Name:_________________________ Subejct:____________

Organic Chemistry Practice Multiple Choice Question Set 2

1. What is the IUPAC name for the following compound?

(a) 1,3-pentamethylpropane
(b) 1,1,3,3-tetramethylbutane
(c) 2,4,4-trimethylpentane
(d) 2,2,4-trimethylpentane

2. What is the IUPAC name for the following compound?

(a) dimethylcyclohexane
(b) 1,3-dimethylcyclohexane
(c) cis-1,3-dimethylcyclohexane
(d) trans-1,3-dimethylcyclohexane

3. The most stable conformational isomer of cis-1-bromo-2-chlorocyclohexane will have...

(a) both halide atoms in axial positions.
(b) both halide atoms in equatorial positions.
(c) the bromine atom in an axial position and the chlorine atom in an equatorial position.
(d) the bromine atom in an equatorial position and the chlorine atom in an axial position.

4. The most stable conformational isomer of trans-1-ethyl-2-methylcyclohexane will be...

5. Which Newman projection shows the most stable conformation of the following
compound?

6. Which of the following compounds would yield this energy-rotation diagram?

7. Which of the these compounds represents the major monochlorination isomer formed
in the following reaction?

8. How many dichlorinated isomers can be formed by the halogenation of

CH3CH2CH2CH3 with Cl2 in the presence of light?
(a) 2
(b) 3
(c) 5
(d) 6
rganic Chemistry Practice Multiple Choice Question Set 4

1. The best nomenclature for the geometry of the following compound is...

(a) cis-
(b) trans-
(c) E-
(d) Z-

2. Arrange the following groups in decreasing order of priority for E/Z nomenclature with
the highest priority group listed first.

(a) B>A>C
(b) B>C>A
(c) A>C>B
(d) C>A>B

3. What is the best name for the following compound?

(a) 3-methylenehexane
(b) 2-propyl-1-butene
(c) 4-ethyl-4-pentene
(d) 2-ethyl-1-pentene

4. What is the best name for the following compound?

 (a) 2-methylcyclohexene
(b) 3-methylhexene
(c) 1-methylcyclohex-2-ene
(d) 3-methylcyclohexene

5. The mechanism of the reaction of propene with H3O+ will proceed through which of the
following intermediates?

6. The reaction of propene with HBr in the presence of ROOR (peroxide) proceeds
through which of the following intermediates?

7. What is the major product expected from the following reaction?

8. What is the major product expected from the following reaction?

9. What is the major product expected from the following reaction?

10. The mechanism of the reaction of propene with HOCl (Cl2 + H2O) will proceed
through which of the following intermediates?

Organic Chemistry Practice Multiple Choice Question Set 6

1. What is the IUPAC name for the following compound?

(a) 4-vinyl-2-pentyne
(b) 4-methylhex-2-yn-5-ene
(c) 3-methylhex-4-yn-1-ene
(d) 3-methylhex-1-en-4-yne
2. What is the major product expected from the following reaction?

3. What is the major product expected from the following reaction?

4. What is the major product expected from the following reaction?

5. What is the major product expected from the following reaction?