Question 1

Which of the following would be the weakest 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 2

Which reagent would serve as the basis for a simple chemical test to distinguish between benzoic acid and benzamide?

Accepted Answer

A) Cold dilute NaOH 
B) Cold dilute NaHCO3 
C) Cold concd H2SO4 
D) More than one of these choices. 
E) None of these choices. 
A) Cold dilute NaOH 
B) Cold dilute NaHCO3 
C) Cold concd H2SO4 
D) More than one of these choices. 
E) None of these choices.

Question 3

The linkages that join amino acids together to form proteins are primarily ___ bonds.

Accepted Answer

The answer of The linkages that join amino acids together...

Question 4

What is the expected product,A,of the following reaction sequence?

Accepted Answer

A) HCO2CH2C6H5 
B) C6H5CH2COOH 
C) C6H5CH2OSO3H 
D) C6H5CHClCOOH 
E) O=C(CH2C6H5)2 
A) HCO2CH2C6H5 
B) C6H5CH2COOH 
C) C6H5CH2OSO3H 
D) C6H5CHClCOOH 
E) O=C(CH2C6H5)2

Question 5

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

Accepted Answer

A)    
B) C6H5CH3 
C) C6H5COOCH2CH2OH 
D) C6H5CHO 
E) C6H5CH2OH 
A)    
B) C6H5CH3 
C) C6H5COOCH2CH2OH 
D) C6H5CHO 
E) C6H5CH2OH

Question 6

An acid chloride is prepared from the related carboxylic acid by reaction with which of these?

Accepted Answer

A) HCl 
B) Cl2 
C) SOCl2 
D) HOCl 
E) AlCl3 
A) HCl 
B) Cl2 
C) SOCl2 
D) HOCl 
E) AlCl3

Question 7

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 8

Intramolecular dehydration to form a cyclic monoester is most likely to occur when which of the following is heated with acid?

Accepted Answer

A) CH3CH2CH2CHOHCO2H 
B) CH3CH2CHOHCH2CO2H 
C) CH3CH2CH2CH2CO2H 
D) CH3CHOHCH2CH2CO2H 
E) HO2CCH2CH2CO2H 
A) CH3CH2CH2CHOHCO2H 
B) CH3CH2CHOHCH2CO2H 
C) CH3CH2CH2CH2CO2H 
D) CH3CHOHCH2CH2CO2H 
E) HO2CCH2CH2CO2H

Question 9

Which compound would be least reactive toward nucleophilic acyl addition-elimination?

Accepted Answer

A) Acetaldehyde 
B) Acetyl chloride 
C) Acetic anhydride 
D) Acetamide 
E) Methyl acetate 
A) Acetaldehyde 
B) Acetyl chloride 
C) Acetic anhydride 
D) Acetamide 
E) Methyl acetate

Question 10

Which of the reactions listed below would serve as a synthesis of acetophenone,C6H5COCH3 ?

Accepted Answer

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

Question 11

Which of the following is not a method for preparing butanoic acid?

Accepted Answer

A) CH3CH2CH2Br + NaCN; then H3O+,reflux 
B) CH3CH2CH2MgBr + CO2; then H3O+ 
C) CH3CH2CH2OH + CO 
D) CH3CH2CH2CO2Et + OH-/H2O; then H3O+ 
E) CH3CH2CH2CH2OH + KMnO4/OH-/H2O/heat; then H3O+ 
A) CH3CH2CH2Br + NaCN; then H3O+,reflux 
B) CH3CH2CH2MgBr + CO2; then H3O+ 
C) CH3CH2CH2OH + CO 
D) CH3CH2CH2CO2Et + OH-/H2O; then H3O+ 
E) CH3CH2CH2CH2OH + KMnO4/OH-/H2O/heat; then H3O+

Question 12

In which of the following are the compounds listed in order of decreasing acidity?

Accepted Answer

A) CH3CO2H > CH3CH2OH > C6H5OH > H2O 
B) C6H5OH > CH3CO2H > H2O > CH3CH2OH 
C) CH3CO2H > H2O > C6H5OH > CH3CH2OH 
D) H2O > CH3CO2H > C6H5OH > CH3CH2OH 
E) CH3CO2H > C6H5OH > CH3CH2OH > H2O 
A) CH3CO2H > CH3CH2OH > C6H5OH > H2O 
B) C6H5OH > CH3CO2H > H2O > CH3CH2OH 
C) CH3CO2H > H2O > C6H5OH > CH3CH2OH 
D) H2O > CH3CO2H > C6H5OH > CH3CH2OH 
E) CH3CO2H > C6H5OH > CH3CH2OH > H2O

Question 13

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 14

Which compound would be expected to have the lowest pKa?

Accepted Answer

A) 4,4-dichlorobutanoic acid 
B) 3,4-dichlorobutanoic acid 
C) 3,3-dichlorobutanoic acid 
D) 2,3-dichlorobutanoic acid 
E) 2,2-dichlorobutanoic acid 
A) 4,4-dichlorobutanoic acid 
B) 3,4-dichlorobutanoic acid 
C) 3,3-dichlorobutanoic acid 
D) 2,3-dichlorobutanoic acid 
E) 2,2-dichlorobutanoic acid

Question 15

Which of the following combinations of reagents would not produce an ester?

Accepted Answer

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

Question 16

What is the reactant of the following reaction sequence?

Accepted Answer

A) C6H5CH3 
B) C6H5CH2COOH 
C) C6H5CH2OH 
D) C6H5CH2CH2COOH 
E) O=C(CH2C6H5)2 
A) C6H5CH3 
B) C6H5CH2COOH 
C) C6H5CH2OH 
D) C6H5CH2CH2COOH 
E) O=C(CH2C6H5)2

Question 17

Choose the reagent(s)that would bring about the following reaction: CH3CH2CH2COOH $\to$CH3CH2CH2CH2OH

Accepted Answer

A) H2/Ni 
B) Li/liq NH3 
C) LiAlH[OC(CH3)3]3 
D) NaBH4,CH3OH 
E) LiAlH4,ether 
A) H2/Ni 
B) Li/liq NH3 
C) LiAlH[OC(CH3)3]3 
D) NaBH4,CH3OH 
E) LiAlH4,ether

Question 18

What would be the final product?

Accepted Answer

A) C6H5CH2CO2CH3 
B) C6H5CH2CH2NHCH3 
C) C6H5CH2COCH3 
D) C6H5CH2CH(CH3)CN 
E) C6H5CH2CH=NCH3 
A) C6H5CH2CO2CH3 
B) C6H5CH2CH2NHCH3 
C) C6H5CH2COCH3 
D) C6H5CH2CH(CH3)CN 
E) C6H5CH2CH=NCH3

Question 19

The pKa of benzoic acid is 4.20.A benzoic acid substituted in the para-position with some group G (shown below)is reported to have a pKa of 3.92.   Based on this information is group G an electron withdrawing or electron donating group?

Accepted Answer

since the pK_a of the G-substituted benzoi

Question 20

Which of the following acids would be expected to have the smallest value for pKa?

Accepted Answer

A) 4-bromobutanoic acid 
B) 4-chlorobutanoic acid 
C) 4,4-dichlorobutanoic acid 
D) 4-bromo-4-iodobutanoic acid 
E) 4-bromo-4,4-dichlorobutanoic acid 
A) 4-bromobutanoic acid 
B) 4-chlorobutanoic acid 
C) 4,4-dichlorobutanoic acid 
D) 4-bromo-4-iodobutanoic acid 
E) 4-bromo-4,4-dichlorobutanoic acid

Exam 17: Carboxylic Acids and Their Derivatives

Which of the following would be the weakest acid?

Which reagent would serve as the basis for a simple chemical test to distinguish between benzoic acid and benzamide?

The linkages that join amino acids together to form proteins are primarily ___ bonds.

What is the expected product,A,of the following reaction sequence?

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

An acid chloride is prepared from the related carboxylic acid by reaction with which of these?

Which of the following would be the strongest acid?

Intramolecular dehydration to form a cyclic monoester is most likely to occur when which of the following is heated with acid?

Which compound would be least reactive toward nucleophilic acyl addition-elimination?

Which of the reactions listed below would serve as a synthesis of acetophenone,C6H5COCH3 ?

Which of the following is not a method for preparing butanoic acid?

In which of the following are the compounds listed in order of decreasing acidity?

What is the final product of this sequence of reactions?

Which compound would be expected to have the lowest pKa?

Which of the following combinations of reagents would not produce an ester?

What is the reactant of the following reaction sequence?

Choose the reagent(s)that would bring about the following reaction: CH3CH2CH2COOH →\to→ CH3CH2CH2CH2OH

What would be the final product?

The pKa of benzoic acid is 4.20.A benzoic acid substituted in the para-position with some group G (shown below)is reported to have a pKa of 3.92. Based on this information is group G an electron withdrawing or electron donating group?

Which of the following acids would be expected to have the smallest value for pKa?

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 reactions listed below would serve as a synthesis of acetophenone,C₆H₅COCH₃?

Which compound would be expected to have the lowest pK_a?

Choose the reagent(s)that would bring about the following reaction: CH₃CH₂CH₂COOH $\to$ CH₃CH₂CH₂CH₂OH

The pK_a of benzoic acid is 4.20.A benzoic acid substituted in the para-position with some group G (shown below)is reported to have a pK_a of 3.92. Based on this information is group G an electron withdrawing or electron donating group?

Which of the following acids would be expected to have the smallest value for pK_a?