Download stoker-C15

Import Settings:
Base Settings: Brownstone Default
Information Field: TB
Highest Answer Letter: E
Multiple Keywords in Same Paragraph: No
Chapter: stoker-C15
Instruction:
Name: __________________________ Date: _____________
Multiple Choice
1. Which of the following structural features is common to both aldehydes and ketones?
A)
B)
C)
D)
Ans: C
2.
A)
B)
C)
D)
Which of the following structural features is possessed by aldehydes but not ketones?
At least one hydrogen atom is bonded to the carbonyl carbon atom.
At least one hydroxyl group is bonded to the carbonyl carbon atom.
The carbonyl carbon atom is bonded to two other carbon atoms.
The carbonyl carbon atom is part of a ring structure.
Ans: A
3.
A)
B)
C)
D)
Which of the following statements concerning aldehydes and ketones is correct?
[$ansvara]
[$ansvarb]
[$ansvarc]
[$ansvard]
Ans: B
TB: 15.3
Variables:
<VariableDef version="1.1">
<var_list>
<name>ansvara</name>
<item>"cyclic aldehydes but not cyclic ketones exist"</item>
<item> "cyclic aldehydes exist"</item>
<item> "no cyclic ketones exist"</item>
</var_list>
<var_list>
<name>ansvarb</name>
<item>"cyclic ketones but not cyclic aldehydes exist"</item>
<item> "no cyclic aldehydes exist but cyclic ketones do exist"</item>
<item> "cyclic ketones exist"</item>
</var_list>
<var_list>
<name>ansvarc</name>
<item>"both cyclic aldehydes and cyclic ketones exist"</item>
<item> "both cyclic ketones and cyclic aldehydes exist"</item>
</var_list>
<var_list>
<name>ansvard</name>
<item>"neither cyclic aldehydes nor cyclic ketones exist"</item>
<item> "neither cyclic ketones nor cyclic aldehydes exist"</item>
</var_list>
</VariableDef>
4.
A)
B)
C)
The simplest aldehyde and ketone contain, respectively, how many carbon atoms?
1 and 1
1 and 3
2 and 2
D) 2 and 3
Ans: B
O
5.
A)
B)
C)
D)
The IUPAC name for the compound CH3 CH2 C
acetaldehyde.
propionaldehyde.
1-ethanal.
propanal.
H is
Ans: D
O
6.
A)
B)
C)
D)
CH3
The IUPAC name for the compound CH3 C CH2 CH CH3 is
2-methyl-2-pentanone.
2-methyl-4-pentanone.
4-methyl-2-pentanone.
2-methyl-4-pentaketone.
Ans: C
7.
A)
B)
C)
D)
What is the IUPAC name of the aldehyde whose common name is [$aldehyde]?
[$ansvara]
[$ansvarb]
[$ansvarc]
[$ansvard]
Ans: A
TB: 15.7
Variables:
<VariableDef version="1.1">
<var_list>
<name>aldehyde</name>
<item>"acetaldehyde"</item>
<item> "propionaldehyde"</item>
<group>aldehyde</group>
</var_list>
<var_list>
<name>ansvara</name>
<group>aldehyde</group>
<item>"ethanal"</item>
<item> "propanal"</item>
</var_list>
<var_list>
<name>ansvarb</name>
<item>"methanal"</item>
<item> "methanal"</item>
<group>aldehyde</group>
</var_list>
<var_list>
<name>ansvarc</name>
<item>"propanal"</item>
<item> "ethanal"</item>
<group>aldehyde</group>
</var_list>
<var_list>
<name>ansvard</name>
<item>"2-methylpropanal"</item>
<item> "1-methylpropanal"</item>
<item> "1-methylethanal"</item>
<item> "2-methylbutanal"</item>
<item> "2-ethylmethanal"</item>
<item> "1-methylmethanal"</item>
<item> "2-methylethanal"</item>
</var_list>
</VariableDef>
8.
A)
B)
C)
D)
Two other acceptable names for the compound acetone are
propanone and diethyl ketone.
ethanone and methyl ethyl ketone.
propanone and dimethyl ketone.
ethanone and diethyl ketone.
Ans: C
9.
A)
B)
C)
D)
How many saturated noncyclic six-carbon ketones are there?
two
four
six
eight
Ans: C
10.
A)
B)
C)
D)
What two functional groups are never found at the end of a carbon chain?
alcohol and aldehyde
ether and aldehyde
alcohol and ketone
ether and ketone
Ans: D
11.
A)
B)
C)
D)
Which of the following statements concerning hydrogen bonding is correct?
[$ansvara]
[$ansvarb]
[$ansvarc]
[$ansvard]
Ans: D
TB: 15.11
Variables:
<VariableDef version="1.1">
<var_list>
<name>ansvara</name>
<item>"ketone molecules can hydrogen bond to each other"</item>
<item> "ketone molecules can only hydrogen bond to other ketone molecules"</item>
</var_list>
<var_list>
<name>ansvarb</name>
<item>"aldehyde molecules can hyrdrogen bond to each other"</item>
<item> "aldehyde molecules can hydrogen bond only to other aldehyde molecules"</item>
</var_list>
<var_list>
<name>ansvarc</name>
<item>"both ketone molecules and aldehyde molecules can hydrogen bond to each
other"</item>
<item> "both aldehyde molecules and ketone molecules can hydrogen bond to each
other"</item>
</var_list>
<var_list>
<name>ansvard</name>
<item>"neither ketone molecules nor aldehyde molecules can hydrogen bond to each
other"</item>
<item> "ketone molecules cannot hydrogen bond to other ketone molecules"</item>
<item> "aldehyde molecules cannot hydrogen bond to other aldehyde molecules"</item>
<item> "neither aldehyde molecules nor ketone molecules can hydrogen bond to each
other"</item>
</var_list>
</VariableDef>
12. Comparison of the boiling points of aldehydes and ketones with those of other compounds
of similar molecular mass shows that they are
A)
B)
C)
D)
[$ansvara]
[$ansvarb]
[$ansvarc]
[$ansvard]
Ans: D
TB: 15.12
Variables:
<VariableDef version="1.1">
<var_list>
<name>ansvara</name>
<item>"lower than those of alcohols and alkanes"</item>
<item> "lower than those of alkanes and alcohols"</item>
<item> "lower than those of alkanes"</item>
</var_list>
<var_list>
<name>ansvarb</name>
<item>"higher than those of alcohols and alkanes"</item>
<item> "higher than those of alkanes and alcohols"</item>
<item> "higher than those of alcohols"</item>
</var_list>
<var_list>
<name>ansvarc</name>
<item>"higher than those of alcohols but lower than those of alkanes"</item>
<item> "lower than those of alkanes but higher than those of alcohols"</item>
<item> "about the same as those as alkanes and alcohols"</item>
<item> "about the same as those of alcohols and alkanes"</item>
</var_list>
<var_list>
<name>ansvard</name>
<item>"higher than those of alkanes but lower than those of alcohols"</item>
<item> "lower than those of alcohols but higher than those of alkanes"</item>
<item> "lower than those of alcohols"</item>
<item> "higher than those of alkanes"</item>
</var_list>
</VariableDef>
13. Which of the following statements concerning the oxidation of aldehydes and ketones is
correct?
A) [$ansvara]
B) [$ansvarb]
C) [$ansvarc]
D) [$ansvard]
Ans: A
TB: 15.14
Variables:
<VariableDef version="1.1">
<var_list>
<name>ansvara</name>
<item>"aldehydes readily undergo oxidation and ketones are resistant to
oxidation"</item>
<item> "ketones are resitant to oxidation and aldehydes readily undergo
oxidation"</item>
<item> "ketones are resistant to oxidation"</item>
<item> "aldehydes readily undergo oxidation"</item>
</var_list>
<var_list>
<name>ansvarb</name>
<item>"ketones readily undergo oxidation and aldehydes are resistant to
oxidation"</item>
<item> "aldehydes are resistant to oxidation and ketones readily undergo
oxidation"</item>
<item> "aldehydes are resistant to oxidation"</item>
<item> "ketones readily undergo oxidation"</item>
</var_list>
<var_list>
<name>ansvarc</name>
<item>"both aldehydes and ketones readily undergo oxidation"</item>
<item> "both ketones and aldehydes readily undergo oxidation"</item>
</var_list>
<var_list>
<name>ansvard</name>
<item>"both aldehydes and ketones are resistant to oxidation"</item>
<item> "both ketones and aldehydes are resistant to oxidation"</item>
</var_list>
</VariableDef>
14. Which of the following statements concerning the oxidation of aldehydes and ketones is
correct?
A) Aldehydes readily undergo oxidation and ketones are resistant to oxidation.
B) Ketones readily undergo oxidation and aldehydes are resistant to oxidation.
C) Both aldehydes and ketones readily undergo oxidation.
D) Both aldehydes and ketones are resistant to oxidation.
Ans: A
15.
A)
B)
C)
D)
The oxidizing agent in the Tollen's test for the presence of an aldehyde is
Ag+
Ag
Cu2+
Cu2O
Ans: A
O
16. What is the product when CH3 C CH3 is reduced using H2 gas and a Ni catalyst?
A)
B)
C)
D)
Ans: C
17. When an alcohol molecule adds across a carbon-oxygen double bond of an aldehyde or
ketone, the
A) H atom from the alcohol bonds to the carbonyl carbon atom.
B) OH portion from the alcohol bonds to the carbonyl oxygen atom.
C) OR portion from the alcohol bonds to the carbonyl carbon atom.
D) OH portion from the alcohol bonds to the carbonyl carbon atom.
Ans: C
18.
A)
B)
C)
D)
A hemiacetal is a compound in which
a hydroxy group and an alkoxy group are attached to the same carbon atom.
a hydroxyl group and an alkoxy group are attached to adjacent carbon atoms.
two alkoxy groups are attached to the same carbon atom.
two alkoxy groups are attached to adjacent carbon atoms.
Ans: A
19. The structural difference between a hemiacetal and an acetal is the replacement of a
A) –OH group with an –OR group.
B) H atom with an –OR group.
C) H atom with a –OH group.
D) –OR group with a –OH group.
Ans: A
20.
A)
B)
C)
D)
Hydrolysis of an acetal in an acid solution would yield
an aldehyde, a ketone, and one alcohol.
an aldehyde, a ketone, and two alcohols.
an aldehyde or a ketone and one alcohol.
an aldehyde or a ketone and two alcohols.
Ans: D
21.
A)
B)
C)
D)
E)
Which of the following statements concerning a carbonyl group is incorrect?
It is polar.
It contains two oxygen atoms and one carbon atom.
It is present in both aldehydes and ketones.
more than one correct response
no correct response
Ans: B
22. Which of the following is a correct notation for the aldehyde functional group?
A)
B)
C)
D) more than one correct response
E) no correct response
Ans: A
23. Which of the following aldehydes is paired with an incorrect IUPAC name?
A)
B)
C)
D) more than one correct response
E) no correct response
Ans: A
24.
A)
B)
C)
D)
E)
Which of the following pairings of aldehyde common and IUPAC names is correct?
acetaldehyde and methanal
2-methylbutyraldehyde and 2-methylbutanal
formaldehyde and ethanal
more than one correct response
no correct response
Ans: B
25.
A)
B)
C)
D)
E)
Which of the following pairings of ketone IUPAC and common names is correct?
2-methyl-3-pentanone and methyl propyl ketone
3-methyl-2-pentanone and isopropyl methyl ketone
propanone and dimethyl ketone
more than one correct response
no correct response
Ans: C
26. Which of the following compounds is a constitutional isomer of 2-pentanone?
A) 3-methyl-2-pentanone
B)
C)
D)
E)
3-methyl-2-butanone
isopropyl methyl ketone
more than one correct response
no correct response
Ans: D
27.
A)
B)
C)
D)
E)
Which of the following compounds contains 7 carbon atoms?
benzaldehyde
acetophenone
benzophenone
more than one correct response
no correct response
Ans: A
28. In which of the following pairs of compounds does the first listed compound have a greater
water solubility than the second listed compound?
A) butanal, methanal
B) propanone, 2-pentanone
C) hexanal, 2-butanone
D) more than one correct response
E) no correct response
Ans: B
29. Oxidation of which of the following alcohols will produce a ketone?
A)
B)
C)
D) more than one correct response
E) no correct response
Ans: B
30. Which of the following compounds would be resistant to oxidation with a mild oxidizing
agent?
A)
B)
C)
D) more than one correct response
E) no correct response
Ans: C
31. Hydrogenation, with a catalyst, of which of the following compounds would produce a
four-carbon alcohol?
A) butanal
B) 2-butanone
C) diethylketone
D) more than one correct response
E) no correct response
Ans: D
32. In which of the following pairings of compound types does the first listed compound type
contain more alkoxy groups than the second listed compound type?
A) acetal, hemiacetal
B) hemiacetal, acetal
C) aldehyde, hemiacetal
D) more than one correct response
E) no correct response
Ans: A
33. Which of the following is a product of the acid hydrolysis of the following compound?
OH
CH3 CH2 C H
O CH3
A)
B)
C)
D)
E)
methyl alcohol
ethyl alcohol
propanone
more than one correct response
no correct response
Ans: A
34.
A)
B)
C)
D)
E)
Which of the following types of compounds contains a carbon-sulfur double bond?
a thial (thioaldehyde)
a thione (thioketone)
a sulfoxide
more than one correct response
no correct response
Ans: D
35. Which of the following compounds would be named as a ketone?
A)
B)
C)
D) more than one correct response
E) no correct response
Ans: B
Reference: Ref 15-1
In each of the following multiple-choice questions, characterize EACH of the three given
statements as being TRUE or FALSE and then indicate the collective true-false status of the
statements using the choices
a) All three statements are true.
b) Two of the three statements are true.
c) Only one of the statements is true.
d) None of the statements is true.
36. Statements:
(1) Cyclic hemiacetals are usually more stable than noncyclic hemiacetals.
(2) A carbonyl group consists of a carbon atom and an oxygen atom joined by a double bond.
(3) The compound benzaldehyde contain six carbon atoms.
A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.
Ans: B
Refer To: Ref 15-1
Feedback: TTF
37. Statements:
(1) The simplest aldehyde is formaldehyde and the simplest ketone is acetone.
(2) Carbonyl group polarity makes dipole-dipole interactions between like aldehyde molecules or
like ketone molecules possible.
(3) Reaction of a hemiacetal with an alcohol produces an acetal.
A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.
Ans: A
Refer To: Ref 15-1
Feedback: TTT
38. Statements:
(1) Aldehydes and ketones readily undergo oxidation to carboxylic acids.
(2) Propanone and dimethyl ketone are two names for the same compound.
(3) The “silver mirror test” distinguishes between aldehydes and ketones.
A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.
Ans: B
Refer To: Ref 15-1
Feedback: FTT
39. Statements:
(1) Acetals contain three oxygen atoms and hemiacetals contain two oxygen atoms.
(2) Reduction of an aldehyde, using hydrogen gas, produces a primary alcohol.
(3) In an aldehyde, the carbonyl group can be located on either carbon 1 or carbon 2.
A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.
Ans: B
Refer To: Ref 15-1
Feedback: TTF
40. Statements:
(1) In a “dial” two aldehyde groups are present.
(2) Formaldehyde readily participates in polymer formation.
(3) Primary alcohol oxidation is a method for producing ketones.
A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.
Ans: B
Refer To: Ref 15-1
Feedback: TTF
41. Statements:
(1) Butanal and 2-butanone are constitutional isomers.
(2) The linear notation for an aldehyde is RCOH and that for a ketone is RCOR.
(3) Water molecules can hydrogen bond with aldehyde and ketone molecules.
A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.
Ans: B
Refer To: Ref 15-1
Feedback: TFT
42. Statements:
(1) The compound 4-oxopentanal contains both an aldehyde and an ether functional group.
(2) An alkoxy group and a hydroxy group attached to the same carbon atom are present in both
hemiacetals and acetals.
(3) Cyclic aldehyde structures are possible but cyclic ketone structures are not possible.
A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.
Ans: D
Refer To: Ref 15-1
Feedback: FFF
43. Statements:
(1) Butanal and butanone are both correct IUPAC names.
(2) The two alcohol molecules produced when an acetal molecule undergoes hydrolysis are
always identical.
(3) Aldehydes and ketones are both classified as carbonyl-containing compounds.
A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.
Ans: C
Refer To: Ref 15-1
Feedback: FFT
44. Statements:
(1) In the IUPAC nomenclature system, an aldehyde group has priority over a ketone group.
(2) Addition of an alcohol molecule across the carbon-oxygen double bond of an aldehyde
produces a compound in which the carbonyl carbon atom bears both an alkoxy group and a
hydroxy group.
(3) 2-Propenal contains two fewer hydrogen atoms than propionaldehyde.
A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.
Ans: A
Refer To: Ref 15-1
Feedback: TTT
45. Statements:
(1) The lachrymator in wood smoke is formaldehyde.
(2) The skin pigment melanin is a polymeric substance containing many interconnected aldehyde
units.
(3) Benedict's test can be used to detect glucose in urine (diabetes) because glucose contains an
aldehyde group.
A) All three statements are true.
B) Two of the three statements are true.
C) Only one of the statements is true.
D) None of the statements is true.
Ans: B
Refer To: Ref 15-1
Feedback: TFT
Reference: Ref 15-2
Characterize each compound in terms of functional groups present using the response list.
Responses may be used more than once or need not be used at all.
a) one aldehyde functional group
b) two aldehyde functional groups
c) one ketone functional group
d) one aldehyde and one ketone functional group
Short Answer
46. Pentanal
Ans: a
Refer To: Ref 15-2
47. 3-Pentanone
Ans: c
Refer To: Ref 15-2
48. Pentanedial
Ans: b
Refer To: Ref 15-2
49. 3-Methylpentanone
Ans: c
Refer To: Ref 15-2
50. 3-Oxopentanal
Ans: d
Refer To: Ref 15-2
Reference: Ref 15-3
For each pair of compounds, select a correct characterization from the response list. Responses
may be used more than once or need not be used at all.
a) have the same molecular formula but are different compounds
b) both contain a carbon ring system
c) contain the same number of carbon atoms but have different molecular formulas
d) two names for the same compound
51. Acetone Propanal
Ans: a
Refer To: Ref 15-3
52. Heptanal Benzaldehyde
Ans: c
Refer To: Ref 15-3
53. Diethylketone Pentanal
Ans: a
Refer To: Ref 15-3
54. Acetaldehyde Ethanal
Ans: d
Refer To: Ref 15-3
55. 2,2-DimethylbutanaCyclohexanone
Ans: c
Refer To: Ref 15-3
Reference: Ref 15-4
For each of the compound characterizations, select from the response list the number of
constitutional isomers that exist. Responses may be used more than once or need not be used at
all.
a) two
b) three
c) four
d) five
56. Saturated four-carbon aldehyde
Ans: a
Refer To: Ref 15-4
57. Saturated four-carbon monochloroaldehyde
Ans: d
Refer To: Ref 15-4
58. Methylcyclohexanone
Ans: b
Refer To: Ref 15-4
59. Saturated noncyclic five-carbon ketone
Ans: b
Refer To: Ref 15-4
60. Molecular formula of C4H8O
Ans: b
Refer To: Ref 15-4
Reference: Ref 15-5
For each set of reactants, select a correct product characterization from the response list.
Responses may be used more than once or need not be used at all.
a) hemiacetal
b) acetal
c) alkene
d) alcohol
61. Aldehyde Alcohol Acid catalyst
Ans: a
Refer To: Ref 15-5
62. Ketone Two alcohols Acid catalyst
Ans: b
Refer To: Ref 15-5
63. Hemiacetal Alcohol Acid catalyst
Ans: b
Refer To: Ref 15-5
64. Aldehyde Hydrogen Ni catalyst
Ans: d
Refer To: Ref 15-5
65. Ketone Hydrogen Ni catalyst
Ans: d
Refer To: Ref 15-5
66. Oxidation of
Ans: a
Refer To: Ref 15-5
Reference: Ref 15-6
For each of the reaction types, select from the response list the type of organic compound
produced. Responses may be used more than once or need not be used at all.
O
R C
a)
b)
c)
d)
O
H
R C
carboxylic acid
ketone
alcohol
no reaction occurs
67. Oxidation of
Ans: d
Refer To: Ref 15-6
68. Oxidation of
Ans: b
Refer To: Ref 15-6
69. Reduction of
Ans: c
Refer To: Ref 15-6
70. Reduction of
Ans: c
Refer To: Ref 15-6
O
OH
R
R
CH
R
R C
O
R
R C
H