ADDITION TO ALKENES
(Quiz 8-2)

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

(A) 1

(B) 2

(C) 3

(D) 4

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

(A) 1

(B) 2

(C) 3

(D) 4

3. What is (are) the major organic product(s) obtained from the following reaction?

(A) only 1

(B) only 2

(C) only 3

(D) only 2 and 3

4. 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

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

(A) H₂O, H₂SO₄

(B) Hg(OAc)₂ and H₂O ; followed by NaBH₄

(C) B₂H₆; followed by H₂O₂, NaOH

(D) OsO₄; followed by NaHSO₃

6. 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

7. What is the correct order of exothermicity for hydrogenation of the following butenes upon treatment with H₂/Pd (more exothermic > less exothermic)?

(A) 1 > 2 > 3

(B) 3 > 2 > 1

(C) 1 > 3 > 2

(D) 2 > 3 > 1

8. 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)

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

(A) electronegativity

(B) resonance

(C) hyperconjugation

(D) Aufbau principle

(A) H₂O, H₂SO₄

(B) HgSO₄; followed by NaBH₄

(C) BH₃; followed by H₂O₂

(D) OsO₄; followed by NaHSO₃