ASSIGNMENT 8
Chapters 9 and 10
1. What is the likely product of the reaction shown?
2. Which of the following is the product of the reaction of 1-butyne with 1 equivalent of Br2?
3. Which relative energy levels do you expect to find for W, X, and Y shown (top is highest energy, bottom is lowest energy)?
4. Which of the following statements is an accurate statement of Hammond’s postulate?
5. Which of the following compounds would be expected to be least destructive to the ozone layer?
a. CCl3F
. CCl2F2
CCl2FCCl2F
d. CH3CH2F
6. What sequence of reactions can be used to convert 1-pentene to 1-pentyne?
a. Treatment with HBr followed by treatment with NaOH
. Treatment with Br2 followed by treatment with NaNH2
c. Treatment with Br2 followed by treatment with H2SO4
d. Treatment with Br2 , H2O followed by treatment with NaOH
7. What is the major organic product obtained from the following reaction?
a. 2-methyl-3-hexene
. 2-methyl-3-heptyne
c. 2-
omo-3-methylbutane
d. 2-methyl-2-butene
8. What is the major organic product obtained from the following reaction?
a. 1
. 2
c. 3
d. 4
9. What is the major organic product obtained from the following reaction?
a. 1
. 2
c. 3
d. 4
10. What is the IUPAC name for the following compound?
a. 5-ethylhept-1-yne
. 3-ethylhept-6-yne
c. 5,5-diethylbut-1-yne
d. 3,3-diethylbut-3-yne
e. 5,5-diethylpent-1-yne
11. Which of the following compounds will give a single product under conditions for radical monochlorination (Cl2, hv, excess reagent)?
a. b.
c.
d.
e.
12. For radical
omination, which structure does the transition state structure most resemble?
a. The radical intermediate
. The reactants
c. The products
d. The ca
ocation intermediate
e. The ca
anion intermediate
13. In the following hydro
omination reaction, should we need to use peroxides?
a. Yes
. No
c. Peroxides are never used in hydro
omination
14. What is the reagent for this reaction?
a. H2, Pt
. NaNH2/NH3
c. Na, NH3
d. H2, Lindlar’s catalyst
15. What is the major product of the following reaction?
16. Which of the following is the most stable radical?
a. I
. II
c. III
d. IV
e. V
17. The conversion of a terminal alkyne into a tetrahalide can occur when xs HX is used as a reagent.
a. True
. False
18. The conversion of a terminal alkyne into a geminal dihalide can occur when xs X2 is used as a reagent.
a. True
. False
19. Identify the likely major product(s) of the reaction shown.
a I
II
c III
d. I ande. I and IV III
20. Following are the reagents used for this conversion, what is the co
ect order of the reagents used.
A. t-BuOK; B. mCPBA; C. Br2, light; D. H3O+
a. A, B, C, D
. B, C, D, A
c. C, A, B, D
d. D, C, B, A