Question 1

Which of the following compounds is not aromatic?

Accepted Answer

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

Question 2

Which of the following statements about benzene is true?

Accepted Answer

A) Benzene is a saturated hydrocarbon. 
B) Benzene undergoes addition reactions. 
C) Benzene has five degrees of unsaturation. 
D) Benzene undergoes substitution reactions. 
A) Benzene is a saturated hydrocarbon. 
B) Benzene undergoes addition reactions. 
C) Benzene has five degrees of unsaturation. 
D) Benzene undergoes substitution reactions. D

Question 3

What is the hybridization of the indicated N atom in the following compound?

Accepted Answer

A) p 
B) sp 
C) sp2 
D) sp3 
A) p 
B) sp 
C) sp2 
D) sp3 C

Question 4

Which of the following ions is aromatic?

Accepted Answer

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

Question 5

What is the name of the following compound?

Accepted Answer

A) Meta-bromophenol 
B) Para-hydroxybenzene 
C) 3-bromoanisole 
D) 6-methoxy-2-bromobenzene 
A) Meta-bromophenol 
B) Para-hydroxybenzene 
C) 3-bromoanisole 
D) 6-methoxy-2-bromobenzene

Question 6

In what type of orbital does the lone pair on the indicated N atom reside?

Accepted Answer

A) p 
B) sp 
C) sp2 
D) sp3 
A) p 
B) sp 
C) sp2 
D) sp3

Question 7

What is the correct structure for anisole?

Accepted Answer

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

Question 8

What is the correct structure for aniline?

Accepted Answer

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

Question 9

What is the IUPAC name of the following compound?

Accepted Answer

A) 2-Nitro-5-carboxychlorobenzene 
B) 2-Chloro-4-carboxynitrobenzene 
C) 2-Chloro-1-nitro-4-benzoic acid 
D) 3-Chloro-4-nitrobenzoic acid 
A) 2-Nitro-5-carboxychlorobenzene 
B) 2-Chloro-4-carboxynitrobenzene 
C) 2-Chloro-1-nitro-4-benzoic acid 
D) 3-Chloro-4-nitrobenzoic acid

Question 10

What compound is consistent with the following 1H NMR spectrum?

Accepted Answer

A) Phenol 
B) Anisole 
C) 4-bromoanisole 
D) 4-bromotoluene 
A) Phenol 
B) Anisole 
C) 4-bromoanisole 
D) 4-bromotoluene

Question 11

Which of the following statements about the molecular orbital (MO)theory is true?

Accepted Answer

A) When two p orbitals of similar phase overlap side-by-side,a p* antibonding molecular orbital is formed. 
B) When two p orbitals of opposite phase overlap side-by-side,a p bonding molecular orbital is formed. 
C) A p bonding molecular orbital is higher in energy than the two atomic p orbitals from which it is formed. 
D) A p* antibonding molecular orbital is higher in energy than the two atomic p orbitals from which it is formed. 
A) When two p orbitals of similar phase overlap side-by-side,a p* antibonding molecular orbital is formed. 
B) When two p orbitals of opposite phase overlap side-by-side,a p bonding molecular orbital is formed. 
C) A p bonding molecular orbital is higher in energy than the two atomic p orbitals from which it is formed. 
D) A p* antibonding molecular orbital is higher in energy than the two atomic p orbitals from which it is formed.

Question 12

What is the IUPAC name of the following compound?

Accepted Answer

A) 3,6-Dichloroaniline 
B) 2,5-Dichloroaniline 
C) 2,5-Dichloroaminobenzene 
D) 2,5-Dichloroanisole 
A) 3,6-Dichloroaniline 
B) 2,5-Dichloroaniline 
C) 2,5-Dichloroaminobenzene 
D) 2,5-Dichloroanisole

Question 13

What orbitals are used to form the bond indicated in the following molecule?

Accepted Answer

A) Csp2¾Csp2 
B) Csp2¾ C2p 
C) C2p¾C2p 
D) Csp3¾Csp3 
A) Csp2¾Csp2 
B) Csp2¾ C2p 
C) C2p¾C2p 
D) Csp3¾Csp3

Question 14

How many 13CNMR signals does the following compound exhibit?

Accepted Answer

A) 4 
B) 5 
C) 6 
D) 8 
A) 4 
B) 5 
C) 6 
D) 8

Question 15

What is the name of the following compound?

Accepted Answer

A) 2,6-Dimethylbenzene 
B) 5-Methyltoluene 
C) Anisole 
D) 1,3-Dimethylbenzene 
A) 2,6-Dimethylbenzene 
B) 5-Methyltoluene 
C) Anisole 
D) 1,3-Dimethylbenzene

Question 16

Which of the following molecules has the most acidic hydrogen atoms?

Accepted Answer

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

Question 17

What is the correct structure for para-bromotoluene?

Accepted Answer

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

Question 18

Which of the following compounds is aromatic?

Accepted Answer

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

Question 19

What is the correct assignment of the names of the following aromatic heterocycles?

Accepted Answer

A) I = pyridine; II = pyrimidine; III = furan 
B) I = pyrimidine; II =pyrrole; III = furan 
C) I = pyridine; II = pyrrole; III = furan 
D) I = pyrimidine; II = pyrrole; III = tetrahydrofuran 
A) I = pyridine; II = pyrimidine; III = furan 
B) I = pyrimidine; II =pyrrole; III = furan 
C) I = pyridine; II = pyrrole; III = furan 
D) I = pyrimidine; II = pyrrole; III = tetrahydrofuran

Question 20

What is the hybridization of the indicated N atom in the following compound?

Accepted Answer

A) p 
B) sp 
C) sp2 
D) sp3 
A) p 
B) sp 
C) sp2 
D) sp3

Exam 15: Benzene and Aromatic Compounds

Which of the following compounds is not aromatic?

Which of the following statements about benzene is true?

What is the hybridization of the indicated N atom in the following compound?

Which of the following ions is aromatic?

What is the name of the following compound?

In what type of orbital does the lone pair on the indicated N atom reside?

What is the correct structure for anisole?

What is the correct structure for aniline?

What is the IUPAC name of the following compound?

What compound is consistent with the following 1H NMR spectrum?

Which of the following statements about the molecular orbital (MO)theory is true?

What is the IUPAC name of the following compound?

What orbitals are used to form the bond indicated in the following molecule?

How many 13CNMR signals does the following compound exhibit?

What is the name of the following compound?

Which of the following molecules has the most acidic hydrogen atoms?

What is the correct structure for para-bromotoluene?

Which of the following compounds is aromatic?

What is the correct assignment of the names of the following aromatic heterocycles?

What is the hybridization of the indicated N atom in the following compound?

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

Reactions of 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

Spectroscopy A: Mass Spectrometry

Spectroscopy B: Infrared Spectroscopy

Spectroscopy C: Nuclear Magnetic Resonance Spectroscopy

Filters

What compound is consistent with the following ¹H NMR spectrum?

How many ¹³CNMR signals does the following compound exhibit?