Question 1

How many molecular orbitals are produced from the overlap of four p atomic orbitals?

Accepted Answer

A) 2 
B) 8 
C) 4 
D) 16 
E) 1 
A) 2 
B) 8 
C) 4 
D) 16 
E) 1

Question 2

Under what conditions would a 1,3-hydrogen shift occur in a sigmatropic rearrangement?

Accepted Answer

A) thermal conditions 
B) photochemical conditions 
C) suprafacial pathway 
D) A and C 
E) B and C 
A) thermal conditions 
B) photochemical conditions 
C) suprafacial pathway 
D) A and C 
E) B and C

Question 3

Provide the major organic product of the following Diels-Alder cycloaddition.

Accepted Answer

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

Question 4

Give the product for the following [1,3] sigmatropic rearrangement.

Accepted Answer

The answer of Give the product for the following [1,3]...

Question 5

Consider the possible thermal [4+4] cycloaddition of two molecules of 1,3-butadiene to generate cycloocta-1,5-diene. Show the HOMO/LUMO interaction which would result, and use this interaction to predict whether the proposed cycloaddition could occur.

Accepted Answer

The answer of Consider the possible thermal [4+4] cycloaddition of...

Question 6

Which of the following molecular orbitals are formed from subtractive overlap of atomic orbitals?

Accepted Answer

A) antibonding orbitals 
B) out-of-phase orbitals 
C) bonding orbitals 
D) A and B 
E) B and C 
A) antibonding orbitals 
B) out-of-phase orbitals 
C) bonding orbitals 
D) A and B 
E) B and C

Question 7

Give the conditions for 1,7-hydrogen shifts.

Accepted Answer

A) suprafacial rearrangement 
B) antarafacial rearrangement 
C) thermal conditions 
D) photochemical conditions 
E) all of the above 
A) suprafacial rearrangement 
B) antarafacial rearrangement 
C) thermal conditions 
D) photochemical conditions 
E) all of the above

Question 8

Describe an electrocyclic reaction.

Accepted Answer

A) The reactant has lost a sigma bond, the product has a new sigma bond, and the pi bonds have rearranged. 
B) The product contains a new ring, with two less sigma bonds, and two more pi bonds than the starting material. 
C) The product contains a new ring, with two more sigma bonds, and two less pi bonds than the starting material. 
D) The product contains a new ring, with one less sigma bond, and one more pi bond than the starting material. 
E) The product contains a new ring, with one more sigma bond, and one less pi bond than the starting material. 
A) The reactant has lost a sigma bond, the product has a new sigma bond, and the pi bonds have rearranged. 
B) The product contains a new ring, with two less sigma bonds, and two more pi bonds than the starting material. 
C) The product contains a new ring, with two more sigma bonds, and two less pi bonds than the starting material. 
D) The product contains a new ring, with one less sigma bond, and one more pi bond than the starting material. 
E) The product contains a new ring, with one more sigma bond, and one less pi bond than the starting material.

Question 9

Describe a Cope rearrangement.

Accepted Answer

A) [3,3] sigmatropic rearrangement of a 1,5-diene 
B) [1,3] sigmatropic rearrangement of an alkene 
C) [3,3] sigmatropic rearrangement of an allyl vinyl ether 
D) [1,5] sigmatropic rearrangement of a 1,3-diene 
E) [2,3] sigmatropic rearrangement of an alkene 
A) [3,3] sigmatropic rearrangement of a 1,5-diene 
B) [1,3] sigmatropic rearrangement of an alkene 
C) [3,3] sigmatropic rearrangement of an allyl vinyl ether 
D) [1,5] sigmatropic rearrangement of a 1,3-diene 
E) [2,3] sigmatropic rearrangement of an alkene

Question 10

What is the product of the following 1,5-hydrogen shift? CH3CH   CHCH   CD2
    ?

Accepted Answer

A) CH2     CHCH2CH   CHD 
B) CH2     CHCH   CHCHD2 
C) CHD   CHCH   CHCH3 
D) CH2     CHCH2CH2CH2D 
E) CH2     CHCH   CHCD3 
A) CH2     CHCH2CH   CHD 
B) CH2     CHCH   CHCHD2 
C) CHD   CHCH   CHCH3 
D) CH2     CHCH2CH2CH2D 
E) CH2     CHCH   CHCD3

Question 11

Which of the following statements about the product of the electrocyclic ring closure below is (are)correct?

Accepted Answer

A) The methyl groups are trans in the product. 
B) The product arose from a stereospecific, conrotatory ring closure. 
C) The product mixture is optically active. 
D) both B and C 
E) all of the above 
A) The methyl groups are trans in the product. 
B) The product arose from a stereospecific, conrotatory ring closure. 
C) The product mixture is optically active. 
D) both B and C 
E) all of the above

Question 12

Which of the following statements concerning the selection rules for pericyclic reactions is (are)correct?

Accepted Answer

A) If TE describes the reaction, then the outcome is given by AC. 
B) If PO describes the reaction, then the outcome is given by AC. 
C) If TO describes the reaction, then the outcome is given by AC. 
D) both A and B 
E) none of the above 
A) If TE describes the reaction, then the outcome is given by AC. 
B) If PO describes the reaction, then the outcome is given by AC. 
C) If TO describes the reaction, then the outcome is given by AC. 
D) both A and B 
E) none of the above

How many molecular orbitals are produced from the overlap of four p atomic orbitals?

Under what conditions would a 1,3-hydrogen shift occur in a sigmatropic rearrangement?

Provide the major organic product of the following Diels-Alder cycloaddition.

Give the product for the following [1,3] sigmatropic rearrangement.

Consider the possible thermal [4+4] cycloaddition of two molecules of 1,3-butadiene to generate cycloocta-1,5-diene. Show the HOMO/LUMO interaction which would result, and use this interaction to predict whether the proposed cycloaddition could occur.

Which of the following molecular orbitals are formed from subtractive overlap of atomic orbitals?

Give the conditions for 1,7-hydrogen shifts.

Describe an electrocyclic reaction.

Describe a Cope rearrangement.

What is the product of the following 1,5-hydrogen shift? CH₃CH CHCH CD₂ ?

Which of the following statements about the product of the electrocyclic ring closure below is (are)correct?

Which of the following statements concerning the selection rules for pericyclic reactions is (are)correct?

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

Electron Delocalization, Resonance, and Aromaticity More About Molecular Orbital Theory

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

Filters

Exam 28: Pericyclic Reactions

How many molecular orbitals are produced from the overlap of four p atomic orbitals?

Under what conditions would a 1,3-hydrogen shift occur in a sigmatropic rearrangement?

Provide the major organic product of the following Diels-Alder cycloaddition.

Give the product for the following [1,3] sigmatropic rearrangement.

Consider the possible thermal [4+4] cycloaddition of two molecules of 1,3-butadiene to generate cycloocta-1,5-diene. Show the HOMO/LUMO interaction which would result, and use this interaction to predict whether the proposed cycloaddition could occur.

Which of the following molecular orbitals are formed from subtractive overlap of atomic orbitals?

Give the conditions for 1,7-hydrogen shifts.

Describe an electrocyclic reaction.

Describe a Cope rearrangement.

What is the product of the following 1,5-hydrogen shift? CH3CH CHCH CD2 ?

Which of the following statements about the product of the electrocyclic ring closure below is (are)correct?

Which of the following statements concerning the selection rules for pericyclic reactions is (are)correct?

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

Electron Delocalization, Resonance, and Aromaticity More About Molecular Orbital Theory

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

Filters

What is the product of the following 1,5-hydrogen shift? CH₃CH CHCH CD₂ ?