Download Name_____________________________________ 22 • Organic

Name_____________________________________
22 • Organic Chemistry
PRACTICE TEST
1. An amine is characterized by what functional group?
a. -CO2CH3
b. -NH2
c. -CO2H
d. -CHO
e. -OH
2. How many actual double bonds does the benzene ring possess?
a. 4
d. 1
b. 3
e. 0
c. 2
3.
The correct name for the compound given above is which of the following?
a. 2-methyl-1-butene
d. 3-methyl-2-butene
b. pentene
e. 2-ethyl-1-pentene
c. 2-ethyl-1-propene
4.
The compound above is classified as a(n)
a. alkane
b. carboxylic acid
c. Aldehyde
5.Which of the following is a secondary alcohol?
a.
b.
d. ketone
e. alkene
d. CH3OH
e. CH3CH2OH
c.
6.
What is the correct name for the above compound?
a. 2-methyl-3-butanol
d. 3-methyl-2-butanol
b. 2-pentanol
e. none of these
c. isobutanol
7. What results when a secondary alcohol is oxidized?
a. a ketone
b. an amine
c. an aldehyde
d. an acid
e. no reaction
8. The general formula for a cycloalkane can be represented by which of the following?
a. CnHn
c. CnH2n
b. CnH2n+2
d. CnH2n-2
9.
The correct name for compound above is which of the following?
a. chloropropylbenzene
c. 1-chloro-3-phenyl-3-propene
b. 3-phenyl-1-choloropropyne
d. 3-chloro-1-phenyl-1-propene
10.
The correct name for the compound given above is which of the following?
a. 1-propyl-3-ethyl-4-methylbenzene
b. 4-cyclopropyl-2-ethyl-1-methylbenzene
c. p, - methyl, ethylcyclopropylbenzene
d. 1-propyl-3-ethyl-4-methylcyclohexane
11. The correct structure for 1,4-dicyclopropylcyclohexane is which of the following?
a.
c.
d.
b.
12. The formula for methyl ethanoate is which of the following?
a)
c)
b)
d)
13.
The correct IUPAC name for above compound is which of the following?
a. fluorobutanoic acid
c. 2-fluoro-2-nitrobutanoic acid
b. 3-fluoro-3-nitrobutanoic acid
d. 3-fluoro-2-nitropropanoic acid
14. 1-amino-4,4-difluoro-2-pentanol is the correct name for which of the following compounds?
a)
c)
b)
d)
15. Which of the following is the correct IUPAC name for the compound below?
a.
b.
c.
d.
4-phenyl-6-cyclobutylhexanoic acid
3-phenyl-6-cyclobutylhexanoic acid
3-cyclohexyl-6-cyclobutylhexanoic acid
4-cyclohexyl-5-cyclobutylpentanoic acid
16. When excess hydrogen bromide is added to pentyne, the possible product is which of the following?
a. 1,1-dibromopentane
c. 1,1,2,2-tetrabromopentane
b. 1,2-dibromopentane
d. 2,2-dibromopentane
17.The correct IUPAC name for the compound below is which of the following?
a.
b.
c.
d.
1,1-diiodo-2-fluoro-3-cycloproplycyclobutane
1-cyclopropyl-2-fluoro-3,3-diiodocyclobutane
1,1-diiodo-3-cyclopropyl-4-fluorocyclobutane
1-fluoro-2,2-diiodo-4-cyclopropylcyclobutane
18.What is the proper name for the structure given below?
a. 3-methyl-2-butanone
b. 3-pentanone
c. 1-ethyl-1-propanone
d. 1,1-dimethyl-1-propanone
19. Select the compound with the highest boiling point at standard pressure.
a) CH4
d) HOCH2 CH2OH
b) CH3CH2CH3
c) CH3 CH2OH
e)
20.
Which of the following is an oxidation product of the above compound?
a.
c.
b.
d.
21. In order to determine the identity of an alkene, a chemist reacts it with water. She then separates the product of
this reaction into two equal amounts in container X and container Y. To container X, a strong oxidizing agent
is added. The resulting product will react with a base to form a salt and water. When the new product in
container X is mixed with container Y and H2SO4 is added, the chemist is able to confirm that:
has been formed. The identity of the alkene is which of the following?
a.
c.
b.
d.
22. What is the correct IUPAC name for compound below?
a. 2-ethyl-5-hexanone
b. 5-ethyl-2-hexanone
c. 3-methyl-6-heptanone
d. 5-methyl-2-heptanone
e. 2-heptanone
23. Ethanoic acid (vinegar) when diluted to low concentrations by water can be prepared from ethene by
a. reduction with H2, followed by reaction with a strong oxidizer
b. addition of HCl, followed by reaction with H2O
c. addition of H2O followed by reaction with a strong oxidizer
d. addition of Br2, followed by reduction with H2
24. Cubane is the name given to a newly synthesized alkane which has the formula C8H8. This is a three-dimensional
carbon-carbon molecule where every carbon atom is bonded to three carbon atoms plus one hydrogen atom. Sketch
the structure and explain why it tends to be unstable. Highly strained Bond angle
25. When a worker-bee stings, it emits a substance with the molecular formula C7H14O2. This acts as a signal, attracting
other bees to the site and prompts them to sting too. When this sweet smelling compound is treated with a strong
acid (H2SO4), acetic acid and 2-methyl-1-butanol are formed. Draw the structure and provide the IUPAC name of
the emitted compound.
Isobutyl ethanoate
3. Aspartame, marketed under the trade name Nutra-Sweet, has the following structure:
It is made from 2 compounds known as amino acids by the production of an amide bond. What are the
structures of these 2 amino acids? {2 marks}
4. A forensic scientist is called to the scene of a crime. It is suspected that a homicide victim has been
poisoned by an organic compound. The forensic scientist suspects an aldehyde or ketone by the fragrant
odour. Use a flow chart whereby the scientist can verify if it is either a ketone or an aldehyde? {4 marks}
5. During a school laboratory test, you are given 2-pentyne and asked to prepare 2-pentanone and 3-pentanone
from it. Develop a synthesis pathway to accomplish this task. {3 marks}
6. As a chemist in a research group, you are required to produce dicyclopentylether using cyclopentene as a
starting material. Propose a synthesis pathway. {2 marks}
Organic Chemistry
Answer Section
MULTIPLE CHOICE
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B
E
E
A
C
C
D
A
C
D
C
B
D
D
B
D
C
B
A
A
D
B
C
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A
A
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C
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B
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B
C
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B
E
B
A
D
A
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C
A
D
D
C
D
SHORT ANSWER
51. ANS:
- exists as a cube
- angles between C-C bonds are only 90
- Since bonding electrons are close together, they tend to repel, making this molecule unstable
- bond strain is high
53. ANS:
- is an ester
- 2-methylbutylethanoate
55. ANS:
56. ANS:
Yes
Yes
Yes
Yes
Soluble in
Soluble in
Can be Reduced
Can Be Oxidized
water
hexane
to an alcohol
aldehyde
No
with H2/Pt
ketone
if the answer to the first three was no, it is unlikely to be an aldehyde or ketone
in this elimination reaction, the H can be removed from either carbon 2 or carbon 4
58. ANS:
59. ANS: