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Which of the following compounds is conjugated? Which of the following compounds is conjugated? A) I B) II C) III D) IV


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

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

Correct Answer

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Which of the following is a major resonance contributor to the first structure? Which of the following is a major resonance contributor to the first structure? A) I B) II C) III D) IV


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

E) B) and C)
F) None of the above

Correct Answer

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Which of the following is the least reactive diene in a Diels-Alder reaction? Which of the following is the least reactive diene in a Diels-Alder reaction? A) I B) II C) III D) IV


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

E) A) and B)
F) B) and D)

Correct Answer

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What is (are) the major product(s) of the following reaction? What is (are) the major product(s) of the following reaction? A) Only I B) Only II and IV C) Only I and III D) Only I,II,and III


A) Only I
B) Only II and IV
C) Only I and III
D) Only I,II,and III

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

Correct Answer

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Why would the compound below not react with a dienophile in a Diels-Alder reaction? Why would the compound below not react with a dienophile in a Diels-Alder reaction? A) The compound is not a conjugated diene. B) There are no electron withdrawing groups on the compound. C) There are no electron donating groups on the compound. D) The compound cannot adopt the s-cis conformation.


A) The compound is not a conjugated diene.
B) There are no electron withdrawing groups on the compound.
C) There are no electron donating groups on the compound.
D) The compound cannot adopt the s-cis conformation.

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

Correct Answer

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What is the major product of the following reaction? What is the major product of the following reaction? A) I B) II C) III D) IV


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

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

Correct Answer

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What is the hybridization around the indicated oxygen atom in the following anion? What is the hybridization around the indicated oxygen atom in the following anion? A) sp<sup>3</sup> B) sp<sup>2</sup> C) sp D) p


A) sp3
B) sp2
C) sp
D) p

E) All of the above
F) B) and C)

Correct Answer

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Which of the following statements about the mechanism of the Diels-Alder reaction is true?


A) Three π bonds break; two σ bonds and one π bond form.
B) Three π bonds break; one σ bond and two π bonds form.
C) Two π bonds break; one σ bond and one π bond form.
D) Two π bonds break; two σ bonds and one π bond form.

E) A) and B)
F) A) and D)

Correct Answer

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What is (are) the major product(s) of the following reaction? What is (are) the major product(s) of the following reaction? A) Only I B) Only II C) Only I and II D) I,II,and III


A) Only I
B) Only II
C) Only I and II
D) I,II,and III

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

Correct Answer

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Which of the following is the appropriate term for the mechanism of the addition of HBr to 1,3-dienes?


A) Nucleophilic addition
B) Electrophilic addition
C) Free radical addition
D) Conjugate addition

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

Correct Answer

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Which triene has the largest heat of hydrogenation? Which triene has the largest heat of hydrogenation? A) I B) II C) III D) IV


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

E) C) and D)
F) None of the above

Correct Answer

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What is the major organic product of the following reaction? What is the major organic product of the following reaction? A) Only I B) Only I and II C) Only II and III D) I,II,and III


A) Only I
B) Only I and II
C) Only II and III
D) I,II,and III

E) All of the above
F) B) and C)

Correct Answer

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Which of the following compounds is the least reactive dienophile in a Diels-Alder reaction? Which of the following compounds is the least reactive dienophile in a Diels-Alder reaction? A) I B) II C) III D) IV


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

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

Correct Answer

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What is the major product of the following reaction? What is the major product of the following reaction? A) I B) II C) III D) IV


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

E) C) and D)
F) A) and B)

Correct Answer

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What is the major organic product of the following reaction? What is the major organic product of the following reaction? A) Only I B) Only II C) Only III D) Only I and II


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

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

Correct Answer

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Which of the following statements about the Diels-Alder reaction is true?


A) The diene can react only when it adopts the s-trans conformation.
B) Electron-withdrawing substituents in the diene increase reaction rate.
C) Electron-donating substituents in the dienophile increase the reaction rate.
D) The stereochemistry of the dienophile is retained in the product.

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

Correct Answer

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What is the major organic product of the following reaction? What is the major organic product of the following reaction? A) I B) II C) III D) IV


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

E) None of the above
F) All of the above

Correct Answer

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Rank the following anions from most to least stable,listing the most stable first. Rank the following anions from most to least stable,listing the most stable first. A) I> II > III B) III > II > I C) I > III > II D) III > I > II


A) I> II > III
B) III > II > I
C) I > III > II
D) III > I > II

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

Correct Answer

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What is the major product of the following reaction? What is the major product of the following reaction? A) I B) II C) III D) IV


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

E) B) and C)
F) All of the above

Correct Answer

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Which triene has the smallest heat of hydrogenation? Which triene has the smallest heat of hydrogenation? A) I B) II C) III D) IV


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

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

Correct Answer

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