ch15 Ques 2013 PDF

Chapter Fifteen
Topic: Spectroscopy
Section: 15.1
Difficulty Level: Easy
1. Which of the following is not true about electromagnetic radiation?

A) frequency is directly proportional to wavelength
B) frequency is directly proportional to energy
C) frequency is inversely proportional to wavelength
D) wavelength is inversely proportional to energy
E) none of these
Ans: A
Topic: Spectroscopy
Section: 15.1
2. Which of the following electromagnetic radiation has the highest energy?

A) UV
B) X-ray
C) IR
D) microwave
E) visible
Ans: B
Topic: Spectroscopy
Section: 15.1
3. Which of the following electromagnetic radiation has the longest wavelength?

A) UV
B) X-ray
C) IR
D) microwave
E) visible
Ans: D
Topic: Spectroscopy
Section: 15.1
4. Which of the following electromagnetic radiation has the highest frequency?
A) UV
B) X-ray
C) IR
D) microwave
E) visible
Ans: B
Topic: Spectroscopy
Section: 15.1
Difficulty Level: Medium
5. Arrange the following electromagnetic radiation in decreasing (highest to lowest) order

of frequency.
microwave γ-rays visible IR UV
I ΙΙ III IV V
A) V>III>IV>II>I
B) II>V>III>IV>I
C) I>IV>III>V>II
D) V>II>IV>III>I
E) II>IV>V>III>I
Ans: B
Topic: Spectroscopy
Section: 15.1
6. Which of the following information is primarily obtained from infrared spectroscopy?

A) arrangement of carbon and hydrogen atoms in a compound
B) molecular weight of a compound
C) conjugated π system present in a compound
D) functional groups present in a compound
E) all of these
Ans: D
Topic: Infrared Spectroscopy

Section: 15.2
7. Absorption of _______radiation results in vibrational excitation of the bonds in a
compound.
A) UV
B) Microwave
C) IR
D) Visible
E) x-ray
Ans: C

Section: 15.2
8. Which of the following vibrations are observed in IR spectroscopy?

A) stetching
B) rotational
C) bending
D) A&B
E) A&C
Ans: E

Section: 15.2
9. Which of the following is currently used to indicate the location of a signal on an IR

spectrum?
A) wavelength
B) wavenumber
C) frequency
D) A & B
E) all of these
Ans: B

Section: 15.2
10. Which of the following are units for wavenumber in IR spectroscopy?

A) cm—1
B) cm
C) J.s—1
D) mm
E) none of these
Ans: A
Topic: Signal Characteristics
Section: 15.3
11. Which of the following corresponds to the functional group region on an IR spectrum?
A) 1500-4000cm—1
B) 400-4000cm—1
C) 400-1500cm—1
D) 1500-2500cm—1
E) none of these
Ans: A

Section: 15.3
12. Which of the following corresponds to the fingerprint region on an IR spectrum?

A) 1500-4000cm—1
B) 400-4000cm—1
C) 400-1500cm—1
D) 1500-2500cm—1
E) none of these
Ans: C

Section: 15.3
13. Which of the following statement(s) is(are) true about the frequency of a stretching
vibration according to Hook’s law?
A) it is directly proportional to strength of the bond & the reduced mass
B) it is inversely proportional to strength of the bond & the reduced mass
C) it is directly proportional to strength of the bond
D) it is inversely proportional to the reduced mass
E) C & D
Ans: E

Section: 15.3
14. Rank the indicated bonds in decreasing (highest to lowest) order of wavenumber.
H H II
H
I
III
A) III>II>I
B) I>II>III
C) II>I>III
D) III>I>II
E) none of these
Ans: B

Section: 15.3
H II
H H
N O
I III
H
A) III>II>I
B) I>II>III
C) II>I>III
D) III>I>II
E) none of these
Ans: D

Section: 15.3
O
III
II
H
N
I
A) III>II>I
B) I>II>III
C) II>I>III
D) III>I>II
E) none of these
Ans: D

Section: 15.3
17. Which one of the following compounds will have the lowest wavenumber for carbonyl
absorption?
O O O O
O
II III IV V
I
A) I
B) II
C) III
D) IV
E) V
Ans: D

Section: 15.3
18. Which one of the following compounds will have the lowest wavenumber for carbonyl
absorption?
O O O NH2 O O
O
I II III IV V
A) I
B) II
C) III
D) IV
E) V
Ans: C

Section: 15.3
19. Which one of the following compounds will have the highest wavenumber for C=C
absorption?
I II III IV V
A) I
B) II
C) III
D) IV
E) V
Ans: C

Section: 15.3
Difficulty Level: Hard
20. Which of the following compounds will have the highest wavenumber for carbonyl
absorption?
O O O
O O O
I II III
A) I
B) II
C) III
D) II & III
Ans: C

Section: 15.3
21. Arrange the indicated bonds in decreasing (highest to lowest) order of wavenumber.
O
O
I V
C O
N
III
H
II
IV
A) I>V>II>IV>III
B) IV>II>I>V>III
C) II>I>V>III>IV
D) IV>I>V>II>III
E) IV>II>V>I>III
Ans: E

Section: 15.4
22. Which of the following statement(s) is(are) true for an IR-active bond?
A) the bond must be symmetrical

B) it must change bond length
C) it must change bond angle
D) it must change bond dipole
E) all of these
Ans: D

Section: 15.4
23. Which of the following bonds is IR inactive?
CH3CH2 C C CH2CH3 CH3CH2 C C H

III IV
I II
A) I
B) II
C) III
D) I & IV
E) I & III
Ans: E

Section: 15.4
24. Which of the following bonds would produce the weakest absorption?
A) C=C
B) O—H
C) C=O
D) sp3C—H
E) A&D
Ans: A

Section: 15.4
25. Which of the following bonds would produce the strongest absorption?
A) C=N
B) C≡C
C) C=O
D) sp2C—H
E) C—O
Ans: C

Section: 15.4
26. 3-hexyne does not show absorption in the range of 2000-2200 cm—1, whereas 1-hexyne
does. Which of the following explains the reason for this absence of absorption for 3-
hexyne?
A) it is a symmetrical compound
B) there is no change in bond dipole
C) there is no bond dipole
D) it is an unsymmetrical compound
E) A, B & C
Ans: E

Section: 15.4
27. Which of the following alkene groups will produce the strongest signal?
F Cl Br
I II III IV
A) I
B) II
C) III
D) IV
Ans: A

Section: 15.5
28. Diluted alcohols show a _____absorption around 3600cm-1, due to _____.
A) sharp, hydrogen bonding

B) broad, hydrogen bonding
C) sharp, absence of hydrogen bonding
D) broad, absence of hydrogen bonding
Ans: C

Section: 15.5
29. Concentrated alcohols show a _____absorption in the region of 3200-3600cm-1, due to
_____.
A) sharp, hydrogen bonding

B) broad, hydrogen bonding
C) sharp, polarity
D) broad, polarity
Ans: B

Section: 15.5
30. Carboxylic acids show a very broad absorption for the OH compared to alcohols,
because they can form a ______.
A) dimer
B) polymer
C) trimer
D) tetramer
Ans: A

Section: 15.5
31. Primary amines show two medium absorption bands around 3400 cm-1, due to _______.
A) symmetric stretching
B) asymmetric stretching
C) both symmetric and asymmetric stretching
D) hydrogen bonding
Ans: C

Section: 15.5
32. How can you distinguish between cyclohexanol and cyclohexanecarboxylic acid using
IR spectroscopy?
O
OH
OH
Cyclohexanol Cyclohexanecarboxylic acid

Ans: The OH absorption for the carboxylic acid is much broader than the alcoholic OH
and it will also show absorption for carbonyl group.
Topic: Analyzing an IR spectrum

Section: 15.6
33. Which of the following compounds will show a broad absorption around 3300 cm-1 and
at 1650 cm-1?
O
OH
O O OH
OH
I II III IV V
A) I
B) II
C) III
D) IV
E) V
Ans: D

Section: 15.6
34. Which of the following compounds will show a sharp absorption at 3300 cm-1 and at
2150 cm-1?
C
I N
II III IV
A) I
B) II
C) III
D) IV
E) none of these
Ans: A

Section: 15.6
35. Which of the following compounds will show two absorptions at 2600 cm-1 and at
2700 cm-1 along with the carbonyl absorption?
O O O O
O NH2 H
I II III IV
A) I
B) II
C) III
D) IV
E) none of these
Ans: D

Section: 15.6
36. Which of the following compounds will show absorption at 2250 cm-1?
N
NH2 N C
H N
I II III IV
A) I
B) II
C) III
D) IV
E) none of these
Ans: D
Section: 15.6
37. Which of the following compounds will have the lowest wavenumber for carbonyl
absorption?
O Cl O H O NH2 O OH O O
IV V
I II III
A) I
B) II
C) III
D) IV
E) V
Ans: C

Section: 15.6
38. Which of the following is true about the IR spectrum of the following compound?
O
Cl
A) absorptions at 1720 cm-1 & 2150 cm-1

B) absorptions at 1800 cm-1 & 2150 cm-1
C) absorptions at 1720 cm-1 & 2250 cm-1
D) absorptions at 1800 cm-1 & 2250 cm-1
E) absorptions at 1650 cm-1 & 2150 cm-1
Ans: B

Section: 15.6
39. Which of the following compounds will show absorptions at 1640 cm-1, 2950 cm-1 and
3050 cm-1 on the IR spectrum?
O
O OH
II III IV V
I
A) I
B) II
C) III
D) IV
E) V
Ans: C

Section: 15.6
40. A compound with molecular formula C6H10O, shows absorptions at 1720 cm-1 and at
2980 cm-1 on the IR spectrum. Propose a possible structure for this compound.
Ans:
O

Section: 15.6
41. A compound with molecular formula C3H9N, shows absorptions at 3400 cm-1 (two),
2980 cm-1 and at 1100 cm-1 on the IR spectrum. Propose a possible structure for this
compound.
Ans: CH3CH2CH2NH2

Section: 15.6
42. A compound with molecular formula C4H8O2, shows absorptions at 2200-3600 cm-1
(broad), 1720 cm-1 and at 1200 cm-1 on the IR spectrum. Propose a possible structure for
this compound.
Ans: O
OH

Section: 15.6
43. Which of the following compounds will have highest wavenumber for carbonyl
absorption?
O O
O
O O
O
I II III IV
A) I
B) II
C) III
D) IV
Ans: B

Section: 15.6
44. Which of the following compounds will have two absorptions at 1820 cm-1 and
1740cm-1?
O O O O O O
OH NH2 O O Cl
I II III IV V
A) I
B) II
C) III
D) IV
E) V
Ans: D
Section: 15.6
45. Which one of the following compounds is consistent with the following IR spectrum?
SDBS: National Institute of Advanced Industrial Science and Technology
O OH O H
O OH
I OH II III IV V
OH OH
A) I
B) II
C) III
D) IV
E) V
Ans: D

Section: 15.6
O O
O NH2
N N
N
H
II III IV V
I NH OH HN
2
A) I
B) II
C) III
D) IV
E) V
Ans: B

Section: 15.6
OH
OH OH O
C HO C
I II N III IV N
A) I
B) II
C) III
D) IV
E) V
Ans: A

Section: 15.6
OH O O O
O H H
I II III IV V
A) I
B) II
C) III
D) IV
E) V
Ans: D

Section: 15.6
OH
OH O O OH
OH OH
I II III IV V
A) I
B) II
C) III
D) IV
E) V
Ans: E

Section: 15.6
NHCH3 NH2 NH2 N(CH3)2

NH2
CH3
CH3
II III IV V
I
CH3
A) I
B) II
C) III
D) IV
E) V
Ans: B

Section: 15.6
51. For the following reaction, which of the following is consistent with the IR spectrum of
the product?
O H
CN
1. DIBAH
+
2. Η3Ο
A) absorption at 2250 cm-1 should disappear
B) absorption at 3200-3400 cm-1 and 1720cm-1 should appear
C) absorption at 2250 cm-1 should disappear, new absorption at 2600-2800 cm-1 and 1720
cm-1 should appear.
D) absorption at 2250 cm-1 should disappear and absorption around 3400 cm-1 should
appear.
E) none of these
Ans: C

Section: 15.6
the product?
O
H3O+
A) absorption at 2150 cm-1 should disappear

B) absorption at 3300 cm-1 and 2150cm-1 should disappear
C) absorption at 2250 cm-1 should disappear, new absorption at 3300 cm-1 should appear
D) absorption at 1650 cm-1 should disappear and absorption at 3300 cm-1 should appear
E) absorption at 3300 cm-1 and 2150cm-1 should disappear, a new absorption at 1720 cm-1
should appear
Ans: E

Section: 15.6
the product?
OH OCH2CH3
1. NaH
2. CH3CH2Br
A) absorption at 3200-3600 cm-1 should disappear
B) absorption at 3200-3600 cm-1 and 1100 cm-1 should disappear
C) absorption at 1100 cm-1 should disappear and absorption at 3100 cm-1 should appear
D) absorption at 1650 cm-1 should disappear and absorption at 3300 cm-1 should appear.
E) none of these
Ans: A

Section: 15.7
54. Predict the product for the following reaction and explain how you will use IR
spectroscopy to monitor the progress of the reaction.
1. NaNH2
1-pentyne
2. CH3CH2Br
Ans: CH3CH2CH2C≡CCH2CH3
Absorptions for spC-H around 3300 cm-1 and C≡C around 2150 cm-1 should
disappear from the product IR.

Section: 15.7
55. Predict the product for the following reaction and explain how you will use IR
spectroscopy to monitor the progress of the reaction.
O
1. CH3CH2MgBr
2. H2O
Ans: HO
Absorptions for C=O around 1720 cm-1 would disappear and a new absorption for
OH at 3200-3600 cm-1 would appear from the product IR
Topic: Mass Spectrometry

Section: 15.8
56. Mass spectrometry is primarily used to determine:
A) molecular formula of a compound
B) molecular weight of a compound
C) conjugation in a compound
D) A&B
E) A&C
Ans: D

Section: 15.8
57. Which of the following is initially produced when a compound is bombarded with high
energy electrons?
A) anion
B) free radical
C) radical cation
D) cation
E) none of these
Ans: C

Section: 15.8
58. Which of the following is not true about the molecular ion in mass spectrometry?
A) The molecular ion is produced by loss of one electron from the molecule.
B) The mass of the molecular ion is equivalent to the mass of the molecule.
C) The ion is produced by a loss of pair of electrons from the molecule.
D) The molecular ion is often unstable and can undergo fragmentation.
E) none of these
Ans: C

Section: 15.8
59. Which of the following is always true about the base peak in a mass spectrum?
A) peak corresponding to molecular ion
B) peak corresponding to the most abundant ion
C) peak corresponding to lowest m/z
D) A&C
E) none of these
Ans: B

Section: 15.8
60. The separation of ions in the mass spectrometer is done by their ______.
A) electrons to protons ratio
B) mass to neutrons ratio
C) protons to neutrons ratio
D) mass to charge ratio
E) none of these
Ans: D
Topic: Analyzing M+ peak

•
Section: 15.9
61. Which of the following is true about CH3CH3+ ?•
A) it is the parent ion of ethane

B) it is a molecular ion of ethane with m/z =30
C) it is a fragment of propane
D) A&B
E) none of these
Ans: D

•
Section: 15.9
62. Which of the m/z values corresponds to the base peak in the following mass spectrum?
A) 45
B) 44
C) 29
D) 15
E) none of these
Ans: C

•
Section: 15.9
63. Which of the m/z values correspond to the molecular ion peak in the following mass
spectrum?
A) 45
B) 44
C) 29
D) 15
E) none of these
Ans: B

•
Section: 15.9
64. Which of the m/z values correspond to the molecular ion for the following compound?
OH
A) 18
B) 82
C) 100
D) 102
E) 103
Ans: D

•
Section: 15.9
65. Which of the following compounds will have odd m/z value for the molecular ion?
O O Br
N
H H N N
I II III IV
Br
A) I
B) II
C) III
D) IV
E) none of these
Ans: B

•
Section: 15.9
66. Which of the following is true about the molecular weight and the M+ -m/z value for the
•
following compound?
Cl
NH2
A) odd molecular weight, m/z-115

B) odd molecular weight, m/z-121
C) even molecular weight, m/z-96
D) even molecular weight, m/z-132
E) none of these
Ans: B
Topic: Analyzing (M+1)+ peak

•
Section: 15.10
67. Which of the following is true about the (M+1)+ peak on the mass spectrum of a
•
hydrocarbon?
A) it is the most abundant peak

B) it is due to the 13C isotope of carbon
C) it has a m/z value lower than the molecular ion
D) it is useful in calculating number of carbon atoms
E) B&D
Ans: E

•
Section: 15.10
68. Which molecular formula is consistent with the following mass spectrum data?
M+ at m/z= 84, relative height=10.0%
•
(M+1)+ at m/z= 85, relative height=0.56%

•
A) C5H10O
B) C5H8O
C) C5H24
D) C6H12
E) C4H6O2
Ans: B

•
Section: 15.10
•

•
A) C4H10O
B) C4H9N
C) C5H12
D) C4H8O
E) none of these
Ans: D

•
Section: 15.10
70. Provide a molecular formula that is consistent with the following mass spectrum data.
•

•
Ans: C3H7NO

•
Section: 15.10
•

•
Ans: C9H12O
•
Section: 15.10
•

•
Ans: C8H9NO3

•
Section: 15.11
73. Compounds containing chlorine or bromine usually show a strong _____peak.
A) molecular ion
B) base
C) M+1
D) M+2
E) all of these
Ans: D

•
Section: 15.11
74. Which of the following will produce M+ and (M+2)+ peaks of equal intensity?
• •
A) nitrogen
B) chlorine
C) bromine
D) oxygen
E) B&C
Ans: C

•
Section: 15.11
75. Presence of bromine produces M+ and (M+2)+ peaks of equal intensity on a mass
• •
spectrum because:
A) 81Br isotope has higher natural abundance than 79Br isotope

B) 79Br and 81Br isotopes have almost equal natural abundance
C) 79Br isotope has higher natural abundance than 81Br isotope
D) none of these
Ans: B

•
Section: 15.11
•

•

•
A) C6H6
B) C3H7Cl
C) C6H8
D) C6H9Cl
E) none of these
Ans: B

•
Section: 15.11
•

•

•
A) C2H5Br
B) C5H12Cl
C) C8H12
D) C2H7Br
E) none of these
Ans: A

•
Section: 15.11
78. For which of the following compounds will the (M+2)+ peak intensity be around 25%
•
of the intensity of the molecular ion peak?
A) CH3CH2CH2Br
B) CH3CH2CH2OH
C) CH3CH2CH2Cl
D) CH3CH2CH2NH2
E) none of these
Ans: C
Topic: Analyzing (M+2)+ peak •
Section: 15.11
79. Which of the following mass spectra shows the presence of bromine in a compound?
I II
III IV
Four spectra above: courtesy of SDBS: National Institute of Advanced Industrial Science and Technology
A) I
B) II
C) III
D) IV
E) none of these
Ans: A
Topic: Analyzing the fragments
Section: 15.12
80. Which of the following compounds will produce a prominent (M-18) peak in the mass
spectrum?
A) 2-methylheptane
B) 1-heptanol
C) heptanamine
D) heptanal
E) none of these
Ans: B

Section: 15.12
81. Which of the following compounds will produce a prominent (M-15) peak in the mass
spectrum?
A) 2-methylheptane
B) 1-heptanol
C) heptanamine
D) 1-chloroheptane
E) none of these
Ans: A

Section: 15.12
82. Which of the following is not a prominent peak in the mass spectrum of 2-methyl-2-
pentanol?
A) (M-15)
B) (M-18)
C) (M-29)
D) (M-16)
E) none of these
Ans: D

Section: 15.12
83. Which of the following compounds will have a prominent peak at (M-127)?
A) CH3CH2CH2I
B) (CH3CH2)3CCH2Cl
C) (CH3)3CCH2CH2Br
D) (CH3)2CHCH(CH3)2
E) none of these
Ans: A

Section: 15.12
84. Which of the following compounds will have a base peak at m/z=43?
A) CH3CH2CH2CH2CH2CH3
B) (CH3CH2)2CHCH3
C) (CH3)3CCH2CH3
D) (CH3)2CHCH(CH3)2
E) none of these
Ans: D

Section: 15.12
85. Which of the following is the base peak in the mass spectrum of 2,2,4-trimethylpentane?
A) 114
B) 57
C) 42
D) 29
E) none of these
Ans: B

Section: 15.12
86. Which of the following is expected to be the base peak in the mass spectrum of
CH3(CH2)4OH?
A) 88
B) 55
C) 42
D) 31
E) none of these
Ans: C

Section: 15.12
87. Which of the following is expected to be the base peak in the mass spectrum of 2-
methyl-2-butanol?
A) 73
B) 55
C) 43
D) 31
E) 59
Ans: E

Section: 15.12
CH3CH2NH2?
A) 15
B) 28
C) 30
D) 45
E) none of these
Ans: C

Section: 15.12
89. Provide the structures of the fragments that result when the molecular ion of 2-
heptanone undergoes fragmentation via McLafferty rearrangement.
H
Ans:
O

Section: 15.12
90. Provide the structure of the major fragment that results when the molecular ion of
(CH3)2CHCH2CH2NH2 undergoes fragmentation.
H
Ans:
N
H

Section: 15.12
91. Provide the structure of the major fragment that results when the molecular ion of
CH3CH2CH2CH2OH undergoes fragmentation via alpha cleavage.
Ans: O
H

Section: 15.12
pentanal?
O
CH3CH2CH2CH2CH
pentanal
A) 29
B) 41
C) 44
D) 58
E) 86
Ans: C
Section: 15.12
93. Which one of the following compounds is consistent with the mass spectrum below?

A) CH3CH2CH(CH3)2
B) CH3CHOHCH2CH3
C) CH3CH2OCH2CH3
D) CH3CH2NHCH2CH3
E) none of these
Ans: D

Section: 15.12

A) CH3CH2CH(CH3)2
B) CH3CHOHCH2CH3
C) CH3CH2OCH2CH3
D) CH3CH2NHCH2CH3
E) none of these
Ans: B

Section: 15.12

A) CH3CH2CH(CH3)2
B) CH3CHOHCH2CH3
C) CH3CH2OCH2CH3
D) CH3CH2NHCH2CH3
E) none of these
Ans: A
Topic: High-resolution mass spectrometry
Section: 15.13
96. High-resolution mass spectrometry is used to determine the _____ of a compound.
A) degree of unsaturation
B) molecular formula
C) molecular weight
D) B&C
E) none of these
Ans: B

Section: 15.13
97. How will you distinguish between the following compounds using high-resolution mass
spectrometry?
O Cl
O
I II
Ans: Compound I: m/z at 102.0678
Compound II: m/z at 102.0235

Section: 15.13
98. How will you distinguish between the following compounds using high-resolution mass
spectrometry?
OH
I II
Ans: Compound I: m/z at 98.0729
Compound II: m/z at 98.1092
Topic: Gas chromatography-mass spectrometry

Section: 15.14
99. GC-mass spectrometry is used to find the _________ of each compound in a
__________.
A) molecular formula, mixture of alkanes

B) molecular weight, mixture of compounds
C) molecular formula, mixture of compounds
D) B&C
E) none of these
Ans: B

Section: 15.15
100. Electrospray ionization is used to obtain mass spectra of proteins because:
A) it allows for faster fragmentation of molecular ion

B) the molecular ion usually does not undergo fragmentation
C) it allows for slow fragmentation of molecular ion
D) none of these
Ans: B
Topic: Hydrogen deficiency index

Section: 15.16
101. Calculate the degree of unsaturation for C9H11N.
A) 4
B) 6
C) 2
D) 5
E) none of these
Ans: D

Section: 15.16
102. Calculate the degree of unsaturation for C14H14N2O.
A) 4
B) 6
C) 8
D) 10
E) 9
Ans: E

Section: 15.16
103. Calculate the degree of unsaturation for C11H8ClBrO.
A) 4
B) 6
C) 7
D) 8
E) 10
Ans: C

Section: 15.16
104. Calculate the degree of unsaturation for C5H5Br2NO.
A) 4
B) 6
C) 2
D) 3
E) 7
Ans: D

Section: 15.16
105. Which of the following compounds have the same degree of unsaturation?
C5H5Br2NO C6H5Br C8H10BrIO C9H11NO
I II III IV
A) I & II
B) I & III
C) III & IV
D) II & III
E) none of these
Ans: B

Section: 15.16
106. Propose a possible structure for a compound with molecular formula C6H5Br
Ans: Br

Section: 15.16
107. Propose all possible structures for a compound with molecular formula C4H9N that
shows two medium absorptions at 3400 cm-1 and no absorption in the range of 1600-
1800 cm-1 in its IR spectrum.
Ans: NH2
NH2

Section: 15.16
108. Propose possible structure(s) for a compound with molecular formula C4H7N that shows
absorption at 2250 cm-1 in its IR spectrum.
Ans: CH3CH2CH2C≡N

Section: 15.16
109. Propose a possible structure for a compound with molecular formula C5H8O2 that shows
absorption at 1720 cm-1 and no absorption in the range of 1500-1700 cm-1 or 2600-2800
cm-1 in its IR spectrum.
Ans: O O

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Chapter Fifteen

1. Which of the following is not true about electromagnetic radiation?

2. Which of the following electromagnetic radiation has the highest energy?

3. Which of the following electromagnetic radiation has the longest wavelength?

5. Arrange the following electromagnetic radiation in decreasing (highest to lowest) order

6. Which of the following information is primarily obtained from infrared spectroscopy?

Topic: Infrared Spectroscopy

Topic: Infrared Spectroscopy

8. Which of the following vibrations are observed in IR spectroscopy?

Topic: Infrared Spectroscopy

9. Which of the following is currently used to indicate the location of a signal on an IR

Topic: Infrared Spectroscopy

10. Which of the following are units for wavenumber in IR spectroscopy?

Topic: Signal Characteristics

12. Which of the following corresponds to the fingerprint region on an IR spectrum?

Topic: Signal Characteristics

Topic: Signal Characteristics

Topic: Signal Characteristics

Topic: Signal Characteristics

Topic: Signal Characteristics

Topic: Signal Characteristics

Topic: Signal Characteristics

Topic: Signal Characteristics

Topic: Signal Characteristics

Topic: Signal Characteristics

A) the bond must be symmetrical

Topic: Signal Characteristics

CH3CH2 C C CH2CH3 CH3CH2 C C H

Topic: Signal Characteristics

Topic: Signal Characteristics

Topic: Signal Characteristics

Topic: Signal Characteristics

Topic: Signal Characteristics

28. Diluted alcohols show a _____absorption around 3600cm-1, due to _____.

A) sharp, hydrogen bonding

Topic: Signal Characteristics

A) sharp, hydrogen bonding

Topic: Signal Characteristics

Topic: Signal Characteristics

Topic: Signal Characteristics

Cyclohexanol Cyclohexanecarboxylic acid

Topic: Analyzing an IR spectrum

Topic: Analyzing an IR spectrum

Topic: Analyzing an IR spectrum

Topic: Analyzing an IR spectrum

Topic: Analyzing an IR spectrum

A) absorptions at 1720 cm-1 & 2150 cm-1

Topic: Analyzing an IR spectrum

Topic: Analyzing an IR spectrum

Topic: Analyzing an IR spectrum

Topic: Analyzing an IR spectrum

Topic: Analyzing an IR spectrum

Topic: Analyzing an IR spectrum

SDBS: National Institute of Advanced Industrial Science and Technology

Topic: Analyzing an IR spectrum

SDBS: National Institute of Advanced Industrial Science and Technology

Topic: Analyzing an IR spectrum

SDBS: National Institute of Advanced Industrial Science and Technology

Topic: Analyzing an IR spectrum

SDBS: National Institute of Advanced Industrial Science and Technology

Topic: Analyzing an IR spectrum

SDBS: National Institute of Advanced Industrial Science and Technology

Topic: Analyzing an IR spectrum

28. Diluted alcohols show a _absorption around 3600cm-1, due to _.