ONa + H2 
D) CH3CH2Na + NaOH 
E) CH3CH3 + NaOH 
A) CH3CH2OCH2CH3 + H2 
B) CH3CH2OCH2CH3 + NaOH 
C) CH3CH2ONa + H2 
D) CH3CH2Na + NaOH 
E) CH3CH3 + NaOH

Question 20

In the reaction,Na+NH2- + CH3OH $\to$CH3O-Na+  + NH3,the stronger base is:

Accepted Answer

A) NaNH2 
B) CH3OH 
C) CH3ONa 
D) NH3 
E) This is not an acid-base reaction. 
A) NaNH2 
B) CH3OH 
C) CH3ONa 
D) NH3 
E) This is not an acid-base reaction.

Exam 3: Acids and Bases

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

Which of the following is an untrue statement?

What does the reaction between the following two species produce?

What is/are the product(s)of the following acid-base mechanism?

Carboxylic acids have conjugate bases that are resonance stabilized,which typically makes them much more acidic than alcohols.

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

For the simple hydrides,MHn,pKa values decrease in the order:

Rank the following hydrogen atoms from highest to lowest in acidity in the structure shown below.

Adding sodium amide (NaNH2)to 1-butyne (CH3CH2C≡CH)would produce:

Which might be used as a protic solvent?

Protons or other electron-deficient centers that seek out electron-rich molecules are known as ___.

For the following acid-base reaction,which statement is true taking Δ\DeltaΔ S into consideration?

Which base would not effectively deprotonate phenol (PhOH)?

What is/are the product(s)of the following acid-base mechanism?

It is impossible to have pKa values of organic acids that are negative.

This species is a carbon-based Lewis acid:

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

Which of these phosphorus-based acids is diprotic?

Adding sodium hydride to ethanol would produce:

In the reaction,Na+NH2- + CH3OH →\to→ CH3O-Na+ + NH3,the stronger base is:

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

For the simple hydrides,MH_n,pK_a values decrease in the order:

Adding sodium amide (NaNH₂)to 1-butyne (CH₃CH₂C≡CH)would produce:

For the following acid-base reaction,which statement is true taking $\Delta$ S into consideration? $For the following acid-base reaction,which statement is true taking \Delta S into consideration?$

It is impossible to have pK_a values of organic acids that are negative.

In the reaction,Na⁺NH₂^- + CH₃OH $\to$ CH₃O^-Na⁺ + NH₃,the stronger base is: