Question 1

What would be the final organic 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 2

What would be the final organic product of the following reaction?

Accepted Answer

A) 2,2-Dimethylpropanoic acid 
B) Methyl 2,2-dimethylpropanoate 
C) 2,2-Dimethyl-1-propanol 
D) t-Butyl methyl ether 
E) 3,3-Dimethyl-2-butanone 
A) 2,2-Dimethylpropanoic acid 
B) Methyl 2,2-dimethylpropanoate 
C) 2,2-Dimethyl-1-propanol 
D) t-Butyl methyl ether 
E) 3,3-Dimethyl-2-butanone

Question 3

Complete the following reaction sequence,giving details of all significant intermediates.

Accepted Answer

The answer of Complete the following reaction sequence,giving details of...

Question 4

(R)-3-Hexanol is subjected to the following sequence of reactions: i)acetyl chloride,pyridine; ii)NaOH(aq),heat.What is(are)the likely final product(s)?

Accepted Answer

A) (R)-3-Hexanol 
B) (S)-2-Hexanol 
C) Equal amounts of (R)-3-hexanol and (S)-2-hexanol 
D) 2-Hexene (cis and trans) 
E) 1-Hexen-2-ol 
A) (R)-3-Hexanol 
B) (S)-2-Hexanol 
C) Equal amounts of (R)-3-hexanol and (S)-2-hexanol 
D) 2-Hexene (cis and trans) 
E) 1-Hexen-2-ol

Question 5

Which of the following would yield (S)-2-butanol?

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 6

Which of the following would be 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 7

What is the final product of this sequence of reactions?

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 of the following would serve as syntheses of (CH3)3CCO2H?

Accepted Answer

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

Question 9

What would be the final product,F,of the following sequence of reactions?

Accepted Answer

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

Question 10

Predict the major organic product of the reaction sequence below:

Accepted Answer

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

Question 11

Which reactant is unlikely to produce the indicated product upon strong heating?

Accepted Answer

A) 2,2-Dimethylpropanedioic acid $\to$  2-methylpropanoic acid 
B) 2-Ethylpropanedioic acid $\to$  Butanoic acid 
C) 2-Methyl-3-oxo-pentanoic acid $\to$  3-Pentanone 
D) 2-Methyl-4-oxo-pentanoic acid $\to$  2-Methyl-3-butanone 
E) 4-Methyl-3-oxo-heptanoic acid $\to$  3-Methyl-2-hexanone 
A) 2,2-Dimethylpropanedioic acid $\to$  2-methylpropanoic acid 
B) 2-Ethylpropanedioic acid $\to$  Butanoic acid 
C) 2-Methyl-3-oxo-pentanoic acid $\to$  3-Pentanone 
D) 2-Methyl-4-oxo-pentanoic acid $\to$  2-Methyl-3-butanone 
E) 4-Methyl-3-oxo-heptanoic acid $\to$  3-Methyl-2-hexanone

Question 12

What is the reactant 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 13

Which of the following acids would have the largest value for pKa?

Accepted Answer

A) BrCH2CH2CH2COOH 
B) ClCH2CH2CH2COOH 
C) Cl2CHCH2CH2COOH 
D) ICHBrCH2CH2COOH 
E) BrCCl2CH2CH2COOH 
A) BrCH2CH2CH2COOH 
B) ClCH2CH2CH2COOH 
C) Cl2CHCH2CH2COOH 
D) ICHBrCH2CH2COOH 
E) BrCCl2CH2CH2COOH

Question 14

Which compound would be the strongest acid?

Accepted Answer

A) CHCl2CH2CH2CO2H 
B) ClCH2CHClCH2CO2H 
C) CH3CCl2CH2CO2H 
D) CH3CHClCHClCO2H 
E) CH3CH2CCl2CO2H 
A) CHCl2CH2CH2CO2H 
B) ClCH2CHClCH2CO2H 
C) CH3CCl2CH2CO2H 
D) CH3CHClCHClCO2H 
E) CH3CH2CCl2CO2H

Question 15

Which of these combinations will not produce benzoic acid?

Accepted Answer

A) C6H5CH2OH + KMnO4/OH-/H2O,heat; then H3O+ 
B) C6H5CH3 + KMnO4/OH-/H2O,heat; then H3O+ 
C) C6H6 + CO2,high pressure 
D) C6H5COCH3 + Cl2/OH-/H2O; then H3O+ 
E) C6H5COCl + O-/H2O; then H3O+ 
A) C6H5CH2OH + KMnO4/OH-/H2O,heat; then H3O+ 
B) C6H5CH3 + KMnO4/OH-/H2O,heat; then H3O+ 
C) C6H6 + CO2,high pressure 
D) C6H5COCH3 + Cl2/OH-/H2O; then H3O+ 
E) C6H5COCl + O-/H2O; then H3O+

Question 16

The correct structure for methyl bicyclo[2.2.2]octane-1-carboxylate is:

Accepted Answer

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

Question 17

Reasoning by analogy,one would predict that the reaction of carbon disulfide with sec-butylmagnesium bromide should yield which of the following (after acidification)?

Accepted Answer

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

Question 18

Which of the following would be the strongest acid?

Accepted Answer

A) Benzoic acid 
B) 4-Nitrobenzoic acid 
C) 4-Methylbenzoic acid 
D) 4-Methoxybenzoic acid 
E) 4-Iodobenzoic acid 
A) Benzoic acid 
B) 4-Nitrobenzoic acid 
C) 4-Methylbenzoic acid 
D) 4-Methoxybenzoic acid 
E) 4-Iodobenzoic acid

Question 19

The correct structure for bicyclo[1.1.1]pentane-2-carboxylic acid is:

Accepted Answer

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

Question 20

Which of the following acids would have the smallest value for pKa1?

Accepted Answer

A) HOOCCH2CH2CH2CH2CH2COOH 
B) HOOCCH2CH2CH2CH2COOH 
C) HOOCCH2CH2CH2COOH 
D) HOOCCH2CH2COOH 
E) HOOCCH2COOH 
A) HOOCCH2CH2CH2CH2CH2COOH 
B) HOOCCH2CH2CH2CH2COOH 
C) HOOCCH2CH2CH2COOH 
D) HOOCCH2CH2COOH 
E) HOOCCH2COOH

Exam 17: Carboxylic Acids and Their Derivatives

What would be the final organic product of the following reaction?

What would be the final organic product of the following reaction?

Complete the following reaction sequence,giving details of all significant intermediates.

(R)-3-Hexanol is subjected to the following sequence of reactions: i)acetyl chloride,pyridine; ii)NaOH(aq),heat.What is(are)the likely final product(s)?

Which of the following would yield (S)-2-butanol?

Which of the following would be the strongest acid?

What is the final product of this sequence of reactions?

Which of the following would serve as syntheses of (CH3)3CCO2H?

What would be the final product,F,of the following sequence of reactions?

Predict the major organic product of the reaction sequence below:

Which reactant is unlikely to produce the indicated product upon strong heating?

What is the reactant of the following reaction sequence?

Which of the following acids would have the largest value for pKa?

Which compound would be the strongest acid?

Which of these combinations will not produce benzoic acid?

The correct structure for methyl bicyclo[2.2.2]octane-1-carboxylate is:

Reasoning by analogy,one would predict that the reaction of carbon disulfide with sec-butylmagnesium bromide should yield which of the following (after acidification)?

Which of the following would be the strongest acid?

The correct structure for bicyclo[1.1.1]pentane-2-carboxylic acid is:

Which of the following acids would have the smallest value for pKa1?

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

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

Which of the following would serve as syntheses of (CH₃)₃CCO₂H?

Which of the following acids would have the largest value for pK_a?

Which of the following acids would have the smallest value for pK_a1?