Name (Last, First): ________________________________________P # : _______________
Please, write and draw in legible manner. The answer the grader cannot read/understand will be considered wrong! All questions that are A/B/C/D must be answered
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Answer
1. What type of a reactive intermediate is formed in the reaction of an alkene with hydrogen halide?
A) carbanion ; B) radical; C) carbocation ; D) cyclic bromonium ion
C
2. What is the major organic product obtained from the following reaction?
B
A) 4 ; B) 3 ; C) 2 ; D) 1
3. What is the best choice of reagent to perform the following transformation?
D
A) N -bromosuccinimide ; B) Br
2
, H
2
O ; C) Br
2
, CH
2
Cl
2
; D) HBr
4. What is the major organic product obtained from the following reaction?
A) 2 ; B) 3 ; C) 4 ; D) 1
5. What type of a reactive intermediate is formed in the reaction of an alkene with Br
2 and H
2
O to give bromohydrin?
A) radical; B) cyclic bromonium ion; C) carbanion; D) carbocation
6. What is the major organic product obtained from the following reaction?
C
B
A) 3 ; B) 4 ; C) 2 ; D) 1
CHEM341 Quiz #7, page 1
A

7. What is the best choice of a reagent to perform the following transformation?
A) HBr; B) Nbromosuccinimide; C) Br
2
in water; D) Br
2
in dichloromethane
8. What is the major organic product obtained from the following reaction?
A) 2 ; B) 3 ; C) 4 ; D) 1
9. What is the major organic product obtained from the following reaction?
10
.
A) 1 ; B) 4 ; C) 2 ; D) 3
What is the best choice of reagent(s) to perform the following transformation?
11
.
A) OsO
D)
4
; followed by NaHSO
Hg(OAc)
3
; B) H
2
O, H
2
SO
4
2 and H
2
O ; followed by NaBH
4
; C) BH
3
, THF; followed by H
2
O
2
, H
What is the major organic product obtained from the following reaction?
2
O, NaOH ;
Cl
CHCl
3
(CH
3
)
3
COK
Cl
12
.
What is the major organic product obtained from the following reaction?
A) 4 ; B) 2; C) 1; D) 3
CHEM341 Quiz #7, page 2
C
A
C
C
___/1
D

13
.
What is/are the major organic product(s) obtained from the following reaction?
H
2
Pd - C
14
.
What is the major organic product obtained from the following reaction? i) O
3 ii) Zn
O
H
O
15
.
What is the best choice of reagent(s) to perform the following transformation?
B
16
.
A) Hg(OAc)
D) H
2
, H
2
2
O, H
2
SO
4
O, THF; followed by NaBH
4
; B) OsO
4
; followed by NaHSO
3
, H
2
O ; C) BH
What is the best choice of reagent(s) to perform the following transformation?
3
; followed by H
2
O
2
, H
2
O, NaOH ;
A
17
.
A) Hg(OAc)
2
, H
2
O, THF; followed by NaBH
4
; B) OsO
4
; followed by NaHSO
3
, H
2
O
D) H
2
O, H
2
SO
4
What is the best choice of reagent(s) to perform the following transformation?
; C) BH
3
; followed by H
2
O
2
, H
2
O, NaOH ;
D
18
.
A) BH
3
; followed by H
2
D) HIO
4
, H
2
O, THF
O
2
, H
2
O, NaOH ; B) OsO
4
; followed by NaHSO
Draw the structure of the intermediate in the following reaction:
3
, H
2
O ; C) Hg(OAc)
2
, H
2
O, THF; followed by NaBH
4
;
HO OH
HIO
4
Water, THF
O
O
I
OH
O
O
O
+
O
___/2
CHEM341 Quiz #7, page 3
___/1
___/1

19
.
What is the major product of the following reaction?
CO
2
Et
H
2
Pd-C
CO
2
Et
___/1
CHEM341 Quiz #7, page 4