organic chemistry

Name: __________________________ Date: _____________

1. What type of reactive intermediate is formed in the reaction of an alkene with HI to give an iodoalkane? A) Carbanion B) Carbocation C) Cyclic bromonium ion D) Radical

2. What reagent is required to accomplish the following transformation?

A) Na, NH3 B) H2, Pd-C C) H2, Ni D) H2, Lindlar catalyst

3. What is the product of the following reaction?

A) I B) II C) III D) IV

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4. Which is (are) the product(s) of the following reaction?

A) Only I and II B) Only I and III C) Only II and III D) I, II, III

5. Determine the product(s) of the following reaction.

A) I and III B) II and III C) I, II, III D) I or II

6. Determine the product of the following reaction.

A) I B) II C) III D) IV

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7. What is the starting material in the following reaction?

A) I B) II C) III D) IV

8. Determine the product of the following reaction.

A) I B) II C) III D) IV

9. Give the IUPAC name for the following compound.

A) 4-Methyl-4-penten-1-yne B) 2-Methyl-2-hexen-5-yne C) 5-Methyl-4-hexen-1-yne D) 2-Methyl-2-penten-4-yne

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10. What is the major product of the following reaction?

A) Only I B) Only II C) Only III D) I, II, III

11. After ozonolysis and treatment of the unstable ozonide with CH3SCH3, compound A was converted to the compound below. What is the structure of compound A?

A) I B) II C) III D) IV

12. Which of the following compounds is a tautomer of 2-hexanone?

A) Only I and II B) Only I and III C) Only II and III D) I, II, III

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13. Which of the following reactions of alkenes takes place with anti stereochemistry only? A) Addition of HBr B) Addition of H2O in the presence of H2SO4 C) Addition of BH3 followed by H2O2/HO-

D) Addition of Br2

14. What is the starting material in the following reaction?

A) I B) II C) III D) IV

15. What is the major organic product of the following reaction?

A) I B) II C) III D) IV

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16. What is the product of the following sequence of reactions?

A) I B) II C) III D) IV

17. What is the reagent required to accomplish the following transformation?

A) LiAlH4 B) [1] OsO4; [2] NaHSO3, H2O C) RCO3H, H2O/HO-

D) PCC/CH2Cl2

18. What is (are) the product(s) of the following reaction?

A) Only I B) Only II C) Only III D) I, II, III

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19. What is the major organic product of the following reaction?

A) I B) II C) III D) IV

20. Which of the indicated hydrogen in the following compounds is the least acidic?

A) I B) II C) III D) IV

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