Deck 14: Structure Determination II
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Deck 14: Structure Determination II
1
Which of the following compounds would have a doublet peak in the 3350cm-1 range?
A)
B)
C)
D)
A)

B)

C)

D)


2
Which of the following functional groups has the sharpest signal in the double bond region of an IR spectrum?
A)aldehyde
B)ketone
C)amide
D)alkene
A)aldehyde
B)ketone
C)amide
D)alkene
alkene
3
What would be observed around 3350 cm-1 in the IR spectrum of the molecule shown below? 
A)no peak
B)a single peak
C)a double peak
D)a triple peak

A)no peak
B)a single peak
C)a double peak
D)a triple peak
a single peak
4
What does a peak with an odd mass/charge ratio represent?
A)an organic molecule containing any number of nitrogens
B)an organic molecule containing an even number of nitrogens
C)an organic molecule containing an odd number of nitrogens
D)an organic molecule containing no nitrogen atoms
A)an organic molecule containing any number of nitrogens
B)an organic molecule containing an even number of nitrogens
C)an organic molecule containing an odd number of nitrogens
D)an organic molecule containing no nitrogen atoms
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5
A molecular ion has a m/z ratio of 143.What can be said about that molecule?
A)It contains an odd number of nitrogen atoms.
B)It contains an even number of nitrogen atoms.
C)It contains nitrogen atoms.
D)It contains no nitrogen atoms.
A)It contains an odd number of nitrogen atoms.
B)It contains an even number of nitrogen atoms.
C)It contains nitrogen atoms.
D)It contains no nitrogen atoms.
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6
Which of the following molecules would be expected to generate the largest M+2 peak in a mass spectrum?
A)
B)
C)
D)
A)

B)

C)

D)

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7
What signal on an IR spectrum would be best utilized to monitor the following transformation? 
A)loss of signal around 1600 cm-1
B)gain of signal around 1600 cm-1
C)loss of a broad signal in the hydrogen region
D)gain of a broad signal in the hydrogen region

A)loss of signal around 1600 cm-1
B)gain of signal around 1600 cm-1
C)loss of a broad signal in the hydrogen region
D)gain of a broad signal in the hydrogen region
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8
Which of the following molecules would give the strongest signal in the triple bond region of an IR spectrum?
A)
B)
C)
D)
A)

B)

C)

D)

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9
Which of the following functional groups has the broadest signal in the hydrogen region of an IR spectrum?
A)carboxylic acid
B)alcohol
C)primary amine
D)secondary amine
A)carboxylic acid
B)alcohol
C)primary amine
D)secondary amine
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10
Which of the following compounds would have peaks in the 3300 cm-1 range?
A)
B)
C)
D)
A)

B)

C)

D)

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11
What functional group is represented by a broad peak at 3300 cm-1?
A)ester
B)ketone
C)aldehyde
D)carboxylic acid
A)ester
B)ketone
C)aldehyde
D)carboxylic acid
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12
What represents the triple bond region on an IR spectrum?
A)3600-2700 cm-1
B)2700-1900 cm-1
C)1900-1500 cm-1
D)1500-500 cm-1
A)3600-2700 cm-1
B)2700-1900 cm-1
C)1900-1500 cm-1
D)1500-500 cm-1
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13
What does a mass spectrum with a significant M + 2 peak represent?
A)a chlorine containing molecule
B)a nitrogen containing molecule
C)a fluorine containing molecule
D)a sulfur containing molecule
A)a chlorine containing molecule
B)a nitrogen containing molecule
C)a fluorine containing molecule
D)a sulfur containing molecule
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14
What represents the fingerprint region on an IR spectrum?
A)3600-2700 cm-1
B)2700-1900 cm-1
C)1900-1500 cm-1
D)1500-500 cm-1
A)3600-2700 cm-1
B)2700-1900 cm-1
C)1900-1500 cm-1
D)1500-500 cm-1
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15
What functional group is represented by a signal at 2220 cm-1 in an IR spectrum?
A)alkyne
B)alkene
C)carboxylic acid
D)amide
A)alkyne
B)alkene
C)carboxylic acid
D)amide
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16
What does the base peak represent in a mass spectrum?
A)the peak representing the molecular ion
B)the peak with the largest intensity
C)the peak with the largest mass/charge ratio
D)the reference peak
A)the peak representing the molecular ion
B)the peak with the largest intensity
C)the peak with the largest mass/charge ratio
D)the reference peak
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17
What signal on an IR spectrum would be best utilized to monitor the following transformation? 
A)loss of signal at 3300 cm-1
B)gain of signal at 3300 cm-1
C)loss of signal at 2300 cm-1
D)gain of signal at 2300 cm-1

A)loss of signal at 3300 cm-1
B)gain of signal at 3300 cm-1
C)loss of signal at 2300 cm-1
D)gain of signal at 2300 cm-1
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18
What does mass spectrometry separate molecules by?
A)mass
B)charge
C)mass / charge
D)charge / mass
A)mass
B)charge
C)mass / charge
D)charge / mass
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19
What represents the hydrogen region on an IR spectrum?
A)3600-2700 cm-1
B)2700-1900 cm-1
C)1900-1500 cm-1
D)1500-500 cm-1
A)3600-2700 cm-1
B)2700-1900 cm-1
C)1900-1500 cm-1
D)1500-500 cm-1
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20
What atom could be contained in a molecule that shows near equal intensities of an M+ and M + 2 peak?
A)O
B)N
C)Cl
D)Br
A)O
B)N
C)Cl
D)Br
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21
What is represented by the 2700-1900 cm-1 region in an IR spectrum?
A)hydrogen region
B)triple bond region
C)double bond region
D)fingerprint region
A)hydrogen region
B)triple bond region
C)double bond region
D)fingerprint region
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22
What is represented by the 500-1500 cm-1 region in an IR spectrum?
A)hydrogen region
B)triple bond region
C)double bond region
D)fingerprint region
A)hydrogen region
B)triple bond region
C)double bond region
D)fingerprint region
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23
What region of an IR spectrum would indicate the presence of a nitro group?
A)3600-2700 cm-1
B)2700-1900 cm-1
C)1900-1500 cm-1
D)1500-500 cm-1
A)3600-2700 cm-1
B)2700-1900 cm-1
C)1900-1500 cm-1
D)1500-500 cm-1
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24
The IR peak at 2250 cm-1 represents a cyano group stretching frequency.
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25
What region of an IR spectrum would best distinguish between a ketone and an aldehyde?
A)hydrogen region
B)triple bond region
C)double bond region
D)fingerprint region
A)hydrogen region
B)triple bond region
C)double bond region
D)fingerprint region
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26
A peak on a mass spectrum of an organic compound with an odd mass-to-charge ratio is indicative of a molecule with an odd number of nitrogens.
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27
Low-resolution mass spectrometry can be used to distinguish different atomic isotopes.
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28
Terminal alkynes show a stronger signal than internal alkynes on an IR spectrum around 2400 cm-1.
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29
Hydroxyl groups show a sharp IR absorbance around 3400 cm-1.
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30
What region of an IR spectrum would best distinguish between an ester and a carboxylic acid?
A)3600-2700 cm-1
B)2700-1900 cm-1
C)1900-1500 cm-1
D)1500-500 cm-1
A)3600-2700 cm-1
B)2700-1900 cm-1
C)1900-1500 cm-1
D)1500-500 cm-1
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31
Cyano peaks show stronger signals than alkynes in IR spectrums.
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32
What region of an IR spectrum would best distinguish between an alkyl ether and an aromatic ether?
A)hydrogen region
B)triple bond region
C)double bond region
D)fingerprint region
A)hydrogen region
B)triple bond region
C)double bond region
D)fingerprint region
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33
IR peaks can be a result of bond stretching.
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34
Which of the following best describes a carbonyl peak on an IR spectrum?
A)It displays a stronger signal than an alkene bond because it is more polar.
B)It displays a stronger signal than an alkene bond because it is less polar.
C)It displays a weaker signal than an alkene bond because it is more polar.
D)It displays a weaker signal than an alkene bond because it is less polar.
A)It displays a stronger signal than an alkene bond because it is more polar.
B)It displays a stronger signal than an alkene bond because it is less polar.
C)It displays a weaker signal than an alkene bond because it is more polar.
D)It displays a weaker signal than an alkene bond because it is less polar.
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35
A compound with a large M+2 peak on a mass spectrum represents a nitrogen-containing molecule.
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36
What region of an IR spectrum would best distinguish between a ketone and an aldehyde?
A)3600-2700 cm-1
B)2700-1900 cm-1
C)1900-1500 cm-1
D)1500-500 cm-1
A)3600-2700 cm-1
B)2700-1900 cm-1
C)1900-1500 cm-1
D)1500-500 cm-1
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37
The base peak represents the peak on a mass spectrum with the highest relative intensity.
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38
Symmetric bonds show large IR absorbances due to stretching vibrations.
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39
What results from fragmentation of a molecular ion?
A)a neutral molecule and a neutral radical
B)a charged ion and a neutral radical
C)a neutral molecule and a charged radical
D)two charged ions
A)a neutral molecule and a neutral radical
B)a charged ion and a neutral radical
C)a neutral molecule and a charged radical
D)two charged ions
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40
The base peak of a mass spectrum represents the atomic mass of the full ionized molecule.
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41
High resolution mass spectrometry is required to differentiate between different isotopes.
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42
The y-axis of an IR spectrum is _______________ .
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43
C7H8 has 39 distinct vibrations.
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44
The peak with the largest intensity on a mass spectrum represents the _______________ peak.
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45
A mass spectrometer measures the _______________ of a molecule.
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46
C2H2 has two distinct vibrations.
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47
Molecular ions for mass spectrometry are generated from bombardment of the molecule by electrons.
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48
Methanol has 12 distinct vibrations.
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49
Alkene peaks are stronger than carbonyl peaks in IR spectrums.
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50
The y-axis of an IR spectrum is percent absorbance.
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51
Triple bonds are found at higher wave numbers than double bonds in an IR spectrum.
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52
O-H stretching of alcohols shows a broad signal around 3300 cm-1.
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53
The fingerprint region in an IR spectrum is found between 2800 cm-1 and 3500 cm-1.
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54
Wavenumber is directly proportional to the energy of light absorbed.
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55
1500-500 cm-1 on an IR spectrum represents the _______________ region.
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56
Fragmentation of a molecule ion results in two charged species.
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57
Molecular ion fragmentation in a mass spectrometer can give insight of a molecular structure.
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58
The units of the x-axis of an IR spectrum is _______________ .
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59
Fragmentation results in the generation of a radical species.
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60
Wavenumber and wavelength are _______________ proportional.
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61
_______________ alkynes show very weak signals in an IR spectrum.
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62
2700-1900 cm-1 on an IR spectrum represents the _______________ region.
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63
IR absorbance around 2300 cm-1 represents carbon-carbon bond_______________ of an alkyne.
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64
Identify how IR spectroscopy could be used to monitor the following reaction. 

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65
3600-2700 cm-1 on an IR spectrum represents the ______________ region.
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66
Identify how IR spectroscopy could be used to monitor the following reaction. 

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