Question 1

Which of the following is a conjugated diene?

Accepted Answer

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

Question 2

Due to electron delocalization, one would predict that the carbon-oxygen bond in acetamide, CH3CONH2, ________.

Accepted Answer

A) is nonpolar 
B) has more double bond character than the carbon-oxygen bond of acetone, (CH3)2CO 
C) is longer than the carbon-oxygen bond of dimethyl ether, (CH3)2O 
D) is longer than the carbon-oxygen bond of acetone, (CH3)2CO 
E) is formed by overlapping sp3 orbitals 
A) is nonpolar 
B) has more double bond character than the carbon-oxygen bond of acetone, (CH3)2CO 
C) is longer than the carbon-oxygen bond of dimethyl ether, (CH3)2O 
D) is longer than the carbon-oxygen bond of acetone, (CH3)2CO 
E) is formed by overlapping sp3 orbitals D

Question 3

Draw the structure of the major product which results when the diene shown is treated with HBr at 40°C.

Accepted Answer

The answer of Draw the structure of the major product...

Question 4

Aromatic molecules contain ________ π electrons.

Accepted Answer

A) no 
B) 4n + 2 (with n an integer) 
C) 4n + 2 (where n = 0.5) 
D) 4n (with n an integer) 
E) unpaired 
A) no 
B) 4n + 2 (with n an integer) 
C) 4n + 2 (where n = 0.5) 
D) 4n (with n an integer) 
E) unpaired

Question 5

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

Accepted Answer

A) I only 
B) II only 
C) III only 
D) I and II 
E) I and III 
A) I only 
B) II only 
C) III only 
D) I and II 
E) I and III

Question 6

Which of the following is not a resonance structure of the species shown?

Accepted Answer

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

Question 7

Excluding the horizontal node which is coincident with the molecular plane, how many nodes are present in Ψ4 of the 1, 3, 5-hexatriene π system?

Accepted Answer

A) 6 
B) 5 
C) 4 
D) 3 
E) 0 
A) 6 
B) 5 
C) 4 
D) 3 
E) 0

Question 8

Which of the following is a benzylic cation?

Accepted Answer

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

Question 9

Indicate whether the following molecule is aromatic, antiaromatic, or nonaromatic.

Accepted Answer

The answer of Indicate whether the following molecule is aromatic,...

Question 10

What is the hybridization of the central carbon of allene (1,2-propadiene)?

Accepted Answer

A) sp 
B) sp2 
C) sp3 
D) p 
E) none of the above 
A) sp 
B) sp2 
C) sp3 
D) p 
E) none of the above

Question 11

Provide the structure of the biologically significant heterocycle pyrimidine.

Accepted Answer

The answer of Provide the structure of the biologically significant...

Question 12

Which of the following is/are the major product(s)of the following reaction?

Accepted Answer

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

Question 13

Provide the structure of the major organic product in the following reaction.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 14

Provide the structure of the biologically significant heterocycle purine.

Accepted Answer

The answer of Provide the structure of the biologically significant...

Question 15

Which of the following is aromatic?

Accepted Answer

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

Question 16

Give the major organic product for the reaction.

Accepted Answer

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

Question 17

What is the hybridization of the carbons labeled A, B, and C?

Accepted Answer

The answer of What is the hybridization of the carbons...

Question 18

Draw (Z)-1,3-hexadiene in its s-trans conformation.

Accepted Answer

The answer of Draw (Z)-1,3-hexadiene in its s-trans conformation....

Question 19

What diene and dienophile should be used to synthesize the compound below?

Accepted Answer

The answer of What diene and dienophile should be used...

Question 20

What diene and dienophile should be used to synthesize the compound below?

Accepted Answer

The answer of What diene and dienophile should be used...

Exam 8: Electron Delocalization, Resonance, and Aromaticity More About Molecular Orbital Theory

Which of the following is a conjugated diene?

Due to electron delocalization, one would predict that the carbon-oxygen bond in acetamide, CH3CONH2, ________.

Draw the structure of the major product which results when the diene shown is treated with HBr at 40°C.

Aromatic molecules contain ________ π electrons.

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

Which of the following is not a resonance structure of the species shown?

Excluding the horizontal node which is coincident with the molecular plane, how many nodes are present in Ψ4 of the 1, 3, 5-hexatriene π system?

Which of the following is a benzylic cation?

Indicate whether the following molecule is aromatic, antiaromatic, or nonaromatic.

What is the hybridization of the central carbon of allene (1,2-propadiene)?

Provide the structure of the biologically significant heterocycle pyrimidine.

Which of the following is/are the major product(s)of the following reaction?

Provide the structure of the major organic product in the following reaction.

Provide the structure of the biologically significant heterocycle purine.

Which of the following is aromatic?

Give the major organic product for the reaction.

What is the hybridization of the carbons labeled A, B, and C?

Draw (Z)-1,3-hexadiene in its s-trans conformation.

What diene and dienophile should be used to synthesize the compound below?

What diene and dienophile should be used to synthesize the compound below?

Remembering General Chemistry: Electronic Structure and Bonding

Acids and Bases: Central to Understanding Organic Chemistry

An Introduction to Organic Compounds

Isomers: the Arrangement of Atoms in Space

Alkenes Thermodynamics and Kinetics

Reactions of Alkenes

Reactions of Alkynes Introduction to Multistep Synthesis

Substitution Reactions of Alkyl Halides

Elimination Reactions of Alkyl Halides Competition Between Substitution and Elimination

Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds

Organometallic Compounds

Reactions of Alkanes, Radicals

Mass Spectrometry, Infrared Spectroscopy, and Uvvis Spectroscopy

Nmr Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones

Reactions at the Alpha Carbon of Carbonyl Compounds

Reactions of Benzene and Substituted Benzenes

More About Amines Heterocylic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Catalysis

The Organic Mechanisms of the Coenzymes

The Chemistry of Metabolism

Nucleosides, Nucleotides, and Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters

Due to electron delocalization, one would predict that the carbon-oxygen bond in acetamide, CH₃CONH₂, ________.

Excluding the horizontal node which is coincident with the molecular plane, how many nodes are present in Ψ₄ of the 1, 3, 5-hexatriene π system?