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Ignoring stereochemistry,the 1:1 reaction of chlorine with 1,3-cyclohexadiene at 25 \circ C in the dark and in the absence of peroxide forms which of these?  Ignoring stereochemistry,the 1:1 reaction of chlorine with 1,3-cyclohexadiene at 25 <sup> \circ </sup>C in the dark and in the absence of peroxide forms which of these?   A) I B) II C) III D) IV E) Both I and II


A) I
B) II
C) III
D) IV
E) Both I and II

F) D) and E)
G) A) and C)

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Which alkene would you expect to have the smallest heat of hydrogenation?


A) Which alkene would you expect to have the smallest heat of hydrogenation? A)    B)    C)    D)    E)
B) Which alkene would you expect to have the smallest heat of hydrogenation? A)    B)    C)    D)    E)
C) Which alkene would you expect to have the smallest heat of hydrogenation? A)    B)    C)    D)    E)
D) Which alkene would you expect to have the smallest heat of hydrogenation? A)    B)    C)    D)    E)
E) Which alkene would you expect to have the smallest heat of hydrogenation? A)    B)    C)    D)    E)

F) A) and B)
G) C) and E)

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The LUMO of 1,3-pentadiene has how many electrons in its ground state?


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

F) C) and D)
G) A) and B)

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Which of these dienes is the most reactive in the Diels-Alder reaction?


A) Which of these dienes is the most reactive in the Diels-Alder reaction? A)    B)    C)    D)    E)
B) Which of these dienes is the most reactive in the Diels-Alder reaction? A)    B)    C)    D)    E)
C) Which of these dienes is the most reactive in the Diels-Alder reaction? A)    B)    C)    D)    E)
D) Which of these dienes is the most reactive in the Diels-Alder reaction? A)    B)    C)    D)    E)
E) Which of these dienes is the most reactive in the Diels-Alder reaction? A)    B)    C)    D)    E)

F) A) and B)
G) None of the above

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Select the structure of the conjugated diene. Select the structure of the conjugated diene.   A) I B) II C) III D) IV E) V


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

F) B) and D)
G) A) and B)

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What combination of diene and dieneophile can be used to prepare the following compound through a Diels-Alder cycloaddition reaction: What combination of diene and dieneophile can be used to prepare the following compound through a Diels-Alder cycloaddition reaction:

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Which of the following would afford a synthesis of the following compound? Which of the following would afford a synthesis of the following compound?     A) I B) II C) III D) IV E) None of these choices. Which of the following would afford a synthesis of the following compound?     A) I B) II C) III D) IV E) None of these choices.


A) I
B) II
C) III
D) IV
E) None of these choices.

F) A) and E)
G) B) and E)

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Select the most energetically favorable UV transition for 1,3-butadiene.


A) "n \to σ\sigma *"
B) "n \to π\pi *"
C) " π\pi 2 \to π\pi 3*"
D) " σ\sigma \to σ\sigma *"
E) " π\pi 1 \to π\pi 4*"

F) A) and B)
G) C) and D)

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Which of these dienes can undergo the Diels-Alder reaction?


A) Which of these dienes can undergo the Diels-Alder reaction? A)    B)    C)    D)    E)
B) Which of these dienes can undergo the Diels-Alder reaction? A)    B)    C)    D)    E)
C) Which of these dienes can undergo the Diels-Alder reaction? A)    B)    C)    D)    E)
D) Which of these dienes can undergo the Diels-Alder reaction? A)    B)    C)    D)    E)
E) Which of these dienes can undergo the Diels-Alder reaction? A)    B)    C)    D)    E)

F) A) and B)
G) All of the above

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Select the structure of the isolated diene. Select the structure of the isolated diene.   A) I B) II C) III D) IV E) V


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

F) B) and C)
G) D) and E)

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Which of the following would afford a synthesis of the following compound? Which of the following would afford a synthesis of the following compound?   A) I B) II C) III D) IV E) None of these choices.


A) I
B) II
C) III
D) IV
E) None of these choices.

F) A) and D)
G) All of the above

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Which diene and dienophile would you use to prepare the following molecule using a Diels-Alder cycloaddition reaction: Which diene and dienophile would you use to prepare the following molecule using a Diels-Alder cycloaddition reaction:

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Which of these dienes can undergo a Diels-Alder reaction? Which of these dienes can undergo a Diels-Alder reaction?   A) I and V B) I,II and V C) III D) IV E) III and IV


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

F) B) and D)
G) A) and D)

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Which of these dienes can undergo the Diels-Alder reaction?


A) Which of these dienes can undergo the Diels-Alder reaction? A)    B)    C)    D)    E) All of these choices can undergo the Diels-Alder reaction.
B) Which of these dienes can undergo the Diels-Alder reaction? A)    B)    C)    D)    E) All of these choices can undergo the Diels-Alder reaction.
C) Which of these dienes can undergo the Diels-Alder reaction? A)    B)    C)    D)    E) All of these choices can undergo the Diels-Alder reaction.
D) Which of these dienes can undergo the Diels-Alder reaction? A)    B)    C)    D)    E) All of these choices can undergo the Diels-Alder reaction.
E) All of these choices can undergo the Diels-Alder reaction.

F) A) and E)
G) B) and C)

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Polyenes in which single and double bonds alternate along the carbon chain are called ___.

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The allyl radical has how many electrons in bonding π\pi molecular orbitals?


A) 1
B) 2
C) 3
D) 4
E) 5

F) C) and D)
G) B) and C)

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Which of the following pairs of compounds could be used as the basis for a Diels-Alder synthesis of the compound shown below? Which of the following pairs of compounds could be used as the basis for a Diels-Alder synthesis of the compound shown below?   A) I B) II C) III D) IV E) V


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

F) None of the above
G) B) and D)

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Complete the following sequence of reactions,giving structural details of all key intermediates. Complete the following sequence of reactions,giving structural details of all key intermediates.

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Which diene would be least stable? Which diene would be least stable?   A) I B) II C) III D) IV E) V


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

F) None of the above
G) B) and D)

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Show the steps and reagents necessary to prepare the following compound from organic compounds having six carbons or less.Use retrosynthetic analysis as a tool to guide your synthesis. Show the steps and reagents necessary to prepare the following compound from organic compounds having six carbons or less.Use retrosynthetic analysis as a tool to guide your synthesis.

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