Deck 28: Pericyclic Reactions
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Deck 28: Pericyclic Reactions
1
How many nodes are between the nuclei in the ground-state LUMO of 1,3-butadiene?

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

A) 0
B) 1
C) 2
D) 3
E) 4
2
2
Which of the following is an intramolecular reaction in which a new sigma bond is formed between the ends of a conjugated ? system?
A) an electrocyclic reaction
B) a cycloaddition reaction
C) a sigmatropic reaction
D) a pericyclic reaction
E) the conservation of orbital theory
A) an electrocyclic reaction
B) a cycloaddition reaction
C) a sigmatropic reaction
D) a pericyclic reaction
E) the conservation of orbital theory
an electrocyclic reaction
3
What is the product of the following thermal reaction?

A)
B)
C)
D)
E)

A)

B)

C)

D)

E)


4
The following electrocyclic reaction must be ____________. 
A) thermal, disrotatory
B) thermal, conrotatory
C) photochemical, disrotatory
D) photochemical, conrotatory
E) B and D

A) thermal, disrotatory
B) thermal, conrotatory
C) photochemical, disrotatory
D) photochemical, conrotatory
E) B and D
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5
A Diels-Alder reaction is a(n) ____________.
A) electrocyclic reaction
B) cycloaddition reaction
C) sigmatropic rearrangement
D) photochemical reaction
E) radical reaction
A) electrocyclic reaction
B) cycloaddition reaction
C) sigmatropic rearrangement
D) photochemical reaction
E) radical reaction
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6
The following cycloaddition reaction can be described as ____________. 
A) 4 + 4 thermal, antarafacial
B) 4 + 4 thermal, suprafacial
C) 4 + 4 photochemical, suprafacial
D) 4 + 4 photochemical, antarafacial
E) A and C

A) 4 + 4 thermal, antarafacial
B) 4 + 4 thermal, suprafacial
C) 4 + 4 photochemical, suprafacial
D) 4 + 4 photochemical, antarafacial
E) A and C
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7
The following cycloaddition reaction can be described as ____________. 
A) 2 + 2 thermal, antarafacial
B) 2 + 3 thermal, antarafacial
C) 2 + 3 photochemical, suprafacial
D) 2 + 8 thermal, suprafacial
E) 2 + 8 thermal, antarafacial

A) 2 + 2 thermal, antarafacial
B) 2 + 3 thermal, antarafacial
C) 2 + 3 photochemical, suprafacial
D) 2 + 8 thermal, suprafacial
E) 2 + 8 thermal, antarafacial
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8
Under what conditions would a 1,3-hydrogen shift occur?
A) photochemical
B) thermal
C) suprafacial
D) A and C
E) B and C
A) photochemical
B) thermal
C) suprafacial
D) A and C
E) B and C
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9
The following reaction is a(n) ____________.

A) cycloaddition reaction
B) electrocyclic reaction
C) Diels-Alder reaction
D) Claisen rearrangement
E) A or C

A) cycloaddition reaction
B) electrocyclic reaction
C) Diels-Alder reaction
D) Claisen rearrangement
E) A or C
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10
Which type of sigmatropic rearrangement would accomplish the transformation shown here? 
A) 1,2-
B) two 1,2-
C) 1,3-
D) 1,5-
E) two 1,5-

A) 1,2-
B) two 1,2-
C) 1,3-
D) 1,5-
E) two 1,5-
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11
Which type of sigmatropic rearrangement would accomplish the transformation shown here?

A) 1,3-
B) 3,3-
C) 2,3-
D) 1,5-
E) 1,7-

A) 1,3-
B) 3,3-
C) 2,3-
D) 1,5-
E) 1,7-
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