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Which of the following compound absorbs UV light at the longest wavelength? Which of the following compound absorbs UV light at the longest wavelength?   A) I B) II C) III D) IV


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

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

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Rank the following dienes in order of increasing reactivity in a Diels-Alder reaction,listing the least reactive first. Rank the following dienes in order of increasing reactivity in a Diels-Alder reaction,listing the least reactive first.   A) I< II < III B) III < I < II C) II < I < III D) I < III < II


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

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

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What is the hybridization around the indicated carbon atom in the following anion? What is the hybridization around the indicated carbon 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) C) and D)
F) B) and D)

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Which of the following statements about resonance structures is true?


A) The placement of atoms is different.
B) The placement of p bonds is different.
C) The placement of s bonds is different.
D) The placement of nonbonded electrons is the same.

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

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


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

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

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What is the definition of a resonance structure?


A) Compounds with the same molecular formula
B) Compounds with different carbon frameworks
C) Structures that differ only in the placement of π and nonbonding electrons
D) Structures that differ only in the location of bonds

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

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C

What is the reactive intermediate in the reaction of 1,3-diene with HBr,resulting in 1,4-addition?


A) Allylic radical
B) Cyclic bromonium
C) Dienophile
D) Allylic carbocation

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

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Which of the following dienes contain conjugated double bonds? Which of the following dienes contain conjugated double bonds?   A) Only I and II B) Only II and III C) Only I and III D) Only II and IV


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

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

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Which of the following compound absorbs UV light at the longest wavelength? Which of the following compound absorbs UV light at the longest wavelength?   A) I B) II C) III D) IV


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

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

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D

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 D)

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

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Which of the following is (are) conjugated dienes? Which of the following is (are) conjugated dienes?   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) C) and D)
F) A) and D)

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Which of the following is the most reactive diene in a Diels-Alder reaction? Which of the following is the most 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 C)
F) B) and D)

Correct Answer

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Which of the following electronic transitions is common in the UV spectrum of 1,3-butadiene?


A) s®p
B) s®p*
C) n ®p*
D) p®p*

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

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Which of the following statements about kinetic vs.thermodynamic products is true?


A) The product that is formed faster is the thermodynamic product.
B) The kinetic product predominates at low temperature.
C) The product that predominates at equilibrium is the kinetic product.
D) The thermodynamic product is less stable.

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

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B

How would you favor the formation of the kinetic product of the following reaction? How would you favor the formation of the kinetic product of the following reaction?   A) Excess HBr B) Long reaction time C) Low temperature D) High pressure


A) Excess HBr
B) Long reaction time
C) Low temperature
D) High pressure

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

Correct Answer

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Which triene absorbs the longest wavelength of UV light? Which triene absorbs the longest wavelength of UV light?   A) I B) II C) III D) IV


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

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

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What is the kinetic product obtained from the addition of 1 equivalent of HBr to 1,3-butadiene?


A) 3-Bromo-1-butene
B) 1-Bromo-2-butene
C) 2-Bromo-2-butene
D) 2-Bromo-1-butene

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

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Which of the following is not a product obtained from the addition of 1 equivalent of HBr to (E) -1,3-pentadiene?


A) (E) -4-Bromo-2-pentene
B) (E) -1-Bromo-2-pentene
C) 3-Bromo-1-pentene
D) (E) -3-Bromo-2-pentene

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

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Rank the following compounds in order of increasing stability,putting the least stable first. Rank the following compounds in order of increasing stability,putting the least stable first.   A) I < II < III B) III < II < I C) II < I < III D) III < I < II


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

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

Correct Answer

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