Question 1

How many of the following compounds are aromatic?

Accepted Answer

A) Zero 
B) One 
C) Two 
D) Three 
E) Four 
A) Zero 
B) One 
C) Two 
D) Three 
E) Four E

Question 2

For the following molecule,give the number of π electrons and nonbonding electrons.

Accepted Answer

There are 12 π electrons.Four of these 12 π electrons are nonbonding.

Question 3

For the following molecule,give the number of π electrons and the number of nonbonding electrons.

Accepted Answer

There are ten π electrons.Two of these ten π electrons are nonbonding.

Question 4

Is the following compound aromatic,antiaromatic,or nonaromatic? Explain your answer.

Accepted Answer

The ring is not completely con

Question 5

Assume that the following molecule is planar.Use the Frost method to explain whether it is aromatic,antiaromatic,or nonaromatic.In your Frost diagram,fill in all π electrons,and label the HOMO and the LUMO.

Accepted Answer

The molecule is aromatic,becau

Question 6

Which atomic orbital contributor has the highest energy?

Accepted Answer

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

Question 7

Assume that the following molecule is planar.Use the Frost method to explain whether it is aromatic,antiaromatic,or nonaromatic.In your Frost diagram,fill in all π electrons,and label the HOMO and the LUMO.

Accepted Answer

The molecule is arom

Question 8

How many electrons are in the following molecule's largest conjugated π system?

Accepted Answer

A) Two 
B) Four 
C) Six 
D) Eight 
E) Ten 
A) Two 
B) Four 
C) Six 
D) Eight 
E) Ten

Question 9

Which of the following molecules 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 10

Is the following compound aromatic,antiaromatic,or nonaromatic? Explain your answer.

Accepted Answer

The compound is cyclic,is plan

Question 11

Rank the three following molecules by the amount of heat released upon hydrogenation (from lowest amount to highest amount).Explain your answer.

Accepted Answer

Molecule II releases the least amount of

Question 12

Which of the following molecules 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 13

Assume that the following molecule is planar.Use the Frost method to explain whether it is aromatic,antiaromatic,or nonaromatic.In your Frost diagram,fill in all π electrons,and label the HOMO and the LUMO.

Accepted Answer

The molecule is anti

Question 14

Is the following compound aromatic,antiaromatic,or nonaromatic? Explain your answer.

Accepted Answer

The compound is cyclic,is plan

Question 15

Assume that a compound is a cyclic,planar,completely conjugated ring.Which number of π electrons would make it aromatic?

Accepted Answer

A) 0 π electrons 
B) 2 π electrons 
C) 3 π electrons 
D) 4 π electrons 
E) 32 π electrons 
A) 0 π electrons 
B) 2 π electrons 
C) 3 π electrons 
D) 4 π electrons 
E) 32 π electrons

Question 16

Which atomic orbital contributor corresponds to the HOMO of a molecule with four π electrons in a conjugated system?

Accepted Answer

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

Question 17

Assume that the following molecule is planar.Use the Frost method to explain whether it is aromatic,antiaromatic,or nonaromatic.In your Frost diagram,fill in all π electrons,and label the HOMO and the LUMO.

Accepted Answer

The molecule is antiaromatic,b

Question 18

Which atomic orbital contributor has three nodes?

Accepted Answer

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

Question 19

Which heterolysis step will occur slowest?

Accepted Answer

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

Question 20

Assuming all of the following molecules are planar,which one can be labeled antiaromatic?

Accepted Answer

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

Exam 16: Orbital Interactions 2: Extended Π Systems,conjugation,and Aromaticity

How many of the following compounds are aromatic?

For the following molecule,give the number of π electrons and nonbonding electrons.

For the following molecule,give the number of π electrons and the number of nonbonding electrons.

Is the following compound aromatic,antiaromatic,or nonaromatic? Explain your answer.

Assume that the following molecule is planar.Use the Frost method to explain whether it is aromatic,antiaromatic,or nonaromatic.In your Frost diagram,fill in all π electrons,and label the HOMO and the LUMO.

Which atomic orbital contributor has the highest energy?

Assume that the following molecule is planar.Use the Frost method to explain whether it is aromatic,antiaromatic,or nonaromatic.In your Frost diagram,fill in all π electrons,and label the HOMO and the LUMO.

How many electrons are in the following molecule's largest conjugated π system?

Which of the following molecules is aromatic?

Is the following compound aromatic,antiaromatic,or nonaromatic? Explain your answer.

Rank the three following molecules by the amount of heat released upon hydrogenation (from lowest amount to highest amount).Explain your answer.

Which of the following molecules is aromatic?

Assume that the following molecule is planar.Use the Frost method to explain whether it is aromatic,antiaromatic,or nonaromatic.In your Frost diagram,fill in all π electrons,and label the HOMO and the LUMO.

Is the following compound aromatic,antiaromatic,or nonaromatic? Explain your answer.

Assume that a compound is a cyclic,planar,completely conjugated ring.Which number of π electrons would make it aromatic?

Which atomic orbital contributor corresponds to the HOMO of a molecule with four π electrons in a conjugated system?

Assume that the following molecule is planar.Use the Frost method to explain whether it is aromatic,antiaromatic,or nonaromatic.In your Frost diagram,fill in all π electrons,and label the HOMO and the LUMO.

Which atomic orbital contributor has three nodes?

Which heterolysis step will occur slowest?

Assuming all of the following molecules are planar,which one can be labeled antiaromatic?

Atomic and Molecular Structure

Interchapter: Nomenclature 1-4

Interchapter 1molecular Orbital Theory and Chemical Reactions

Three-Dimensional Geometry,intermolecular Interactions,and Physical Properties

Orbital Interactions 1: Hybridization and Two-Center Molecular Orbitals

Isomerism 1: Conformational and Constitutional Isomers

Isomerism 2: Chirality,enantiomers,and Diastereomers

The Proton Transfer Reaction: an Introduction to Mechanisms,thermodynamics,and Charge Stability

An Overview of the Most Common Elementary Steps

An Introduction to Multistep Mechanisms: Sn1 and E1 Reactions

Nucleophilic Substitution and Elimination Reactions 1: Competition Among Sn2,sn1,e2,and E1 Reactions

Nucleophilic Substitution and Elimination Reactions 2: Reactions That Are Useful for Synthesis

Electrophilic Addition to Nonpolar Π Bonds 1: Addition of a Brønsted Acid

Electrophilic Addition to Nonpolar Π Bonds 2: Reactions Involving Cyclic Transition States

Organic Synthesis 1: Beginning Concepts

Structure Determination 1: Ultravioletvisible and Infrared Spectroscopies

Structure Determination 2: Nuclear Magnetic Resonance Spectroscopy and Mass Spectrometry

Nucleophilic Addition to Polar Π Bonds 1: Addition of Strong Nucleophiles

Nucleophilic Addition to Polar Π Bonds 2: Addition of Weak Nucleophiles and Acid and Base Catalysis

Organic Synthesis 2: Intermediate Topics in Synthesis Design,and Useful Reduction and Oxidation Reactions

Nucleophilic Additionelimination Reactions 1: the General Mechanism Involving Strong Nucleophiles

Nucleophilic Additionelimination Reactions 2: Weak Nucleophiles

Electrophilic Aromatic Substitution 1: Substitution on Benzene; Useful Accompanying Reactions

Electrophilic Aromatic Substitution 2: Substitution on Mono- and Disubstituted Benzene and Other Aromatic Rings

The Dielsalder Reaction and Other Pericyclic Reactions

Reactions Involving Free Radicals

Polymers

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