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Which of the following arrangements of p atomic orbitals of 1,3-butadiene has the greatest number of nodes? Which of the following arrangements of p atomic orbitals of 1,3-butadiene has the greatest number of nodes?   A)  1 B)  2 C)  3 D)  4


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

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

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What is the reactive intermediate in the reaction of 1,3-butadiene with HBr resulting in 1,2-addition?


A) cyclic bromonium cation
B) allylic cation
C) allylic radical
D) dienophile

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

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What is (are) the major organic product(s) formed in the following reaction? What is (are)  the major organic product(s)  formed in the following reaction?   A)  only 1 B)  only 1 and 2 C)  only 1 and 3 D)  only 2 and 4


A) only 1
B) only 1 and 2
C) only 1 and 3
D) only 2 and 4

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

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B

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


A) 3,4-dibromo-1-butene
B) (E) -1,4-dibromo-2-butene
C) (Z) -1,4-dibromo-2-butene
D) (Z) -2,3-dibromo-2-butene

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

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound?   A)  2,3-dimethyl-2,4-pentadiene B)  (Z) -2,3-dimethyl-2,4-pentadiene C)  3,4-dimethyl-1,3-pentadiene D)  (Z) -3,4-dimethyl-1,3-pentadiene


A) 2,3-dimethyl-2,4-pentadiene
B) (Z) -2,3-dimethyl-2,4-pentadiene
C) 3,4-dimethyl-1,3-pentadiene
D) (Z) -3,4-dimethyl-1,3-pentadiene

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

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Which of the following arrangements of p atomic orbitals gives the lowest energy p-bonding molecular orbital of 1,3-butadiene? Which of the following arrangements of p atomic orbitals gives the lowest energy p-bonding molecular orbital of 1,3-butadiene?   A)  1 B)  2 C)  3 D)  4


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

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

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What is the thermodynamic product obtained from the addition of 1 mole of bromine to 1,3-butadiene?


A) 3,4-dibromo-1-butene
B) (E) -1,4-dibromo-2-butene
C) (Z) -1,4-dibromo-2-butene
D) (Z) -2,3-dibromo-2-butene

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

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What is the systematic IUPAC name of the following compound? What is the systematic IUPAC name of the following compound?   A)  (3S,4E) -3-ethyl-3,4-dimethyl-1,4-hexadiene B)  (3R,4E) -3-ethyl-3,4-dimethyl-1,4-hexadiene C)  (3S,4Z) -3-ethyl-3,4-dimethyl-1,4-hexadiene D)  (3R,4Z) -3-ethyl-3,4-dimethyl-1,4-hexadiene


A) (3S,4E) -3-ethyl-3,4-dimethyl-1,4-hexadiene
B) (3R,4E) -3-ethyl-3,4-dimethyl-1,4-hexadiene
C) (3S,4Z) -3-ethyl-3,4-dimethyl-1,4-hexadiene
D) (3R,4Z) -3-ethyl-3,4-dimethyl-1,4-hexadiene

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

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Which of the following processes takes place upon absorption of ultraviolet-visible radiation?


A) bond vibration
B) electron excitation
C) nuclear spin flip
D) electron spin flip

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

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Which of the following are conjugated dienes? Which of the following are conjugated dienes?   A)  only 1 B)  only 2 C)  only 1 and 2 D)  1, 2 and 3


A) only 1
B) only 2
C) only 1 and 2
D) 1, 2 and 3

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

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Provide the structures of the constitutional isomers of the two major organic products obtained from the following reaction? Provide the structures of the constitutional isomers of the two major organic products obtained from the following reaction?

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Which of the following is(are) formed upon addition of 1 mol of Br2 to 1,3-cyclohexane? Which of the following is(are)  formed upon addition of 1 mol of Br<sub>2</sub> to 1,3-cyclohexane?   A)  only 2 B)  only 1 and 3 C)  only 2 and 4 D)  1, 2 and 3


A) only 2
B) only 1 and 3
C) only 2 and 4
D) 1, 2 and 3

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

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Which of the following arrangements of p atomic orbitals gives the highest energy p-antibonding molecular orbital of 1,3-butadiene? Which of the following arrangements of p atomic orbitals gives the highest energy p-antibonding molecular orbital of 1,3-butadiene?   A)  1 B)  2 C)  3 D)  4


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

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

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Draw two resonance structures of the reactive intermediate that accounts for the formation of 1,2- and 1,4-addition products upon reaction of 1,3-butadiene with one equivalent of bromine.

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Which of the following terms describes the mechanism for the addition of Br2 to butadiene?


A) electrophilic addition
B) nucleophilic addition
C) pericyclic addition
D) conjugate addition

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

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A

Which of the following energy diagrams represents the electronic state of butadiene after absorption of radiation? Which of the following energy diagrams represents the electronic state of butadiene after absorption of radiation?   A)  1 B)  2 C)  3 D)  4


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

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

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What is (are) the major organic product(s) formed in the following reaction? What is (are)  the major organic product(s)  formed in the following reaction?   A)  only 1 B)  only 2 C)  only 3 D)  1, 2 and 3


A) only 1
B) only 2
C) only 3
D) 1, 2 and 3

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

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C

What are the units of absorbance, A, in ultraviolet-visible spectroscopy?


A) J*mol-1
B) nm*mol-1
C) J*mol-1*M-1
D) none, A is a dimensionless quantity

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

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Which of the following has the highest value of lmax in the ultraviolet-visible spectrum? Which of the following has the highest value of l<sub>max</sub> in the ultraviolet-visible spectrum?   A)  1 B)  2 C)  3 D)  4


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

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

Correct Answer

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What are the units of lmax in ultraviolet-visible spectroscopy?


A) J*mol-1
B) M-1
C) nm
D) none, lmax is a dimensionless quantity

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

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