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Indicate whether each of the following reactions is an electrocyclic reaction,a cycloaddition reaction,or a sigmatropic rearrangement. Indicate whether each of the following reactions is an electrocyclic reaction,a cycloaddition reaction,or a sigmatropic rearrangement.

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a)Is an electrocycli...

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Is the thermal [4+2] cycloaddition between allylanion and ethylene an allowed one? To answer,draw the HOMO of allyl anion and the LUMO of ethylene,and comment on the symmetry match of the two.

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How many nodes does the highest energy molecular orbital of 1,3,5,7-octatetraene have?


A) 4
B) 5
C) 6
D) 8
E) 10

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Under photochemical conditions,(2E,4Z) -hexadiene undergoes a ________ ring closure to yield ________.


A) conrotatory,cis-3,4-dimethylcyclobutene
B) conrotatory,trans-3,4-dimethylcyclobutene
C) disrotatory,cis-3,4-dimethylcyclobutene
D) disrotatory,trans-3,4-dimethylcyclobutene

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Give the product(s) for the following reaction.You may choose more than one answer. Give the product(s) for the following reaction.You may choose more than one answer. A) B) C) D) E)


A) Give the product(s) for the following reaction.You may choose more than one answer. A) B) C) D) E)
B) Give the product(s) for the following reaction.You may choose more than one answer. A) B) C) D) E)
C) Give the product(s) for the following reaction.You may choose more than one answer. A) B) C) D) E)
D) Give the product(s) for the following reaction.You may choose more than one answer. A) B) C) D) E)
E) Give the product(s) for the following reaction.You may choose more than one answer. A) B) C) D) E)

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Describe a Cope rearrangement.


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

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Describe a sigmatropic rearrangement.


A) A sigma bond in the reactant has moved to a different location in the product,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.

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


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

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What is the product of the following 1,7-hydrogen shift? What is the product of the following 1,7-hydrogen shift? A) I B) II C) III D) IV E) V


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

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Give the conditions for 1,7-hydrogen shifts.You may choose more than one answer.


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

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Which of the following statements about carbon migrations is correct?


A) Carbon migrations never occur by a sigmatropic rearrangement.
B) Under thermal conditions,a [1,3] carbon migration that occurs suprafacially must also occur with inversion of configuration at the migrating carbon.
C) Under thermal conditions,a [1,5] carbon migration that occurs suprafacially must also occur with inversion of configuration at the migrating carbon.
D) Under thermal conditions,a carbon migration that occurs suprafacially must occur with inversion no matter the system's symmetry.
E) B,C,and D

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Under photochemical conditions,is an [2+2] cycloaddition suprafacial or antarafacial?

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Give the product for the following reaction. Give the product for the following reaction. A) B) C) D) E)


A) Give the product for the following reaction. A) B) C) D) E)
B) Give the product for the following reaction. A) B) C) D) E)
C) Give the product for the following reaction. A) B) C) D) E)
D) Give the product for the following reaction. A) B) C) D) E)
E) Give the product for the following reaction. A) B) C) D) E)

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What is the product of the following reaction? What is the product of the following reaction?

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Which of the following sets of atomic orbitals form an asymmetric molecular orbital? Which of the following sets of atomic orbitals form an asymmetric molecular orbital? A) I B) II C) III D) IV E) V


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

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Under what conditions would a 1,5-hydrogen shift occur in a sigmatropic rearrangement?


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

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Give the product for the following [1,5] sigmatropic rearrangement. Give the product for the following [1,5] sigmatropic rearrangement.

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When an allyl anion undergoes a cycloaddition under thermal conditions with ethylene (bonds forming at the ends of the π-systems) ,the cycloaddition is described as


A) [2+2] and suprafacial.
B) [2+4] and suprafacial.
C) [2+2] and antarafacial.
D) [2+4] and antarafacial.
E) [2+3] and antarafacial.

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How many electrons are present in the nonbonding π molecular orbital of the allyl anion?


A) 0
B) 1
C) 2
D) 3
E) 4

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Which of the following statements best describes what is meant by pericyclic reactions?


A) reactions in which a nucleophile reacts with an electrophile
B) reactions in which an electrophile reacts with a nucleophile
C) reactions in which a free radical reacts with another free radical
D) oxidation-reduction reactions in which electrons are lost or gained
E) reactions that occur as a result of a cyclic reorganization of electrons

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