Question 1

What is the correct classification of the following pericyclic reaction?

Accepted Answer

A)  electrophilic addition 
B)  sigmatropic rearrangement 
C)  cycloaddition 
D)  electrocyclic reaction 
E)  C & D 
A)  electrophilic addition 
B)  sigmatropic rearrangement 
C)  cycloaddition 
D)  electrocyclic reaction 
E)  C & D D

Question 2

Predict the major product for the following Diels-Alder reaction.

Accepted Answer

The answer of Predict the major product for the following...

Question 3

Which statement is NOT true about the Diels-Alder reaction?

Accepted Answer

A)  It is a [4+2] cycloaddition reaction. 
B)  The diene must be in the s-cis conformation to react. 
C)  Most Diels-Alder reactions are reversible. 
D)  It is a sigmatropic rearrangement. 
E)  Electron donating groups on the diene and electron withdrawing groups on the dienophile favor product formation. 
A)  It is a [4+2] cycloaddition reaction. 
B)  The diene must be in the s-cis conformation to react. 
C)  Most Diels-Alder reactions are reversible. 
D)  It is a sigmatropic rearrangement. 
E)  Electron donating groups on the diene and electron withdrawing groups on the dienophile favor product formation. D

Question 4

Which diene and dienophile would react to give the following Diels-Alder product?

Accepted Answer

The answer of Which diene and dienophile would react to...

Question 5

Which one of the following compounds is not a product of the reaction between 1,3-butadiene and HBr?

Accepted Answer

A)  (S)-3-bromo-1-butene 
B)  (R)-3-bromo-1-butene 
C)  (
E) -1-bromo-2-butene 
D)  (Z)-1-bromo-2-butene 
E)  (Z)-2-bromo-2-butene 
A)  (S)-3-bromo-1-butene 
B)  (R)-3-bromo-1-butene 
C)  (
E) -1-bromo-2-butene 
D)  (Z)-1-bromo-2-butene 
E)  (Z)-2-bromo-2-butene

Question 6

Which one of the following represents the HOMO of 1,3,5-hexatriene?

Accepted Answer

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

Question 7

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

1. NBS,hea

Question 8

Provide the structure for (S,E)-3-t-butyl-4-methyl-1,4-hexadiene.

Accepted Answer

The answer of Provide the structure for (S,E)-3-t-butyl-4-methyl-1,4-hexadiene....

Question 9

What is the correct classification of the following pericyclic reaction?

Accepted Answer

A)  electrophilic addition 
B)  sigmatropic rearrangement 
C)  cycloaddition 
D)  electrocyclic reaction 
E)  C and D 
A)  electrophilic addition 
B)  sigmatropic rearrangement 
C)  cycloaddition 
D)  electrocyclic reaction 
E)  C and D

Question 10

Which diene and dienophile would react to give the following Diels-Alder product?

Accepted Answer

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

Question 11

Which of the following indicated C-C bonds is (are) the longest?

Accepted Answer

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

Question 12

Which one of the following dienes is least stable?

Accepted Answer

A)  CH3CH=CHCH=CHCH3 
B)  CH3CH=CHCH2CH=CH2 
C)  CH2=CHCH2CH2CH=CH2 
D)  CH2=CHCH(CH3)CH=CH2 
E)  CH3CH=C=CHCH2CH3 
A)  CH3CH=CHCH=CHCH3 
B)  CH3CH=CHCH2CH=CH2 
C)  CH2=CHCH2CH2CH=CH2 
D)  CH2=CHCH(CH3)CH=CH2 
E)  CH3CH=C=CHCH2CH3

Question 13

Which one of the following represents the LUMO of 1,3,5-hexatriene?

Accepted Answer

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

Question 14

Provide the structure of the 1,4 addition product for the reaction of 1,3-hexadiene with Br2/CCl4.

Accepted Answer

Question 15

Identify the isolated dienes.

Accepted Answer

A)  4-methyl-1,3-heptadiene 
B)  3-methyl-1,5-heptadiene 
C)  2-methyl-2,4-heptadiene 
D)  4-methyl-1,4-heptadiene 
E)  5-methyl-2,3-heptadiene 
A)  4-methyl-1,3-heptadiene 
B)  3-methyl-1,5-heptadiene 
C)  2-methyl-2,4-heptadiene 
D)  4-methyl-1,4-heptadiene 
E)  5-methyl-2,3-heptadiene

Question 16

Predict the possible major products for the following reaction.

Accepted Answer

The answer of Predict the possible major products for the...

Question 17

Predict the major product for the following Diels-Alder reaction.

Accepted Answer

The answer of Predict the major product for the following...

Question 18

Predict the product(s) for the following reaction.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  both I & III 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  both I & III

Question 19

Which of the following diene(s) can undergo the Diels-Alder reaction?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  All of the these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  All of the these

Question 20

The Diels Alder reaction is a concerted reaction. Define concerted.

Accepted Answer

A)  The product contains a cyclic ring. 
B)  The diene must be in the s-cis conformation to react. 
C)  All changes in bonding (bond making and bond breaking) occur simultaneously. 
D)  It is an endothermic reaction. 
E)  Both exo and endo products are formed. 
A)  The product contains a cyclic ring. 
B)  The diene must be in the s-cis conformation to react. 
C)  All changes in bonding (bond making and bond breaking) occur simultaneously. 
D)  It is an endothermic reaction. 
E)  Both exo and endo products are formed.

Exam 16: Conjugated Pi Systems and Pericyclic Reactions

What is the correct classification of the following pericyclic reaction?

Predict the major product for the following Diels-Alder reaction.

Which statement is NOT true about the Diels-Alder reaction?

Which diene and dienophile would react to give the following Diels-Alder product?

Which one of the following compounds is not a product of the reaction between 1,3-butadiene and HBr?

Which one of the following represents the HOMO of 1,3,5-hexatriene?

Provide the reagents necessary to carry out the following conversion.

Provide the structure for (S,E)-3-t-butyl-4-methyl-1,4-hexadiene.

What is the correct classification of the following pericyclic reaction?

Which diene and dienophile would react to give the following Diels-Alder product?

Which of the following indicated C-C bonds is (are) the longest?

Which one of the following dienes is least stable?

Which one of the following represents the LUMO of 1,3,5-hexatriene?

Provide the structure of the 1,4 addition product for the reaction of 1,3-hexadiene with Br2/CCl4.

Identify the isolated dienes.

Predict the possible major products for the following reaction.

Predict the major product for the following Diels-Alder reaction.

Predict the product(s) for the following reaction.

Which of the following diene(s) can undergo the Diels-Alder reaction?

The Diels Alder reaction is a concerted reaction. Define concerted.

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Aromatic Compounds

Aromatic Substitution Reactions

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Introduction to Organometallic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

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Provide the structure of the 1,4 addition product for the reaction of 1,3-hexadiene with Br₂/CCl₄.