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O2 Review Questions .pdf



Original filename: O2 Review Questions.pdf
Title: O-Chem Session 2 Review Questions
Author: LRCadmin

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O-Chem Session 2 Review Questions
1) Which of the following molecules has 3 equivalent staggered conformations?
A) BrCH2CH2Br
B) Br2CHCH2Br
C) BrCH2CBr3
D) Br2CHCHBr2
2) Which of the following represents butane in its lowest energy conformation?

H
H
A)

H

CH3
H
H
CH3
H
H

H
B)

H
H
C)

CH3

CH3
H
CH3
H
CH3
H CH3

H
H
D) 3C

H
H

3) Which of the following represtents 2-pentanol in its lowest energy conformation?

H
H
A)

H

CH3
OH
H
CH2CH3
CH2CH3
OH

H
B)

H

H
CH3
CH2CH3
CH3

H
C)

H

H
OH
CH3
CH3

H
D)

H
OH

4) Which of the following represents cis-1-ethyl-4-methylcyclohexane in its lowest energy
conformation?
Me

A) Et

Me

B) Et
Me

Et

C)

D) Et

Me

5) Which of the following represent the same molecule?
Br
Br

Br
Cl

I.

A)
B)
C)
D)

II. Cl

Cl
Cl

III.

Br

IV.

I and II only
I, II, and III only
I, III, and IV only
All of the above

6) Which of the following represents a propagation step in the free radical bromination of
methane?

+
A) Br
B) Br

C)

D)

Br

hv

Br

Br +

H3 C

CH4

+ H3 C

HBr

+

HBr

2Br
H3C

CH4

+

CH3Br

7) What is the major product of the following reaction?
Br2
hv

A)

B)

Br
Br

Br

C)
Br
Br

D)

8) How many monochlorination products (including all stereoisomers) could be obtained in the
following reaction?
Cl2

hv
A)
B)
C)
D)

2
3
4
5

9) Which of the following is the strongest acid?
OH

NH2

A)
OH

B)

NO2

OH

C)

OCH3

OH

D)

10) Which of the following is the strongest nucleophile in an aprotic solvent?
A) H2O
B) OHC) NH2D) NH3
11) What is the product of the following reaction?
Br

NaCN
acetone

A)
B)

CN
C)

CN

CN
+
D)

12) What is the product of the following reaction?

Br

A)

B)

OCH3
C)

H3CO
D)

NaOCH3
CH3OH

13) What is the product in the following reaction?
OH

NH2
S
OCH3
NH2

A)

S
OH
NH2

B)

SCH3
OH
NH2

C)

SCH3
OH
N
H

D)

S

14) Which of the following will react fastest with EtOH/heat?
Br

A)
Br

B)
C)

Br

Br
D)

CH3I
DMSO

15) Which of the following will react fastest with sodium cyanide in acetone?
Br

A)
Br

B)
C)

Br

Br
D)

16) Which of the following will react fastest with H2O/heat?
Br

A)
Br

B)
Br

C)
Br

D)

17) Which of the following will react fastest with NaSH in DMSO?
Br

A)

Br
B)
I

C)

I
D)

18) Which of the following is most likely the reactant in the following reaction?

?
Br

A)

B)

Br

C) Br

D)

Br

CH3OH

OCH3

19) What is the product of the following reaction?
Br
NaOCH3
CH3OH

A)

B)
OCH3

C)
OCH3

D)


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