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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?   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 type of reaction mechanism accounts for the reaction of an alkene with aqueous acid to give an alcohol?


A) nucleophilic addition
B) electrophilic addition
C) radical addition
D) elimination

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

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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?   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 type of carbocation is shown? What type of carbocation is shown?   A) primary B) secondary C) tertiary D) quaternary


A) primary
B) secondary
C) tertiary
D) quaternary

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

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Consider the following reaction. Consider the following reaction.   The mechanism for this reaction is shown below.  The mechanism for this reaction is shown below. Consider the following reaction.   The mechanism for this reaction is shown below.

A) True
B) False

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Consider the following reaction sequence. Consider the following reaction sequence.   The product of this sequence is  The product of this sequence is Consider the following reaction sequence.   The product of this sequence is

A) True
B) False

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The reaction of methylpropene with HBr in ether gives one of the two products below as the major product. Answer the following question(s) about this reaction. The reaction of methylpropene with HBr in ether gives one of the two products below as the major product. Answer the following question(s) about this reaction.   -Product _____would be the major product. -Product _____would be the major product.

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Provide a neatly drawn mechanism for the following reaction, including curved arrows to show the movement of pairs of electrons and the structure of reactive intermediates. Provide a neatly drawn mechanism for the following reaction, including curved arrows to show the movement of pairs of electrons and the structure of reactive intermediates.

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The reaction proceeds in two s...

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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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Upon ozonolysis, _____________ will produce only acetone, (CH3)2C=O. (Enter an IUPAC name.)

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2,3-dimeth...

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Provide a neatly drawn mechanism for the following reaction, including curved arrows to show the movement of pairs of electrons and the structure of reactive intermediates. Provide a neatly drawn mechanism for the following reaction, including curved arrows to show the movement of pairs of electrons and the structure of reactive intermediates.

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The reaction proceeds in three...

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


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

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

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What type of orbitals overlap to provide stability to the tert-butyl carbocation by hyperconjugation?


A) 3 \circ C 2p atomic orbital + 3 \circ C sp2 atomic orbital
B) 3 \circ C 2p atomic orbital + methyl C-H σ\sigma molecular orbital
C) 3 \circ C sp2 atomic orbital + methyl C-H σ\sigma molecular orbital
D) 3 \circ C 2p atomic orbital + methyl C 2s atomic orbital

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

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What is the best choice of reagent(s) to perform the following transformation? What is the best choice of reagent(s)  to perform the following transformation?   A) H<sub>2</sub>O, H<sub>2</sub>SO<sub>4</sub> B) Hg(OAc) <sub>2</sub> and H<sub>2</sub>O ; followed by NaBH<sub>4</sub> C) B<sub>2</sub>H<sub>6</sub>; followed by H<sub>2</sub>O<sub>2</sub>, NaOH D) OsO<sub>4</sub>; followed by NaHSO<sub>3</sub>


A) H2O, H2SO4
B) Hg(OAc) 2 and H2O ; followed by NaBH4
C) B2H6; followed by H2O2, NaOH
D) OsO4; followed by NaHSO3

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

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The reaction of methylpropene with HBr in ether gives one of the two products below as the major product. Answer the following question(s) about this reaction. The reaction of methylpropene with HBr in ether gives one of the two products below as the major product. Answer the following question(s) about this reaction.   -Product _____ would have the lowest activation energy required to form the intermediate in the mechanism. -Product _____ would have the lowest activation energy required to form the intermediate in the mechanism.

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Which of the following concepts explains why tertiary carbocations are more stable than primary and secondary carbocations?


A) electronegativity
B) resonance
C) hyperconjugation
D) the octet rule

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

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Which of the following concepts explains Markovnikov's rule as applied to the addition of HBr to propene?


A) the relative stability of carbocations
B) the nucleophilicity of bromide anion
C) the acidity of HBr
D) the aufbau principle

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

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


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

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

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Provide the structure of the key intermediate in the following reaction? Provide the structure of the key intermediate in the following reaction?

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Which of the following alkenes is most likely to undergo rearrangement upon acid-catalyzed hydration (treatment with aqueous H2SO4) ? Which of the following alkenes is most likely to undergo rearrangement upon acid-catalyzed hydration (treatment with aqueous H<sub>2</sub>SO<sub>4</sub>) ?   A) 1 B) 2 C) 3 D) 4


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

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

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