Question 1

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

Accepted Answer

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

Question 2

The only carboxylic acid derivative with two carbonyl groups is the ___.

Accepted Answer

The answer of The only carboxylic acid derivative with two...

Question 3

What would be the final product?

Accepted Answer

A) CH3CH2CH2NH2 
B) CH3CH2CONH2 
C) CH3CH2CONHCOCH2CH3 
D) CH3CH2CN 
E) CH3CH2COCH3 
A) CH3CH2CH2NH2 
B) CH3CH2CONH2 
C) CH3CH2CONHCOCH2CH3 
D) CH3CH2CN 
E) CH3CH2COCH3

Question 4

Which of the following would serve as a reasonable synthesis of ethyl benzoate?

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 5

Which of the following would be the strongest acid?

Accepted Answer

A) 2,3-Dimethylhexanoic acid 
B) 3,3-Diiodopentanoic acid 
C) 3-Iodo-4-bromopentanoic acid 
D) 3-Chloro-4-bromohexanoic acid 
E) 2-Fluoro-4-bromopentanoic acid 
A) 2,3-Dimethylhexanoic acid 
B) 3,3-Diiodopentanoic acid 
C) 3-Iodo-4-bromopentanoic acid 
D) 3-Chloro-4-bromohexanoic acid 
E) 2-Fluoro-4-bromopentanoic acid

Question 6

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

Accepted Answer

A) CH3COOH > H2O > PhOH > HC$\equiv$CH > NH3 
B) PhOH > CH3COOH > H2O > HC$\equiv$CH > NH3 
C) CH3COOH > PhOH > H2O > HC$\equiv$CH > NH3 
D) H2O > CH3COOH > PhOH > HC$\equiv$CH > NH3 
E) PhOH > H2O > CH3COOH > HC$\equiv$CH > NH3 
A) CH3COOH > H2O > PhOH > HC$\equiv$CH > NH3 
B) PhOH > CH3COOH > H2O > HC$\equiv$CH > NH3 
C) CH3COOH > PhOH > H2O > HC$\equiv$CH > NH3 
D) H2O > CH3COOH > PhOH > HC$\equiv$CH > NH3 
E) PhOH > H2O > CH3COOH > HC$\equiv$CH > NH3

Question 7

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

Accepted Answer

A) CH3CO2Na 
B) CH3COCl 
C) (CH3CO)2O 
D) CH3CONH2 
E) CH3CO2CH3 
A) CH3CO2Na 
B) CH3COCl 
C) (CH3CO)2O 
D) CH3CONH2 
E) CH3CO2CH3

Question 8

Choose the reagent(s)that would bring about the following reaction: CH3C≡CCH2CO2CH2CH3 $\to$ CH3C≡CCH2CH2OH

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 9

Which of the following compounds is capable of forming a $\delta$-lactone?

Accepted Answer

A) 5-Hydroxypentanoic acid 
B) Pentanedioic acid 
C) 4-Hydroxypentanoic acid 
D) 3-Hydroxypentanoic acid 
E) 2-Hydroxypentanoic acid 
A) 5-Hydroxypentanoic acid 
B) Pentanedioic acid 
C) 4-Hydroxypentanoic acid 
D) 3-Hydroxypentanoic acid 
E) 2-Hydroxypentanoic acid

Question 10

Identify the product(s)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 11

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

Accepted Answer

A) (CH3)3CCO2H 
B) (CH3)3CCOCH3 
C) (CH3)3CCH2OH 
D) (CH3)3COCH3 
E) (CH3)3CCO2CH3 
A) (CH3)3CCO2H 
B) (CH3)3CCOCH3 
C) (CH3)3CCH2OH 
D) (CH3)3COCH3 
E) (CH3)3CCO2CH3

Question 12

The relative reactivity of acyl compounds toward nucleophilic acyl addition-elimination is:

Accepted Answer

A) Amide > ester > acid anhydride > acyl chloride 
B) Acyl chloride > ester > acid anhydride > amide 
C) Ester > acyl chloride > acid anhydride > amide 
D) Acyl chloride > acid anhydride > ester > amide 
E) Acid anhydride > acyl chloride > ester > amide 
A) Amide > ester > acid anhydride > acyl chloride 
B) Acyl chloride > ester > acid anhydride > amide 
C) Ester > acyl chloride > acid anhydride > amide 
D) Acyl chloride > acid anhydride > ester > amide 
E) Acid anhydride > acyl chloride > ester > amide

Question 13

Which of the reactions listed below would serve as a synthesis of benzyl acetate,CH3CO2CH2C6H5?

Accepted Answer

A) Benzyl alcohol + acetic anhydride $\to$ 
B) Benzyl alcohol + acetic acid + H3O+ $\to$ 
C) Benzyl alcohol + acetyl chloride $\to$ 
D) Two of these choices. 
E) All of these choices. 
A) Benzyl alcohol + acetic anhydride $\to$ 
B) Benzyl alcohol + acetic acid + H3O+ $\to$ 
C) Benzyl alcohol + acetyl chloride $\to$ 
D) Two of these choices. 
E) All of these choices.

Question 14

What is the product of this reaction?

Accepted Answer

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

Question 15

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 16

The correct structure for 2-methylbutyl methanoate 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

Litmus paper turns ___ when an aqueous solution of a carboxylic acid is dropped on it.

Accepted Answer

The answer of Litmus paper turns ___ when an aqueous...

Question 18

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 19

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 20

Which reagent would best serve as a basis for a simple chemical test to distinguish between CH3CH2COOH and CH3COOCH3?

Accepted Answer

A) Concd H2SO4 
B) Br2/CCl4 
C) CrO3/H2SO4 
D) NaHCO3/H2O 
E) KMnO4/H2O 
A) Concd H2SO4 
B) Br2/CCl4 
C) CrO3/H2SO4 
D) NaHCO3/H2O 
E) KMnO4/H2O

Exam 17: Carboxylic Acids and Their Derivatives

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

The only carboxylic acid derivative with two carbonyl groups is the ___.

What would be the final product?

Which of the following would serve as a reasonable synthesis of ethyl benzoate?

Which of the following would be the strongest acid?

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

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

Choose the reagent(s)that would bring about the following reaction: CH3C≡CCH2CO2CH2CH3 →\to→ CH3C≡CCH2CH2OH

Which of the following compounds is capable of forming a δ\deltaδ -lactone?

Identify the product(s)of the following reaction.

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

The relative reactivity of acyl compounds toward nucleophilic acyl addition-elimination is:

Which of the reactions listed below would serve as a synthesis of benzyl acetate,CH3CO2CH2C6H5?

What is the product of this reaction?

Which of the following would be the strongest acid?

The correct structure for 2-methylbutyl methanoate is:

Litmus paper turns ___ when an aqueous solution of a carboxylic acid is dropped on it.

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

What is the final product of this sequence of reactions?

Which reagent would best serve as a basis for a simple chemical test to distinguish between CH3CH2COOH and CH3COOCH3?

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

Choose the reagent(s)that would bring about the following reaction: CH₃C≡CCH₂CO₂CH₂CH₃ $\to$ CH₃C≡CCH₂CH₂OH

Which of the following compounds is capable of forming a $\delta$ -lactone?

Which of the reactions listed below would serve as a synthesis of benzyl acetate,CH₃CO₂CH₂C₆H₅?

Which reagent would best serve as a basis for a simple chemical test to distinguish between CH₃CH₂COOH and CH₃COOCH₃?