Chapter 3: Intro.

to Organic Molecules & Functional Groups

1. Which of the following lists contains common heteroatoms found in organic molecules?
A) N, O, S, P, Cl C) Na, Mg, S, N, Cl
B) Na, O, S, P, Cl D) Na, Mg, O, N, Cl

2. Why do heteroatoms confer reactivity on a particular molecule?

A) Because they have lone pairs and create electron-rich sites on carbon.
B) Because they have lone pairs and create electron-deficient sites on carbon.
C) Because they are electronegative and act as electrophiles.
D) Because they are electropositive and act as nucleophiles.

3. Why do  bonds confer reactivity on a particular molecule?

A) Because  bonds are difficult to break in chemical reactions.
B) Because  bonds make a molecule an acid.
C) Because  bonds are easily broken in chemical reactions.
D) Because  bonds make a molecule an electrophile.

4. Which of the following molecules contain the same functional groups?

A) I, II, III B) I, II, IV C) II, III, IV D) I, III, IV

5. Which of the following molecules contain the same functional groups?

A) I, II, IV B) I, II, III C) II, III, IV D) I, III, IV

6. Which of the following molecules are aliphatic hydrocarbons?

A) I, II, III B) I and III C) II, III, IV D) II and IV

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7. Which of the following molecules are aromatic hydrocarbons?

A) I B) II C) III D) I and III

8. Which of the following correctly matches the molecules to the names of the functional
groups?

I. CH3OH Carboxylic acid

II. CH3CO2CH3 Ester
III. CH3COCH3 Ketone
IV. H2CO Alcohol
A) I and II B) III and IV C) II and III D) II and IV

9. Which of the following correctly matches the molecules to the names of the functional
groups?

I. CH3OCH3 Ether
II. CH3CONH2 Amine
III. CH3SH Thiol
IV. CH3CHO Alcohol
A) I and II B) II and III C) III and IV D) I and III

10. Which of the following correctly matches the molecules to the names of the functional
groups?

I. CH3NH2 Amide
II. CH3SCH3 Sulfide
III. CH3CONH2 Amine
IV. CH3CO2CH3 Ester
A) I and II B) II and IV C) III and IV D) II and III

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11. Consider the molecule donepezil (used to treat Alzheimer's disease). Which of the
following lists the correct functional groups present in donepezil?

A) Amide, aromatic, ether, ketone. C) Amine, aromatic, ester, ketone.

B) Amide, aromatic, ester, ketone. D) Amine, aromatic, ether, ketone.

12. Consider the molecule atenolol (a  blocker used to treat hypertension). Which of the
following lists the correct functional groups present in atenolol?

A) Primary alcohol, amide, primary amine, aromatic, ether.

B) Secondary alcohol, amide, secondary amine, aromatic, ether.
C) Secondary alcohol, amide, primary amine, aromatic, ether.
D) Secondary alcohol, amide, secondary amine, aromatic, ester.

13. Which of the following structures contains a secondary amine?

A) I B) II C) III D) IV

14. Which of the following structures contains a primary amine?

A) I B) II C) III D) IV

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15. Which of the following structures contains an amide?

A) I B) II C) III D) IV

16. Which of the following structures contains an alkene?

A) I B) II C) III D) IV

17. Which of the following is a tertiary amine?

A) I B) II C) III D) IV

18. Which of the following is a secondary alcohol?

A) I B) II C) III D) IV

19. Which of the following statements best describes the relationship between the surface
area of a molecule and the strength of the intermolecular forces?
A) The larger the surface area, the weaker the intermolecular force.
B) The larger the surface area, the stronger the intermolecular forces.
C) The smaller the surface area, the stronger the intermolecular forces.
D) There is no relationship between surface area and intermolecular forces.

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20. Rank the following compounds in order of increasing strength of intermolecular forces,
putting the molecule with the weakest intermolecular force first.

A) I < II < III B) II < I < III C) I < III < II D) II < III < I

21. Which of the following compounds has the lowest boiling point?

A) I B) II C) III D) IV

22. Which of the following compounds has the highest boiling point?

A) I B) II C) III D) IV

23. Which of the following compounds has the highest boiling point?

A) I B) II C) III D) IV

24. Which of the following compounds has the highest boiling point?

A) I B) II C) III D) IV

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25. Which of the following compounds has the highest boiling point?

A) I B) II C) III D) IV

26. Rank the following compounds in order of decreasing boiling point, putting the
compound with the highest boiling point first.

A) I > II > III > IV C) III > II > IV > I

B) III > IV > II > I D) I > IV > II > III

27. Which of the following compounds can form intermolecular hydrogen bonds with a
molecule similar to itself?

A) I B) II C) III D) IV

28. What is the strongest intermolecular force present in 1-propanol?

A) Ion-ion C) Dipole-dipole
B) Hydrogen bonding D) Induced dipole-induced dipole

29. What intermolecular force is generally considered the strongest?

A) Hydrogen bonding C) Covalent bonds
B) London dispersion forces D) Dipole-dipole

30. What intermolecular force is generally considered the weakest?

A) Hydrogen bonding C) Dipole-dipole
B) London dispersion forces D) Ion-ion

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31. Rank the following compounds in order of increasing melting point, putting the
compound with the least melting point first.

A) II < I < III B) I < III < II C) I < II < III D) III < II < I

32. Rank the following compounds in order of decreasing melting point, putting the
compound with the highest melting point first.

A) I > II > III B) II > III > I C) III > II > I D) III > I > II

33. Which of the following intermolecular forces would not form between similar
molecules of the structure below?

A) London dispersion forces C) Hydrogen bonding

B) Ion-ion D) Dipole-dipole

34. Which of the following alkanes is expected to have the highest melting point?

A) I B) II C) III D) IV

35. Which of the following compounds is expected to be the least soluble in H2O?

A) I B) II C) III D) IV

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36. Which of the following compounds is expected to be the most soluble in H2O?

A) I B) II C) III D) IV

37. Which of the following compounds would be expected to be more soluble in hexane
(C6H14)?

A) I B) II C) III D) IV

38. Which of the following statements about the solubility of organic compounds in H2O is
true?
A) The non-polar part of a molecule that is not attracted to water is said to be
hydrophilic.
B) The non-polar part of a molecule that is not attracted to water is said to be
hydrophobic.
C) The polar part of a molecule that can hydrogen bond to water is said to be
hydrophobic.
D) For an organic compound with one functional group that contains an O or N atom,
the compound is water soluble only if it has  5 carbons.

39. Which of the following compounds is expected to be H2O soluble?

A) I B) II C) III D) IV

40. What molecular features are required for soap to properly dissolve grease and oil?
A) The molecule must be large.
B) The molecule must contain a polar head.
C) The molecule must contain a non-polar tail.
D) B and C are required.

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41. Which of the following statements about vitamin A, drawn below, are true?

A) Vitamin A is soluble in H2O.

B) Vitamin A is insoluble in organic solvents.
C) Vitamin A contains an aromatic ring.
D) Vitamin A is insoluble in H2O.

42. Which of the following statements about vitamin C, drawn below, are true?

A) Vitamin C is insoluble in H2O.

B) Vitamin C is soluble in H2O.
C) Vitamin C is an aliphatic hydrocarbon.
D) Vitamin C contains a ketone functional group.

43. Which of the following could most likely serve as an ionophore?

A) I B) II C) III D) IV

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44. The indicated carbon atom is:

A) Electrophilic because it is electron-deficient.

B) Nucleophilic because it is electron-deficient.
C) Electrophilic because it is electron-rich.
D) Nucleophilic because it is electron-rich.

45. The indicated bond is:

A) Nucleophilic because it is electron-deficient.

B) Electrophilic because it is electron-deficient.
C) Nucleophilic because it electron-rich.
D) Electrophilic because it is electron-rich.

46. The indicated bond is:

A) Nucleophilic because it is electron-deficient.

B) Electrophilic because it is electron-rich.
C) Nucleophilic because it is electron-rich.
D) Electrophilic because it is electron-deficient.

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47. Which of the following list the correct functional groups found in aspartame, the
artificial sweetener?

A) Amine, aromatic, carboxylic acid, ether, ketone.

B) Amine, amide, aromatic, carboxylic acid, ester.
C) Amide, alcohol, aromatic, carboxylic acid, ether.
D) Amine, aromatic, carboxylic acid, ester, nitrile.

48. Rank the following compounds in order of decreasing boiling point, putting the
compound with the highest boiling point first.

A) I > III > IV > II C) IV > I > II > III

B) IV > II > I > III D) I > IV > II > III

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Answer Key
1. A
2. B
3. C
4. D
5. A
6. B
7. D
8. C
9. D
10. B
11. D
12. B
13. C
14. A
15. D
16. B
17. B
18. D
19. B
20. C
21. D
22. D
23. B
24. D
25. A
26. C
27. D
28. B
29. A
30. B
31. C
32. D
33. B
34. D
35. A
36. B
37. A
38. B
39. B
40. D
41. D
42. B
43. D
44. A

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45. C
46. D
47. B
48. D

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