Question 1

Which set of reagents would most likely bring about the following transformation?

Accepted Answer

A) Br2 and FeBr3 
B) NBS and light 
C) Br2 in CCl4 
D) NaBr and H2O 
A) Br2 and FeBr3 
B) NBS and light 
C) Br2 in CCl4 
D) NaBr and H2O B

Question 2

What is (are)the product(s)of the following reaction?

Accepted Answer

A) Only I 
B) Only II 
C) Only III 
D) Only I and II 
A) Only I 
B) Only II 
C) Only III 
D) Only I and II D

Question 3

What are the product(s)of the following reaction?

Accepted Answer

A) Only I 
B) Only II 
C) Only I and II 
D) Only III 
A) Only I 
B) Only II 
C) Only I and II 
D) Only III D

Question 4

What is the product of the following reaction?

Accepted Answer

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

Question 5

What is the major product of the following reaction?

Accepted Answer

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

Question 6

Which aryl fluoride reacts the fastest with NaOH?

Accepted Answer

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

Question 7

What is (are)the product(s)of the following reaction?

Accepted Answer

A) Only I 
B) Only II 
C) Only III 
D) Only I and III 
A) Only I 
B) Only II 
C) Only III 
D) Only I and III

Question 8

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 9

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 10

What is the product of the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) None of these 
A) I 
B) II 
C) III 
D) None of these

Question 11

Rank the following activating groups in order of decreasing strength of activation,listing the most activating first.

Accepted Answer

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

Question 12

Why is the nitro group a meta director?

Accepted Answer

A) Because it is sterically very large 
B) Because it adds electron density to the meta position,thus activating it 
C) Because it stabilizes the intermediate cation 
D) Because it removes more electron density from the ortho and para positions than the meta position,thus deactivating the meta position less 
A) Because it is sterically very large 
B) Because it adds electron density to the meta position,thus activating it 
C) Because it stabilizes the intermediate cation 
D) Because it removes more electron density from the ortho and para positions than the meta position,thus deactivating the meta position less

Question 13

Which of the following halides will not work as an electrophile in a Friedel-Crafts alkylation reaction?

Accepted Answer

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

Question 14

What is the product of the following sequence of reactions?

Accepted Answer

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

Question 15

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 16

What is the product of the following monobromonation reaction?

Accepted Answer

A) Only I 
B) Only II 
C) Only III 
D) Only I and III 
A) Only I 
B) Only II 
C) Only III 
D) Only I and III

Question 17

Which of the following substituents are deactivators in electrophilic aromatic substitution?

Accepted Answer

A) HO ¾ 
B) CH3NH ¾ 
C) CH3O ¾ 
D) (CH3)3N+¾ 
A) HO ¾ 
B) CH3NH ¾ 
C) CH3O ¾ 
D) (CH3)3N+¾

Question 18

Why is sulfuric acid used in aromatic nitration?

Accepted Answer

A) To keep the reaction from getting too basic 
B) To form the active electrophile NO2+ 
C) To protonate the aromatic ring 
D) To keep the reaction from getting too acidic 
A) To keep the reaction from getting too basic 
B) To form the active electrophile NO2+ 
C) To protonate the aromatic ring 
D) To keep the reaction from getting too acidic

Question 19

What is the major organic product obtained from the following reaction?

Accepted Answer

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

Question 20

How can polyalkylation be minimized in Friedel-Crafts alkylation?

Accepted Answer

A) Use a large excess of alkyl halide relative to the aromatic compound. 
B) Use a large excess of benzene relative to the alkyl halide. 
C) Use an alkyl halide without a Lewis acid catalyst. 
D) Use a large excess of the Lewis acid catalyst. 
A) Use a large excess of alkyl halide relative to the aromatic compound. 
B) Use a large excess of benzene relative to the alkyl halide. 
C) Use an alkyl halide without a Lewis acid catalyst. 
D) Use a large excess of the Lewis acid catalyst.

Exam 16: Reactions of Aromatic Compounds

Which set of reagents would most likely bring about the following transformation?

What is (are)the product(s)of the following reaction?

What are the product(s)of the following reaction?

What is the product of the following reaction?

What is the major product of the following reaction?

Which aryl fluoride reacts the fastest with NaOH?

What is (are)the product(s)of the following reaction?

What is the major organic product obtained from the following reaction?

What is the major organic product obtained from the following reaction?

What is the product of the following reaction?

Rank the following activating groups in order of decreasing strength of activation,listing the most activating first.

Why is the nitro group a meta director?

Which of the following halides will not work as an electrophile in a Friedel-Crafts alkylation reaction?

What is the product of the following sequence of reactions?

What is the major organic product obtained from the following reaction?

What is the product of the following monobromonation reaction?

Which of the following substituents are deactivators in electrophilic aromatic substitution?

Why is sulfuric acid used in aromatic nitration?

What is the major organic product obtained from the following reaction?

How can polyalkylation be minimized in Friedel-Crafts alkylation?

Structure and Bonding

Acids and Bases

Introduction to Organic Molecules and Functional Groups

Alkanes

Stereochemistry

Understanding Organic Reactions

Alkyl Halides and Nucleophilic Substitution

Alkyl Halides and Elimination Reactions

Alcohols,ethers,and Related Compounds

Alkenes and Addition Reactions

Alkynes and Synthesis

Oxidation and Reduction

Radical Reactions

Conjugation, resonance, and Dienes

Benzene and Aromatic Compounds

Introduction to Carbonyl Chemistry; Organometallic Reagents; Oxidation and Reduction

Aldehydes and Ketones - Nucleophilic Addition

Carboxylic Acids and the Acidity of the O-H Bond

Carboxylic Acids and Their Derivatives - Nucleophilic Acyl Substitution

Substitution Reactions of Carbonyl Compounds at the a Carbon

Carbonyl Condensation Reactions

Amines

Carbon-Carbon Bond-Forming Reactions in Organic Synthesis

Pericyclic Reactions

Carbohydrates

Amino Acids and Proteins

Synthetic Polymers

Lipids

Molecular Ion Peaks and Fragmentation Patterns

Analyzing Molecular Motion and Infrared Spectroscopy

Organic Spectroscopy Concepts

Filters