CHM 206: Organic Chemistry I
St. Louis Community College at Forest Park
General Chemistry Review Problems
1. Draw the Lewis structure of acetic acid, CH 3 CO 2 H, clearly indicating all
non–bonding pairs of electrons.
2. Provide a Lewis structure for acetonitrile, CH 3 CN, illustrating the
hybridization, geometry and bond angle of each carbon.
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CHM 206: Organic Chemistry I
St. Louis Community College at Forest Park
3. Which of the following molecules would be considered constitutional
isomers?
A)
B)
C)
D)
Cl
H C H
H C Cl
Cl
Cl
Cl C H
H C Cl
Cl
Cl
H C H
H C H
Cl
H
H C H
Cl C Cl
Cl
I
II
III
IV
I, II
III, IV
II, III
I, IV
4. What is the formal charge on oxygen in the following structure?
CH3
C
H
O
H3C
5. What is the formal charge of the nitrogen atom in the following compound?
H
H
C
H
H
N
C
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H
H
C
H
H
CHM 206: Organic Chemistry I
St. Louis Community College at Forest Park
6. Select the most electronegative element from the list below:
A) O
B) N
C) C
D) H
7. Identify the partial charges for atoms in the following molecule:
II
O
C
H
C
H
Cl
III
H
C
H
H
I
I = __________
II = __________ III = __________
8. Which element has the electron configuration 1s2 2s2 2p6 3s2 3p5?
Answer: ____________________
9. What is the correct hybridization for the numbered carbon atoms in the
following molecule?
H H
H C
3
H C C C H
C H
H C
1
H
2
1 = __________
2 = __________
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3 = __________
CHM 206: Organic Chemistry I
St. Louis Community College at Forest Park
10. Arrange the labeled bonds in the following compound in order from
shortest to longest:
H
H H
H
H
C
C
C H
C
C
C
H
H
C
H
I
Shortest = _____
II
III
Middle = _____
Longest = _____
11. Which of the compounds listed below would be expected to have the
highest boiling point? (They all have approximately the same molecular
weight.)
H H H H H
H C C C C C H
H H H H H
H H H H H
H C C C C O
H H H H
H H H
H C C C Cl
H H H
H H
H H
H C C O C C H
H H
H H
II
III
IV
I
Answer: __________
12. What is the approximate bond angle around the carbon in formaldehyde, a
molecule with the formula H 2 CO? (Hint: Draw Lewis Structure first!)
Answer: __________
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