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Quiz 3 Practice Questions - Organic Chemistry, Mechanism and Synthesis | CHEM 212, Quizzes of Organic Chemistry

Material Type: Quiz; Class: Organic Chem:Mechan&Synthesis; Subject: Chemistry; University: Albion College; Term: Unknown 2009;

Typology: Quizzes

Pre 2010

Uploaded on 08/07/2009

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Chem 212 Quiz #3 – Ch 19 and 20 S2009
Good morning! Ask me questions on this if you need to, and good luck!
1) (16 points) Predict Products: please give the Major Organic Product from each
reaction. Include stereochemistry wherever appropriate. If there is no reaction please
write NR. Please don’t write mechanisms here; workout answers on scratch paper.
a
b
c
d
f
g
h
1. O3, -78oC
2. Zn, H2O
H2, Pd/C
1. O3, -78oC
2. Zn, H2O
H2, Pd/C
KMnO4
NaOH, cold
KMnO4
H2SO4
OH
O1. LiAlH4
2. NH4Cl
1. NaBH4
2. NH4Cl
eNH2
XS CH3Br
O
1)
2) NH4Cl
N
HO
heat
N
SO42-
?
2
"pH balanced shampoo"
N
H
N
HNO3
(CH3CO2)O
FeBr3
300oC
1. O3, -78oC
2. H2O2
KMnO4
NaOH, cold
Problems f, g and h are one point extra-credit problems.
i
j
k
l
m
n
o
p
pf3

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Chem 212 Quiz #3 – Ch 19 and 20 S

Good morning! Ask me questions on this if you need to, and good luck!

1) (16 points) Predict Products: please give the Major Organic Product from each

reaction. Include stereochemistry wherever appropriate. If there is no reaction please

write NR. Please don’t write mechanisms here; workout answers on scratch paper.

a b c d f g h

  1. O 3 , - 78 oC
  2. Zn, H 2 O H 2 , Pd/C
  3. O 3 , - 78 oC
  4. Zn, H 2 O H 2 , Pd/C KMnO 4 NaOH, cold KMnO 4 H 2 SO 4 OH O (^1). LiAlH 4
  5. NH 4 Cl
  6. NaBH 4
  7. NH 4 Cl e NH 2 XS CH 3 Br

O

2 ) NH 4 Cl N HO N heat SO 42 -

"pH balanced shampoo" N H N

HNO 3

(CH 3 CO 2 )O

FeBr 3 300 oC

  1. O 3 , - 78 oC
  2. H 2 O 2 KMnO 4 NaOH, cold Problems f, g and h are one point extra-credit problems. i j k l m n o p

Chem 212 Quiz #2 – Ch 17 and 18 – part 2 S

2) (9 points) Mechanisms: On this and the back page (if necessary) please write a

reasonable curved-arrow mechanism for three of the reactions below.

KMnO 4

NaOH

OH

OH

OH

CrO 3

H 2 SO 4

OH

O

OH

DMSO, - 60 oC

Cl Cl

O

O

O

Cl

O

1. LiAl[OC(CH 3 ) 3 ]H, - 78 oC

2. H 2 O

Cl

O

1. HAl(iBu) 2 , - 78 oC

2. H 2 O

H

O

H

O