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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? 2 equivalents of 2 equivalents of

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Which of the following reactions of alkenes takes place with syn stereospecificity?


A) addition of bromine (treatment with Br2)
B) hydrogenation (treatment with H2/Pt)
C) addition of HBr (treatment with HBr)
D) acid-catalyzed hydration (treatment with aqueous H2SO4)

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

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Which of the following alkenes undergoes the least exothermic hydrogenation upon treatment with H2/Pd? Which of the following alkenes undergoes the least exothermic hydrogenation upon treatment with H<sub>2</sub>/Pd? A) 1 B) 2 C) 3 D) 4


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

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

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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 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) BH<sub>3</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) BH3; followed by H2O2, NaOH
D) OsO4; followed by NaHSO3

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

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

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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?

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H2O, H2SO4 or...

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Provide a neatly drawn mechanism for the following reaction, including curved arrows to show the movement of paris 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 paris of electrons and the structure of reactive intermediates. The reaction proceeds in three steps: 1. Protonation of propene to form the 2-propyl cation 2. Nucleophilic addition of bromine to the 2-propyl cation 3. Deprotonation of the oxygen The reaction proceeds in three steps: 1. Protonation of propene to form the 2-propyl cation 2. Nucleophilic addition of bromine to the 2-propyl cation 3. Deprotonation of the oxygen

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What is the major product obtained upon addition of Br2 to (R) -4-tert-butylcyclohexene?


A) (1R,2R,4R) -1,2-dibromo-4-tert-butylcyclohexane
B) (1S,2R,4R) -1,2-dibromo-4-tert-butylcyclohexane
C) (1S,2S,4R) -1,2-dibromo-4-tert-butylcyclohexane
D) (1S,2S,4S) -1,2-dibromo-4-tert-butylcyclohexane

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

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Which of the following reactions of alkenes is stereospecific?


A) addition of HCl (treatment with HCl)
B) hydrogenation (treatment with H2/Pt)
C) addition of HBr (treatment with HBr)
D) acid-catalyzed hydration (treatment with aqueous H2SO4)

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

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(i) BH3; (i...

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What is the best choice of reagent(s) to perform the following transformation?

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

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

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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 D)
F) B) and C)

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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?

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H2, transi...

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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 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) All of the above
F) None of the above

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