Chem 004 Final Exam
004:121
Organic I
Fall 2010
Final Exam
Please read each question carefully before answering. Answer the questions in ink in the spaces provided inside. If you make changes as you go, please make sure your final answer is clearly indicated. Scratch papers are available at the end. Total points = 150. You have 120 min. Good Luck! ____________________________________________________________
___________
Grading:
Q.# 1. 2. 3. 4. 5. 6. 7. Score (Max)
__________ (60 pts) __________ (18 pts) __________ (17 pts) __________ (13 pts) __________ (18 pts) __________ (12 pts) __________ (12 pts)
Total __________ (150)
Chem. 121
Final Exam Fall 2010
Name_____________________________________
1.
(3 pts each) Please circle …show more content…
What is the correct stereochemical assignment for each of the following alkenes? A. B. C D. E. A = E; B = Z; C = E A = Z; B = E; C = E A = Z; B = Z; C = Z A = E; B = E; C = Z A = E; B = E; C = E
A
B
C …show more content…
B. C D. E. 4,2,1,3 1,4,2,3 1,3,4,2 4,1,2,3 2,1,4,3
OH OH HO OH
1
2
3
4
L.
What is the IUPAC name of the following alcohol? A. S-2-ethyl-5,5-dimethyl-R-cyclohexanol B. R-2-ethyl-5,5-dimethyl-R-cyclohexanol C. S-2-ethyl-5,5-dimethyl-S-cyclohexanol D. S-6-ethyl-3,3-dimethyl-cyclohexane E. S-3-ethyl-R-6-S-6-dimethyl-cyclohexanol
HO
M.
Predict the most likely mechanism(s) for the reaction of cis-3-methyl-chloro-cyclohexane with sodium methoxide (in methanol as the solvent) – circle one option. A. SN2 B. C. D. E. E1 SN1 E2 E2 and SN2
N.
With which reagent is cis-2-methyl-cyclopentanol most likely to undergo rearrangement? A. NaOH in protic solvent B. C. D. E. water Concentrated H2SO4 KOC(CH3)3 in aprotic solvent NaNH2 in aprotic solvent
Chem. 121
Final Exam Fall 2009
Name_____________________________________
O.
The rate equation that describes the reaction shown below is: A. k[A] B. C. D. E. k[C][D] k[B] k[A][B] k([C][D][E]/[A][B])
Br + NaOC(CH3)3 + NaBr + HOC(CH3)3
A
B
C
D
E
P.
The main product of the oxidation of the following compound with KMnO4 is:
OH OH OH
OH OH OH OH
OH
OH
OH
A
Q.
Organic I
Fall 2010
Final Exam
Please read each question carefully before answering. Answer the questions in ink in the spaces provided inside. If you make changes as you go, please make sure your final answer is clearly indicated. Scratch papers are available at the end. Total points = 150. You have 120 min. Good Luck! ____________________________________________________________
___________
Grading:
Q.# 1. 2. 3. 4. 5. 6. 7. Score (Max)
__________ (60 pts) __________ (18 pts) __________ (17 pts) __________ (13 pts) __________ (18 pts) __________ (12 pts) __________ (12 pts)
Total __________ (150)
Chem. 121
Final Exam Fall 2010
Name_____________________________________
1.
(3 pts each) Please circle …show more content…
What is the correct stereochemical assignment for each of the following alkenes? A. B. C D. E. A = E; B = Z; C = E A = Z; B = E; C = E A = Z; B = Z; C = Z A = E; B = E; C = Z A = E; B = E; C = E
A
B
C …show more content…
B. C D. E. 4,2,1,3 1,4,2,3 1,3,4,2 4,1,2,3 2,1,4,3
OH OH HO OH
1
2
3
4
L.
What is the IUPAC name of the following alcohol? A. S-2-ethyl-5,5-dimethyl-R-cyclohexanol B. R-2-ethyl-5,5-dimethyl-R-cyclohexanol C. S-2-ethyl-5,5-dimethyl-S-cyclohexanol D. S-6-ethyl-3,3-dimethyl-cyclohexane E. S-3-ethyl-R-6-S-6-dimethyl-cyclohexanol
HO
M.
Predict the most likely mechanism(s) for the reaction of cis-3-methyl-chloro-cyclohexane with sodium methoxide (in methanol as the solvent) – circle one option. A. SN2 B. C. D. E. E1 SN1 E2 E2 and SN2
N.
With which reagent is cis-2-methyl-cyclopentanol most likely to undergo rearrangement? A. NaOH in protic solvent B. C. D. E. water Concentrated H2SO4 KOC(CH3)3 in aprotic solvent NaNH2 in aprotic solvent
Chem. 121
Final Exam Fall 2009
Name_____________________________________
O.
The rate equation that describes the reaction shown below is: A. k[A] B. C. D. E. k[C][D] k[B] k[A][B] k([C][D][E]/[A][B])
Br + NaOC(CH3)3 + NaBr + HOC(CH3)3
A
B
C
D
E
P.
The main product of the oxidation of the following compound with KMnO4 is:
OH OH OH
OH OH OH OH
OH
OH
OH
A
Q.