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

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Consider the following reaction. Consider the following reaction.   This is an example of a sigmatropic reaction with a [3,3]-shift. This is an example of a sigmatropic reaction with a [3,3]-shift.

A) True
B) False

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Consider the reaction below to answer the following question(s): Consider the reaction below to answer the following question(s):   Enter the appropriate letter in the blank for each the following statements. -The nucleophile in this reaction is ____. Enter the appropriate letter in the blank for each the following statements. -The nucleophile in this reaction is ____.

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

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction?

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

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The [2+2] cycloaddition reaction of ethylene to form cyclobutane does not occur because _____. ​ The [2+2] cycloaddition reaction of ethylene to form cyclobutane does not occur because _____. ​   A)  the reaction is forbidden as determined by the frontier molecular orbital analysis B)  the reaction is allowed as determined by the frontier molecular orbital analysis C)  the reaction is allowed, and ethylene collides in a suprafacial manner D)  the reaction is allowed, and ethylene collides in an antarafacial manner


A) the reaction is forbidden as determined by the frontier molecular orbital analysis
B) the reaction is allowed as determined by the frontier molecular orbital analysis
C) the reaction is allowed, and ethylene collides in a suprafacial manner
D) the reaction is allowed, and ethylene collides in an antarafacial manner

E) A) and B)
F) None 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 3 C)  only 2 and 4 D)  only 1 and 4


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

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

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Which of the following has the highest value of λmax in the ultraviolet-visible spectrum? Which of the following has the highest value of λ<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) B) and D)
F) B) and C)

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When an organic molecule is irradiated with ultraviolet radiation, the energy absorbed by the molecule corresponds to the amount necessary to excite electrons from one molecular orbital to another.

A) True
B) False

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The molar absorptivity of ethylene in hexane is 15,000 L mol−1 cm−1. What is the maximum absorbance observed at a concentration of 1.5 x 10−4 mol L−1? (Path length = 1 cm)


A) 2.25
B) 1.25
C) 3.25
D) 2.52

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

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Which of the following relationships is not valid as applied to ultraviolet-visible spectroscopy?


A) A = log (Io/I)
B) A = εcl
C) ΔE = hν
D) A = λmaxl

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

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What quantity is abbreviated as ε in ultraviolet-visible spectroscopy?


A) absorbance
B) molecular absorptivity
C) intensity of transmitted light
D) wavelength of maximum absorbance

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

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Consider the reaction below to answer the following question(s): Consider the reaction below to answer the following question(s):   Enter the appropriate letter in the blank for each the following statements. -The product that results from following mechanistic step is _____.  Enter the appropriate letter in the blank for each the following statements. -The product that results from following mechanistic step is _____. Consider the reaction below to answer the following question(s):   Enter the appropriate letter in the blank for each the following statements. -The product that results from following mechanistic step is _____.

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