Chemistry 122
Chapter 22-23 PRE-TEST: Organic Chemistry
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1.
Petrochemicals have become indispensable to our lifestyle. Which of the following is not a petrochemical?
a. rubbing alcohol b. tree bark c. plastics d. diesel fuel
2.
Which of the following is an incorrect match of an IUPAC systematic name with a trivial (common) name?
a. ethyne — acetylene b. ethene — ethylene c. ethanoic acid — acetic acid d. ethanol — wood alcohol
3.
The incorrect match of an organic chemical with a technological application in the list below is:
a. 2-propanol — rubbing alcohol b. acetylsalicylic acid — vitamin C c. acetic acid — vinegar
d. octane — auto fuel
4.
In the general formula for alcohols, R — OH, the "R" represents
a. radon. b. CH3 only. c. the functional group. d. a hydrocarbon chain.
5.
Which of the following is the third member of the alkyne series (hint: first=ethyne, second=propyne, third=butyne)?
a. C4H10 b. C4H8. c. C4H6. d. C4H4.
6.
Which of the following empirical formulas can represent at least two isomers?
a. C2H5Br b. C2H6O c. C2H2 d. C2H6
7.
Three of the following compounds would react by substitution reactions. Which one would react by addition?
a. ethene b. methane c. cyclohexane d. octane.
8.
The English IUPAC name of CH3 — CH2 — CH2 — CH2 — CHOH — CH3 is
a. 1-methyl-1-pentanol. b. 5-methyl-1-pentanol. c. 2-hexanol. d. 5-hexanol.
9.
A communication system has been developed by chemists to provide a distinct name for each organic isomer. The English
IUPAC name for the isomeric compound illustrated below is:
a. 1,4-dichlorobenzene
b. 1,3-dichlorobenzene
c. 2,6-dichlorobenzene
d. 1,2-dichlorobenzene
10. Propene is reacted with bromine in an industrial laboratory. According to the reaction type generalizations you have
learned, the most likely product is predicted to be:
a.
H
H
H
|
|
|
H —— C —— C —— C —— H
|
|
|
Br
H
Br
b.
H
|
H —— C ——
|
Br
H
H
|
|
C —— C —— H
|
|
H
H
c.
Br
|
H —— C ——
|
Br
H
H
|
|
C —— C —— H
|
|
H
H
d.
H
H
|
|
H —— C —— C ——
|
|
H
Br
H
|
C —— H
|
Br
+
H —— Br
Chemistry 122
Chapter 22-23 PRE-TEST: Organic Chemistry
Page 2 of 3
11. According to IUPAC rules, the English name for the structural model shown below is
CH3
|
CH3 — CH — CH — CH2 — CH3
|
CH3
a. 2,3-dimethylpentane. b. 2,3-diethylpentane. c. 2,3,4-trimethylbutane. d. 2-methyl-3,4-ethylbutane.
12. The best English IUPAC name for the following structural model is:
a. 2,2 dimethyltoluene
b. 1-propylbenzene
c. 1,1,1-trimethylbenzene
d. 2-phenylpropane
13. Which of the following pairs of compounds could be combined to synthesize the compound responsible for the citrous
odor of ethyl propanoate?
a. 1-propanol and ethanol b. 1-propanol and ethanoic acid c. ethanol and propanoic acid d. ethanol and propene
14. When 1-butyne reacts with excess hydrogen chloride gas (with lots of HCl(g) present, the reaction will continue to
complete saturation), the resulting solution will include 3 isomers among the products. Which of the following is/are
possible product(s)?
a. butane and chlorine b. 2,3-dichlorobutane c. 1,2-dichlorobutene and hydrogen d. 1,1-dichlorobutane
15. Name the family or organic derivatives represented by each of the following compounds.
1. CH3CHO 2. C6H5COOH 3. HN(CH2OH)2 4. CH3COOC2H5 5. CH3COCH3
16. Be able to write definitions and explain what is meant by the following terms:
A. aliphatics
F. functional groups
B. alkanes
G. hydrocarbons
C. alkynes
H. hydrocarbon derivatives
D. aromatics
I. isomers
E. cracking
17. Write the English IUPAC name for each of the following structures:
a.
Br
|
CH3 — CH2 — CH — CH2 — CH — CH3
|
|
Br
OH
b.
CH3
O
|
||
CH3 — CH — CH2 — CH2 — CH
|
Cl
c.
CH2 == C == CH — CH —CH3
|
NO2
d.
CH3 — CH2 — CH2 — C == O
|
OH
J. petrochemicals
K. photosynthesis
L. refining
M. reforming
Chemistry 122
Chapter 22-23 PRE-TEST: Organic Chemistry
e.
(Hint: Be careful to identify the LONGEST part of the parent chain!)
CH3 — CH — CH2 — CH2 — CH2 — CH
|
||
CH2
O
|
CH2
|
CH3
f.
O
||
CH3 — CH2 — C — O — CH2 — CH3
g.
O
||
CH3 — CH2 — C — NH — CH2 —CH2 —CH3
h.
CH3 — O — CH3
i.
CH3 — CH2 — CH2 — CH2 — C
|
CH3
/ C — CH
2
Page 3 of 3
— CH3
18. For each of the following, draw the complete or condensed structure.
a.
b.
c.
d.
e.
f.
g.
h.
i.
dimethylpropane
3-ethyl-1-pentyne
3-ethyl-5-chlorobenzoic acid
pentyl propanoate (apricot flavor)
methylpropanamide
dipropylamine
methanal (preservative formaldehyde)
1,3-difluorocyclopentane
1-methyl-2,4,6-trinitrobenzene (commonly called trinitrotoluene – TNT)
19. For each of the following organic reactions, do three things:
(1) Classify the reaction [addition, substitution, elimination, neutralization, esterification(condensation)]
(2) Predict the products
(3) Show the unbalanced equation – draw complete or condensed structures for each reactant and product
(Helpful hint: Don’t forget the 7 elements that naturally occur as diatomic molecules – e.g. hydrogen is H2.)
a.
b.
c.
d.
e.
Bromine reacts with 2-butene.
The odour of pears is produced by reacting ethanoic acid (common name acetic acid) and 1-propanol. (Hint: water is a
byproduct.)
Propane reacts with chlorine.
During a common fermentation, ethene and water vapor react.
Alkenes are commonly synthesized by the reaction of an alkyl halide with a base. Write the unbalanced equation for the
reaction of 1-bromopropane with sodium hydroxide.