Question 1

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

Accepted Answer

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

Question 2

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 3

Which base would not effectively deprotonate acetylene?

Accepted Answer

A)  i-PrMgBr 
B)  KH 
C)  (CH3O)2CH2Li 
D)  (i-Pr)2NLi 
E)  t-BuOK 
A)  i-PrMgBr 
B)  KH 
C)  (CH3O)2CH2Li 
D)  (i-Pr)2NLi 
E)  t-BuOK

Question 4

Which base would effectively deprotonate benzoic acid (PhCOOH)?

Accepted Answer

A)  NaCl 
B)  H2O 
C)  NaO2CCH3 
D)  t-BuOK 
E)  They would all effectively deprotonate benzoic acid. 
A)  NaCl 
B)  H2O 
C)  NaO2CCH3 
D)  t-BuOK 
E)  They would all effectively deprotonate benzoic acid.

Question 5

You are planning to carry out a reaction between propyne,CH3C≡CH and sodium amide,NaNH2.You also need to choose an appropriate solvent for carrying out the reaction.Would ethanol be suitable for this purpose? Explain your rationale clearly.

Accepted Answer

No,ethanol would be unsuitable for carry

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

Question 7

Which of the reaction conditions could afford the following transfromation?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  All of the above would work. 
A) 
  
B) 
  
C) 
  
D) 
  
E)  All of the above would work.

Question 8

Which base would not effectively deprotonate phenol (PhOH)?

Accepted Answer

A)  i-PrMgBr 
B)  H2O 
C)  NaH 
D)  (i-Pr)2NLi 
E)  t-BuOK 
A)  i-PrMgBr 
B)  H2O 
C)  NaH 
D)  (i-Pr)2NLi 
E)  t-BuOK

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

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 11

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 12

What is the major product for the following reaction?

Accepted Answer

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

Question 13

Bond polarization that takes place through space and through the bonds of the molecule is called the _____________.

Accepted Answer

The answer of Bond polarization that takes place through space...

Question 14

Define a protic solvent.

Accepted Answer

one that has a hydro

Question 15

Which of the reaction conditions would not afford the following transfromation?

Accepted Answer

A)  (CH3)2NH 
B)  (CH3)3N 
C)  (CH3)2NLi 
D)  More than one 
E)  None of the above 
A)  (CH3)2NH 
B)  (CH3)3N 
C)  (CH3)2NLi 
D)  More than one 
E)  None of the above

Question 16

What reactants would give the following products?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  None of the above 
A) 
  
B) 
  
C) 
  
D) 
  
E)  None of the above

Question 17

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

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E)  None of the above 
A) 
  
B) 
  
C) 
  
D) 
  
E)  None of the above

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

Question 19

Which combination of reagents is the least effective in generating sodium isopropoxide, (CH3)2CH2ONa?

Accepted Answer

A)  (CH3)2CH2OH + CH3Na 
B)  (CH3)2CH2OH + NaNH2 
C)  (CH3)2CH2OH + NaH 
D)  (CH3)2CH2OH + H2C=CHNa 
E)  (CH3)2CH2OH + CH3CH2ONa 
A)  (CH3)2CH2OH + CH3Na 
B)  (CH3)2CH2OH + NaNH2 
C)  (CH3)2CH2OH + NaH 
D)  (CH3)2CH2OH + H2C=CHNa 
E)  (CH3)2CH2OH + CH3CH2ONa

Question 20

What reactants would give the following products?

Accepted Answer

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

Exam 3: An Introduction to Organic Reactions: Acids and Bases

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

What does the reaction between the following two species produce?

Which base would not effectively deprotonate acetylene?

Which base would effectively deprotonate benzoic acid (PhCOOH)?

You are planning to carry out a reaction between propyne,CH3C≡CH and sodium amide,NaNH2.You also need to choose an appropriate solvent for carrying out the reaction.Would ethanol be suitable for this purpose? Explain your rationale clearly.

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

Which of the reaction conditions could afford the following transfromation?

Which base would not effectively deprotonate phenol (PhOH)?

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

What does the reaction between the following two species produce?

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

What is the major product for the following reaction?

Bond polarization that takes place through space and through the bonds of the molecule is called the _____________.

Define a protic solvent.

Which of the reaction conditions would not afford the following transfromation?

What reactants would give the following products?

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

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

Which combination of reagents is the least effective in generating sodium isopropoxide, (CH3)2CH2ONa?

What reactants would give the following products?

Carbon Compounds and Chemical Bonds

Representative Carbon Compounds: Functional Groups, Intermolecular Forces, and Infrared Ir Spectroscopy

Alkanes: Nomenclature, Conformational Analysis, and an Introduction to Synthesis

Stereochemistry: Chiral Molecules

Ionic Reactions - Nucleophilic Substitution and Elimination Reactions of Alkyl Halides

Alkenes and Alkynes I: Properties and Synthesis, Elimination Reactions of Alkyl Halides

Alkenes and Alkynes Ii: Addition Reactions

Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds Oxidation-Reduction and Organometallic Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones I Nucleophilic Addition to the Carbonyl Group

Aldehydes and Ketones Ii Aldol Reactions

Carboxylic Acids and Their Derivatives Nucleophilic Addition - Elimination at the Acyl Carbon

Synthesis and Reactions of Beta-Dicarbonyl Compounds: More Chemistry of Enolate Ions

Amines

Phenols and Aryl Halides: Nucleophilic Aromatic Substitution

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

You are planning to carry out a reaction between propyne,CH₃C≡CH and sodium amide,NaNH₂.You also need to choose an appropriate solvent for carrying out the reaction.Would ethanol be suitable for this purpose? Explain your rationale clearly.

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

Which combination of reagents is the least effective in generating sodium isopropoxide, (CH₃)₂CH₂ONa?