Organic Chemistry II Practice Questions

QUESTION 4Which of the following molecules is the best dieneophile:
CH2
CH
SiH3
НС:
CH2
HC
CH2
CH2
HC
||
HO=CH₂
HC
1
HC
CH2
CH
CH2
Br
с
A
B
D
E
Ο Ε
D
с C
B
ОА
х
+
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QUESTION 4
Identify the following molecules as aromatic, non-aromatic or anti-aromatic:
CH
HC
CH
H2C1
CH
HC
CH
HC ,
had
“CH₂
CH
H
A
B.
Both are aromatic
Both are non-aromatic
A is aromatic and B is non-aromatic
A is anti-aromatic and B is non-aromatic
Both are anti-aromatic
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f6
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3
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9
QUESTION 3
Identify the following molecules as aromatic, non-aromatic or anti-aromatic:
CH
Hac
CH2
Сн
CHÓ
A
B
A is aromatic and B is non-aromatic
A is aromatic and B is anti-aromatic
Both are aromatic
Both are anti-aromatic
A is non-aromatic and B is aromatic
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f5
f6
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QUESTION 3
Identify the major product for the following reaction:
8
CH2
CI
HC
HC”
+
Diels-Alder
HC=CH2
=
?
CH2
O 4-chloro-1-cyclohexene
O 1-chlorocyclohexane
O 5-chloro-1,3-cyclohexadiene
1-chloro-1-cyclohexene
O 3,4-dichloro-1-cyclohexene
QUESTION 2
8
What would the major product of the following reaction be if it were run at 40 degrees Celcius (thermodynamic
conditions):
HBr
2
012
CH
Ether
4-bromo-2-pentanone
O 5-bromo-2-pentanone
O 5-bromo-3-pentene-2-one
O 4-bromo-3-pentene-2-one
3-bromo-4-pentene-2-one