ORGANIC CHEMISTRY: PROBLEM SET III
1.
Which formula represents a saturated hydrocarbon?
c. C3H6
a. CH4
b. C2H4
d. C4H6
2.
Which is the third member of the alkene series?
a. Propane
c. Butane
b. Propene
d. Butene
3.
4.
5.
6.
7.
8.
A toluene molecule differs from a benzene molecule
in that the toluene molecule contains one additional
carbon atom and
a. one additional hydrogen atoms
b. two additional hydrogen atoms
c. three additional hydrogen atoms
d. four additional hydrogen atoms
Which is an isomer of n-butane?
9.
What is the total number of covalent bonds in a
molecule of ethane?
a. 6
c. 7
b. 2
d. 4
10. Which is the first member of the alkyne series?
c. C2H2
a. CH2
b. CH4
d. C2H4
11. The benzene series has a general formula
c. CnH2n+2
a. CnH2n
b. CnH2n-2
d. CnH2n-6
12. Which represents an unsaturated hydrocarbon?
c. C3H8
a. C2H4
b. C2H6
d. C4H10
a.
c.
13. How many carbons in an ethyl group?
a. 1
c. 3
b. 2
d. 4
b.
d.
14. Which is an isomer of 2-chloropropane?
a. butane
c. 1-chlorobutane
b. propane
d. 1-chloropropane
What is the total number of bonds between adjacent
carbon atoms in an ethyne molecule?
a. 1
c. 3
b. 2
d. 5
Ethane, ethene, and ethyne are similar in that they are
a. hydrocarbons
b. unsaturated compounds
c. saturated compounds
d. cyclic compounds
What is the empirical formula for members of the
alkene series of hydrocarbons?
a. CH
c. CH3
b. CH2
d. CH4
What is the total number of carbon atoms in a
molecule of 2,2-dimethylpropane?
a. 5
c. 3
b. 2
d. 4
15. What is correct formula of 1,1-dibromoethane?
a.
c.
b.
d.
16. Which is a member of the series which has the general
formula CnH2n-2?
a. Ethane
c. Ethyne
b. Ethene
d. Ethanol
17. What is the molecular formula of pentane?
c. C5H10
a. C5H5
b. C5H8
d. C5H12
18. Each member of the homologous series of
hydrocarbons differs from each adjacent member of
that series by
a. CH
c. C2H
d. C2H2
b. CH2
19. An organic compound would most likely have
a.
b.
c.
d.
An ionic crystalline structure
High electrical conductivity
A low melting point
A tendency to react rapidly
20. The first two members of the benzene family are
benzene (C6H6) and toluene (C7H8). The general
formula of this series is
a. CnHn
c. CnH2n-6
b. CnHn+1
d. CnH2n
21. Which molecule contains four carbon atoms?
a. Ethene
c. Methane
b. Butane
d. Propene
28. What is the name of the compound represented by the
formula C4H8?
a. butane
c. butene
b. propane
d. propene
29. Which is an isomer of
?
a.
c.
b.
d.
22. As the molecular mass of the compounds in the
alkanes series increase, their boiling points
a. increase
c. remains the same
b. decrease
30. Which compound is unsaturated?
c. C2H6
a. CH4
b. C2H2
d. C5H12
23. What is the correct I.U.C. name of the compound
with the following structural formula?
31. Which compound has a double bond?
a. ethene
c. ethane
b. ethanol
d. ethyne
a.
b.
n-pentane
isobutane
c. 2-methylbutane
d. n-butane
24. Which is an isomer of 2,3-dimethylbutane?
a. n-butane
c. 2,2-dimethylbutane
b. n-pentane
d. 2,3-dimethylpentane
25. In a homologous series, the second member has the
formula C3H6. What is the formula of the fourth
member of this series?
a. C4H8
c. C5H10
b. C4H10
d. C5H12
26. If the first member of a homologous series has the
formula C6H6 (benzene), then the second member of
this series would have the formula
c. C7H14
a. C6H12
b. C7H8
d. C7H16
27. As the number of carbon atoms in the members of the
alkene series increases, the ratio of carbon atoms to
hydrogen atoms
a. increases
c. remains the same
b. decreases
32. In a given homologous series of hydrocarbons, the
boiling point generally increases as the size of the
molecule increases. The best explanation for this
statement is that in the larger organic molecules
a. the number of covalent bonds per molecule is
greater
b. the molecules are more symmetrical
c. more hydrogen bonding is possible
d. van der Waals forces between molecules is
greater
33. Which is an example of a homologous series?
c. CH4, C2H6, C3H8
a. CH4, C2H4, C3H8
b. CH4, C2H2, C3H8
d. C2H2, C2H4, C2H6
34. Which has the general formula CnH2n+2 ?
c. C6H12
a. C6H6
b. C3H5
d. C3H8
35. Which formula represents a member of the same
homologous series as C6H14?
c. C3H6
a. C3H4
b. C3H5
d. C3H8
36. Which compound is a hydrocarbon?
c. CH3COOH
a. CH3I
d. CH3CH3
b. CH3OCH3
ORGANIC CHEMISTRY: PROBLEM SET IV
1.
2.
3.
Two isomers have the same
(a) percentage composition
(b) chemical properties
(c) physical properties
(d) arrangement of atoms
Which compound is an isomer of CH3COCH3?
(c) CH3CH2CHO
(a) CH3OCH3
(d) CH3CH2CH2OH
(b) CH3COOCH3
H H
The compound H C C OH is
H H
(a) an acid
(b) an alcohol
4.
5.
(c) an ester
(d) a hydrocarbon
The compound CH3CH2COOCH3 is an example of
(a) an ester
(c) an acid
(b) an alcohol
(d) a polymer
The formula of methanoic acid is
(a) HCHO
(c) CH3OH
(b) HCOOH
(d) HCOOCH3
6.
The compounds CH3CH2OCH2CH3 and
CH3CH2CH2CH2OH are
(a) hydrocarbons
(c) isomers
(b) allotropes
(d) carbohydrates
7.
Which compound is an ester?
(c) CH3OCH3
(a) CH3OH
(b) CH3COOH
(d) CH3COOCH3
8.
Which compound contains oxygen?
(a) butane
(c) ethyne
(b) benzene
(d) propanol
9.
The class of organic compounds to which C3H5(OH)3
belongs is called
(a) bases
(c) alcohols
(b) acids
(d) hydrocarbons
10. Which of the following compounds would be best
classified as a trihydroxy alcohol?
(a) ethanol
(c) ethylene glycol
(b) glycerol
(d) isopropyl alcohol
11. What is the name of the compound that has the
structural formula?
H H
H C C OH
H H
(a) ethanol
(b) ethanoic acid
(c) methanoic acid
(d) 2-hydroxyethane
12. The general formula of an organic aldehyde is
(a) RCHO
(c) ROH
(b) RCOOR’
(d) RCOOH
13. Which class of compounds has the general formula
R’COR?
(a) alcohols
(c) organic acids
(b) ethers
(d) ketones
14. The organic compound propanal is a
(a) alcohol
(c) organic acid
(b) aldehyde
(d) ketone
15. Which is the characteristic of most organic
compounds?
(a) The have strong intermolecular forces.
(b) They are ionic in character.
(c) They generally have low melting points and low
boiling points.
(d) The are all soluble in water.
16. The compound that has the structural formula below is
classified as
H O
H
H C C O C H
H
H
(a) a ketone
(b) an aldehyde
(c) an ester
(d) an acid
17. An organic compound would most likely have
(a) an ionic crystalline structure
(b) high electrical conductivity in solution
(c) a low melting point
(d) a tendency to react rapidly
18. Which compound can be formed by the dehydration
on an alcohol?
(a) ether
(c) aldehyde
(b) acid
(d) ester
19. Which structural formula is an alcohol?
H O
H O
(a) H C C H
(c) H C C OH
H
H
H
H
(b) H C O C H
H
H
H H H
(d) H C C C H
H H OH
20. A solution of methanol differs from a solution of
acetic acid in that the solution of acetic acid
(a) contains molecules only
(b) has a pH of 7
(c) turns red litmus blue
(d) conducts electricity
21. An example of an organic acid is
(a) CH3CH2CH2COOH
(b) CH3COCH3
(c) CH3CH2OH
(d) HCHO
H H H
H OH H
H
H
H H H
(b) H C C C OH
H H H
H
(a) H C O C H
H OH H
H
H O
(d) H C C OH
H
26. Which structure represents 2-propanol?
H H H
H H H
(a) H C C C OH
(c) H C C C H
H H H
H OH H
H H H
(b) H C C C H
H H
(d) H C C OH
H OH OH
H H
27. The compound that has the structure below is
classified as
(a) a ketone
(b) an aldehyde
(c) an ester
(d) an acid
28. The compound with the structural formula
H H H
H C C C H is classified as
H OH H
(c)
(b) H C C C H
H H H
(a) H C C C H
H O
H
H C C O C H
H
H
22. Which structure represents an ether?
(a)
25. Which is an example of a primary alcohol?
H O
(d) H C C H
H
(a) a primary alcohol
(b) a secondary alcohol
(c) a tertary alcohol
(d) an ether
23. Which two compounds are isomers?
H O H
(2) H C C C H
H
H
(1)
H
H
(3) H C O C H
H
(a) 1 and 2
(b) 1 and 3
H
H H H
(4) H C C C OH
H H H
(c) 2 and 3
(d) 2 and 4
24. Which alcohol has three hydroxy groups per
molecule?
(a) 1-butanol
(c) glycerol
(b) ethanol
(d) 1-propanol
29. Which compound is an isomer of CH3COOH?
(c) CH3CH2COOH
(a) HCOOCH3
(d) CH3COOCH3
(b) CH3CH2OH
30. Which is the correct structural formula of a compound
whose molecular formula is CH4O?
H
H
(a) H C O
H
(b)
H
H C H O H
(c)
H
(d) H C O H
H
ORGANIC CHEMISTRY: PROBLEM SET V
1.
Which compound will react with CH3COOH to form
the ester methyl ethanoate?
(c) CH3OH
(a) CH3OCH3
(d) CH3COOH
(b) CH3COCH3
2.
If C2H4Br2 is the only product of a reaction between
ethene and bromine, the reaction is
(a) an addition reaction
(b) a substitution reaction
(c) an esterification reaction
(d) a hydrogenation reaction
3.
A fermentation reaction and a saponification reaction
are similar in that they both can produce
(a) an ester
(c) an acid
(b) an alcohol
(d) a soap
4.
The reaction between an alcohol and an acid is
referred to as
(a) cracking
(c) fermentation
(b) esterification
(d) saponification
5.
What is produced when C2H4 reacts with H2?
(a) ethane
(c) ethyne
(b) ethene
(d) ethyl
6.
One of the products produced by the reaction between
CH3COOH and CH3OH is
(a) HOH
(c) HCOOH
(d) CH2CH2OH
(b) H2SO4
10. The reaction C3H6 + Br2 6 C3H6Br2, is an example of
(a) addition
(c) esterification
(b) substitution
(d) polymerization
For each equation is questions 11 through 13, select the
number of the process, chosen from the list below which
is most closely associated with that equation.
Process
(1) Polymerization
(2) Hydrogenation
(3) Saponification
(4) Substitution
11. C2H2 + H2 6 C2H4
12. nC2H4 6 [C2H4]n
13. C2H6 + Br2 6 HBr + C2H5Br
14. Given the reaction: C2H4 + Cl2 6 X. The structural
formula for substance X would be
H H
(a) H C C Cl
Cl Cl
(c) H C C H
H Cl
For each equation is questions 7 through 9, select the
number of the process, chosen from the list below which
is most closely associated with that equation.
Process
(1) Substitution
(2) Addition
(3) Esterification
(4) Fermentation
7.
C2H2 + 2H2 6 C2H6
8.
C6H12O6 6 2C2H5OH + 2CO2
9.
C2H5OH + CH3COOH 6 CH2COOC2H5 + H2O
(b)
H Cl
H C C Cl
H H
(d)
Cl Cl
H C C H
15. Which is an example of an addition reaction?
(a) CH3COOH + CH3OH 6 CH3COOCH3 + H2O
(b) C2H6 + Cl2 6 C2H5Cl + Hcl
(c) C3H6 + H2 6 C3H8
(d) C6H12O6 6 2C2H5OH + 2CO2
16. Esterification is the reaction of an acid with
(a) a base
(c) water
(b) an alcohol
(d) a hydrocarbon
17. When an alcohol is completely burns in oxygen, the
products are
(c) CO2 and H2
(a) C and H2O
(b) Co and H2
(d) CO2 and H2O
18. Which compound will react most readily with
bromine?
(a) methane
(c) propane
(b) ethene
(d) butane
For each question 19 through 23, write the number of the
type of classification, chosen from the list below, to which
each of the compounds belongs.
Classification
(1) Cyclic hydrocarbon
(2) Dihydroxy alcohol
(3) Ester
(4) Organic acid
(5) Polymer
(6) Primary Alcohol
(7) Trihydroxy Alcohol
For each substance in questions 29 through 33, give the
number of the organic reaction, chosen from the list
below, which produces this substance.
19. Pentanol
29. Ethanol
20. CH2OHCHOHCH2OH
30. Glycerol
21. HCOOH
31. Methyl Acetate
22. Toluene
32. Polyethylene
23. (C2H4)n
33. Dichloroethane
24. Which type of reaction occurs between C4H8 and Br2?
(a) polymerization
(c) addition
(b) substitution
(d) esterification
34. Which compound will react with C3H7OH to form an
ester?
(c) CH3CHO
(a) CH3OH
(d) CH3COOH
(b) CH3OCH3
25. Which organic compound is a product of
fermentation reaction?
(c) C2H5OH
(a) CCl2F2
(d) C2H5OC2H5
(b) C2H2
26. Which organic compound is a product of an
esterification reaction?
(c) CH3COOH
(a) C3H8
(d) CH3COOCH3
(b) C2H7OH
27. Which organic compound is a product of a
saponification reaction?
(c) C6H6
(a) CCl4
(b) C3H5(OH)3
(d) C6H12O6
28. Ethyl formate (ethyl methanoate) can be produced by
heating concentrated sulfuric acid, ethyl alcohol, and
formic acid. This type of reaction is called
(a) fermentation
(c) saponification
(b) esterification
(d) polymerization
Organic Reaction
(1) Esterification
(2) Saponification
(3) Polymerization
(4) Fermentation
(5) Substitution
(6) Combustion
35. Which compound will most likely react by addition?
(a) CH4
(c) C4H10
(b) C3H6
(d) C5H12
36. The I.U.C. name of the compound formed when
H
H
C C
H
reacts with chlorine is
H
(a) 1,1-dichloroethene
(b) 1,2-dichloroethene
(c) 1,1-dichloroethane
(d) 1,2-dichloroethane
37. The reaction: fat + NaOH 6 soap + glycerol is called
(a) substitution
(c) esterification
(b) saponification
(d) hydrogenation
38. C5H11Cl can be produced from pentane by which
reaction?
(a) addition
(c) substitution
(b) hydrogenation
(d) esterification
ORGANIC CHEMISTRY: PROBLEM SET II-V, ANSWERS
Problem Set II
Problem Set III
Problem Set IV
Problem Set V
PART I
1. Acid
2. Ether
3. Alcohol
4. Alcohol
5. Ketone
6. Ester
7. Amine
8. Aldehyde
9. Acid
10. Alcohol
11. Polymer
12. Aldehyde
13. Ketone
14. Ester
15. Amine, and acid
16. Ketone
17. Acid
18. Aldehyde
19. Ether
20. Amine
21. Alcohol
22. Polymer
23. Alcohol
24. Ester
25. Aldehyde
1.
2.
3.
4.
5.
6.
7.
8.
9.
10.
11.
12.
13.
14.
15.
16.
17.
18.
19.
20.
21.
22.
23.
24.
25.
26.
27.
28.
29.
30.
31.
32.
33.
34.
35.
36.
1.
2.
3.
4.
5.
6.
7.
8.
9.
10.
11.
12.
13.
14.
15.
16.
17.
18.
19.
20.
21.
22.
23.
24.
25.
26.
27.
28.
29.
30.
1.
2.
3.
4.
5.
6.
7.
8.
9.
10.
11.
12.
13.
14.
15.
16.
17.
18.
19.
20.
21.
22.
23.
24.
25.
26.
27.
28.
29.
30.
31.
32.
33.
34.
35.
36.
37.
38.
PART II.
1. d
2. b
3. a
4. i
5. f
6. e
7. j
8. h
9. g
10. c
a
d
b
a
c
a
b
a
c
c
d
a
b
d
d
c
c
b
c
c
b
a
c
c
c
b
c
c
c
b
a
d
c
d
d
d
a
c
b
a
b
c
d
d
c
b
a
a
d
b
c
c
c
a
d
d
a
c
a
c
b
c
c
b
a
d
c
a
b
c
a
a
2
4
3
a
2
1
4
c
c
b
d
b
6
7
4
1
5
c
c
d
b
b
4
2
1
3
6
d
b
d
b
c