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Chapter 2
1. What is the molecular formula for the following structure?
O
A. C2H6O
B. C4H6O
C. C4H10O
D. C2H4O
2. Which of the following structures is of a compound with a molecular formula of
C2H6O?
OOH CH3CH2OCH2CH3CH3CH2OCH3
12 3 4
A. 1
B. 2
C. 3
D. 4
3. Which of the following is the correct condensed structure for the following structure?
OH
CH3CH2OCH2CH3CH3CH2O
12 3 4
CH3CHCH2OH (CH3)2CHCH2OH
A. 1
B. 2
C. 3
D. 4
4. Which of the following is the correct Lewis structure for the following structure?
O
12 3 4
H C
H
H
C
OH C
H
H
C
O
H C
H
H
C
OH C
H
H
C
O
O
H
H
H
A. 1
B. 2
C. 3
D. 4
5. Which of the following is the correct bond-line structure for (CH3)4C?
12 3 4
A. 1
B. 2
C. 3
D. 4
6. Draw the bond-line structure for (CH3)4C?
7. Which of the following is the correct molecular formula for (CH3)4C?
C4H12 C3H9
12 3 4
C2H12 C5H12
A. 1
B. 2
C. 3
D. 4
8. Which of the following is the correct Lewis structure for CH3CH2CH2NH2?
12 3 4
H C
H
H
CC
H
H
H
H
N
H
H
H C
H
H
CC
H
H
H
H
N
H
H
HCC
H
H
H
H
N
H
H
NH2
A. 1
B. 2
C. 3
D. 4
9. Which of the following is a valid Lewis structure for a compound with the molecular
formula of C4H11N?
1234
H C
H
H
CC
H
C
H
H
H C
H
H
CC
H
H
H
H
C
CCC
H
H
H
H
N
H
H
H
H
C
C
C C
C
N
H
H
H
H
H
H H H
H
H
N
H
H
HN
A. 1
B. 2
C. 3
D. 4
10. Draw a valid Lewis structure for the following compound.
11. Draw a valid Lewis structure for the following compound.
H3CCOH
12. Draw a valid Lewis structure for the following compound.
H3CSOCH3
13. Which of the following bond-line structures are of the same compound?
12 3 4
A. 1 and 2
B. 2 and 3
C. 3 and 4
D. 1 and 3
14. Which of the following bond-line structures are of the same compound?
12 3 4
A. 1 and 2
B. 2 and 3
C. 3 and 4
D. 2 and 4
15. In the following reaction, how many H’s do you add or lose?
A. Add 1
B. Add 2
C. Lose 1
D. Lose 2
E. No change
16. In the following reaction, how many H’s do you add or lose?
OOH
A. Add 1
B. Add 2
C. Lose 1
D. Lose 2
E. No change
17. In the following reaction, how many H’s do you add or lose?
A. Add 1
B. Add 2
C. Lose 1
D. No change
18. In the following reaction, how many H’s do you add or lose?
A. Add 1
B. Add 2
C. Lose 1
D. No change
19. In the following reaction, how many H’s do you add or lose?
OO
OH
A. Add 1
B. Add 2
C. Lose 1
D. No change
20. In the following reaction, how many H’s do you add or lose?
A. Add 1
B. Add 2
C. Lose 1
D. Lose 2
21. How many H’s are on the indicated carbon?
A. 1
B. 2
C. 3
D. 4
22. How many H’s are on the indicated carbon?
A. 1
B. 2
C. 3
D. 0
23. How many H’s are on the indicated carbon?
A. 1
B. 2
C. 3
D. 4
24. How many H’s are on the indicated carbon?
A. 1
B. 2
C. 3
D. 4
25. How many H’s are on the indicated carbon?
A. 1
B. 2
C. 3
D. 0
26. Convert (CH3CH2CH2)2 into a bond-line structure.
27. Draw bond-line structure for all of the isomers with a molecular formula of C2H4O.
28. Draw bond-line structure for all of the isomers with a molecular formula of C3H8O.
29. Draw a line-bond structure for a compound with a molecular formula of C4H12 and
one carbon with no hydrogens attached to it.
30. Draw a line-bond structure for a compound with a molecular formula of C5H14 and
one carbon with only one hydrogen attached to it.
31. Which of the following structures contains an alcohol?
12 3 4
NH2
OH
A. 1
B. 2
C. 3
D. 4
32. Which of the following structures contains an alkene?
12 3 4
NH2
A. 1
B. 2
C. 3
D. 4
33. Which of the following structures contains an amine?
12 3 4
NH2
OH
A. 1
B. 2
C. 3
D. 4
34. Which of the following structures contains a ketone?
12 3 4
O
O
A. 1
B. 2
C. 3
D. 4
35. Which of the following structures contains an aromatic ring?
12 3 4
O
O
A. 1
B. 2
C. 3
D. 4
36. Which of the following structures contains an alkyne?
12 3 4
NH2
OH
A. 1
B. 2
C. 3
D. 4
37. Which of the following structures contains a nitrile?
2
12 3 4
NH
O
NH2OH
O
N
A. 1
B. 2
C. 3
D. 4
38. Which of the following structures contains an amide?
12 3 4
NH
O
NH2OH
O
N
A. 1
B. 2
C. 3
D. 4
39. Draw all the isomers with a molecular formula of C3H6O and label all the functional
groups.
40. Draw the isomers with a molecular formula of C4H8O2 and label the functional
groups.
41. Identify the functional groups in the following compound.
N
O
O
OMe
HO
HO OMe
MeO
HO
42. Identify the functional groups in the following compound.
NS
O
OH
43. Calculate the formal charge on the indicated atom.
OH
H
A. +1
B. +2
C. -1
D. -2
44. Calculate the formal charge on the indicated atom.
N
A. +1
B. +2
C. -1
D. -2
45. Calculate the formal charge on the indicated atom.
N
A. +1
B. +2
C. -1
D. -2
46. Calculate the formal charge on the indicated atom.
O
OH
A. +1
B. +2
C. -1
D. 0
47. Calculate the formal charge on the indicated atom.
N
A. +1
B. +2
C. -1
D. 0
48. Calculate the formal charge on the indicated atom.
O
A. +1
B. +2
C. -1
D. -2
49. Determine the number of hydrogens on the indicated atom.
A. 1
B. 2
C. 3
D. 4
50. Determine the number of hydrogens on the indicated atom.
A. 1
B. 2
C. 3
D. 4
51. Determine the number of hydrogens on the indicated atom.
A. 1
B. 2
C. 3
D. 0
52. Determine the formal charges on every atom in the following structure.
NC
53. Draw a valid Lewis structure, with all lone pairs and formal charges for the azide
anion (N3-).
54. Determine the number of lone pairs of electrons on the indicated atom.
O
A. 1
B. 2
C. 3
D. 4
55. Determine the number of lone pairs of electrons on the indicated atom.
N
A. 1
B. 2
C. 3
D. 4
56. Determine the number of lone pairs of electrons on the indicated atom.
O
NH2
A. 1
B. 2
C. 3
D. 4
57. Determine the number of lone pairs of electrons on the indicated atom.
O
A. 1
B. 2
C. 3
D. 4
58. Determine the number of lone pairs of electrons on the indicated atom.
O
A. 1
B. 2
C. 3
D. 4
59. Determine the number of lone pairs of electrons on the indicated atom.
O
OOH
A. 1
B. 2
C. 3
D. 4
60. Determine the number of lone pairs of electrons on the indicated atom.
N
A. 1
B. 2
C. 3
D. 4
