3 Organic Chemistry: Unit Test - Practice

South Pasadena • Chemistry Name
Period Date
3 · Organic Chemistry
UNIT TEST • PRACTICE
 You may use a pencil, eraser, and scientific calculator to complete the test. No other resources are allowed.
 You have fifty (50) minutes to complete this test, unless other arrangements have been made.
 Please transfer your answers for Matching and Multiple Choice questions onto the Answer Document. Work
for the Matching and Multiple Choice questions will not be graded. However, sufficient and appropriate work
must be shown for the Free Response questions in order to receive full credit.
SECTION 1: MATCHING. Use the following answer choices that best match each description. Answer
choices may be used once, more than once, or not at all. (1 point each)
Questions 1-6: Questions 7-12:

(A) Alkanes only. (A) Ketone
(B) Alkenes only. (B) Amine
(C) Alkynes only. (C) Carboxylic Acid
(D) Both alkenes and alkynes. (D) Ether
1. Have a molecular formula CnH2n 8. Has a carbon bonded to a nitrogen.
2. Have cis-/trans- isomers. 9. Has a sour taste.
3. Can rotate around C–C bond. 10. Acetone, or nail polish remover, is an example.
4. Have a triple bond in the main carbon chain. 11. Has a carbon that is bonded to oxygen only with a
double bond.
5. Have an H–C–C bond angle of 120°
12. Has an oxygen single bonded to two carbons.
6. C5H8 is an example.
13. Vinegar is an example.
7. Are considered “saturated” hydrocarbons.
SECTION 2: MULTIPLE CHOICE. Select the best answer choice for each question. (2 points each)
14. Which of the following elements has a bonding 15. Structural formulas differ from molecular formulas
capacity of 2? in that they show
(A) Oxygen (A) The arrangement of atoms.
(B) Hydrogen (B) The bond angles in the molecule.
(C) Carbon (C) The elements that make up the compound.
(D) Chlorine (D) The number of each element present.
16. If you built a model of ethane, how many sticks 22. The molecule drawn below is known as:
(bonds) would you use?
H H H H
(A) 1
(B) 6 C C
(C) 7 H C H
(D) 8 O
(A) Grain alcohol
17. Which formula represents a member of the same (B) Methyl alcohol (methanol)
hydrocarbon family as C8H14? (C) Rubbing alcohol
(A) C4H6 (D) Nail polish remover
(B) C4H7
(C) C4H8 23. Which one of the following is correct name for
(D) C4H10 this compound?
18. How many isomers are there of the substituted H

hydrocarbon C2H4Cl2?
(A) 1 H C H
H H
(B) 2
(C) 3 H C C C H
(D) 4
H H H
(A) Butane
19. How many carbons make up the “parent chain” in (B) 2-methylethane
the following molecule? (C) 2,2-dimethylethane
(D) Methylpropane
24. When an alcohol reacts with a carboxylic acid:

I. an ester forms.
II. the product often has a nice smell.
III. a water molecule is produced.
(A) I only.
(A) 4 (B) I and III only.
(B) 5 (C) II and III only.
(C) 6 (D) I, II, and III.
(D) 7
25. Which of the following are products when propane
is burned in oxygen?
20. Which of the following is considered an isomer of
I. Water
1,1-dichloroethane? II. CO2
(A) 1,1-dichloroethene. III. An ester
(B) 1,2-dichloroethane. (A) I only.
(C) cis-1,2-dichloroethene. (B) III only.
(D) Dichloroethyne. (C) I and II only.
(D) I, II, and III.
21. The chemical that was the first really effective
26. How many O2 molecules are required to
anesthesia for surgery was:
completely burn a molecule of ethanol, C2H5OH?
(A) alcohol
(A) 3
(B) aldehyde
(B) 7/2
(C) ester
(C) 5
(D) ether
(D) 7
SECTION 3: FREE RESPONSE. Show all your work to receive full credit.
27. Complete the following table: (20 points)

Molecular Formula Structural Formula Name
(a) C3H4
H H H H H
H C C C C C H
H
(b) H H H
H C H H C C H
H H H
(c) trans-1,2-difluoroethene
Cl H H H
(d) H C C C C H
Cl H Cl H
(e) 2-pentene
28. Draw and name an isomer for the compound in 27(b). (4 points)
29. Draw and name an isomer for the compound in 27(d). (4 points)
30. In the compound below, identify the circled functional groups. (4 points)
O O
C H H H
H C O C
C C C H
C C O
H C H
31. Draw the products that are formed when the following compounds are combined. (4 points)
H O H
H C C O H H O C H
H H
Please Register
32. Write the balanced equation for the combustion of pentanoic acid, C 5H10O2. (4 points)
Answers:
1. B 2. B 3. A 4. C 5. B 6. C 7. A
8. B 9. C 10. A 11. A 12. D 13. C
14. A 15. A 16. C 17. A 18. B 19. C 20. B H F
21. D 22. D 23. D 24. D 25. C 26. A
C C
27. (a) H–C≡C–CH3, propyne (b) C8H18, 2-methylheptane (c) C2H2F2,
(d) C4H7Cl3, 1,1,3-trichlorobutane (e) C5H10, CH3–CH=CH–CH2–CH3 (either F H cis- or
trans- okay)
28. Many answers (e.g. octane; 3-methylheptane; 4-methylheptane; 2,2-dimethylhexane (or 2,3-; 2,4-; 2-5;
3,3-; 3-4-; 4,4-); 2,2,3-trimethylpentane (or 2,2,4-; 2,3,3-; 2,3,4-); 2,2,3,3-tetramethylbutane;
ethylpentane)
29. Many answers (e.g. 1,1,1-trichlorobutane (or 1,1,2-; 1,1,4-; 1,2,2-; 1,2,3-; 1,2,4-; 2,2,3-),
1,1,1-trichloromethylpropane (or 1,1,2-; 1,1,3-; 1,2,3-), 1,3-dichloro-2-[chloromethyl]propane)
30. carboxylic acid, ester
31. H O H 32. 2 C5H10O2 + 13 O2  10 CO2 + 10 H2O
+ H2O
H C C O C H
H H

3 Organic Chemistry: Unit Test - Practice

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South Pasadena • Chemistry Name

Questions 1-6: Questions 7-12:

1. Have a molecular formula CnH2n 8. Has a carbon bonded to a nitrogen.

2. Have cis-/trans- isomers. 9. Has a sour taste.

18. How many isomers are there of the substituted H

24. When an alcohol reacts with a carboxylic acid:

27. Complete the following table: (20 points)

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