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How many peaks would you expect in the proton decoupled 13C NMR spectrum of 3-bromopentane?


A) 1
B) 2
C) 3
D) 4
E) 5

F) B) and C)
G) A) and C)

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The proton(s) on which C will produce a splitting pattern that is a doublet in its 1H NMR spectrum? The proton(s)  on which C will produce a splitting pattern that is a doublet in its <sup>1</sup>H NMR spectrum?   A)  1 B)  2 C)  3 D)  4 E)  5


A) 1
B) 2
C) 3
D) 4
E) 5

F) B) and E)
G) A) and E)

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Which of the following molecules has more than three (3) different types of protons in its 1H NMR? Which of the following molecules has more than three (3)  different types of protons in its <sup>1</sup>H NMR?   A)  I B)  II C)  III D)  IV E)  V


A) I
B) II
C) III
D) IV
E) V

F) B) and E)
G) A) and C)

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Which of the following compounds is most likely to absorb ultraviolet radiation in the range of 200 to 400 nm?


A) Which of the following compounds is most likely to absorb ultraviolet radiation in the range of 200 to 400 nm? A)    B)    C)    D)    E)
B) Which of the following compounds is most likely to absorb ultraviolet radiation in the range of 200 to 400 nm? A)    B)    C)    D)    E)
C) Which of the following compounds is most likely to absorb ultraviolet radiation in the range of 200 to 400 nm? A)    B)    C)    D)    E)
D) Which of the following compounds is most likely to absorb ultraviolet radiation in the range of 200 to 400 nm? A)    B)    C)    D)    E)
E) Which of the following compounds is most likely to absorb ultraviolet radiation in the range of 200 to 400 nm? A)    B)    C)    D)    E)

F) A) and E)
G) A) and B)

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An IR spectrum of an unknown organic molecule having the molecular formula of C4H8O shows no absorptions at 1630-1780 cm-1 or at 3200-3500 cm-1.To what class of compounds does the unknown belong?


A) alcohol
B) carboxylic acid
C) ketone
D) ether
E) aldehyde

F) All of the above
G) B) and E)

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A hydrocarbon shows a parent ion peak in its mass spectrum at m/z 102.Its 1H NMR spectrum shows only two peaks, a singlet at δ \delta 2.7 (1H) and a multiplet at δ \delta 7.4 (5H) .The correct structure is:


A)  A hydrocarbon shows a parent ion peak in its mass spectrum at m/z 102.Its <sup>1</sup>H NMR spectrum shows only two peaks, a singlet at   \delta   2.7 (1H)  and a multiplet at   \delta   7.4 (5H) .The correct structure is: A)    B)    C)    D)    E)
B)  A hydrocarbon shows a parent ion peak in its mass spectrum at m/z 102.Its <sup>1</sup>H NMR spectrum shows only two peaks, a singlet at   \delta   2.7 (1H)  and a multiplet at   \delta   7.4 (5H) .The correct structure is: A)    B)    C)    D)    E)
C)  A hydrocarbon shows a parent ion peak in its mass spectrum at m/z 102.Its <sup>1</sup>H NMR spectrum shows only two peaks, a singlet at   \delta   2.7 (1H)  and a multiplet at   \delta   7.4 (5H) .The correct structure is: A)    B)    C)    D)    E)
D)  A hydrocarbon shows a parent ion peak in its mass spectrum at m/z 102.Its <sup>1</sup>H NMR spectrum shows only two peaks, a singlet at   \delta   2.7 (1H)  and a multiplet at   \delta   7.4 (5H) .The correct structure is: A)    B)    C)    D)    E)
E)  A hydrocarbon shows a parent ion peak in its mass spectrum at m/z 102.Its <sup>1</sup>H NMR spectrum shows only two peaks, a singlet at   \delta   2.7 (1H)  and a multiplet at   \delta   7.4 (5H) .The correct structure is: A)    B)    C)    D)    E)

F) A) and B)
G) B) and E)

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Bending vibrations in the infared region occur at:


A) 3000 cm-1
B) 2200 cm-1
C) 1700 cm-1
D) below 1400 cm-1
E) over 3000 cm-1

F) C) and D)
G) None of the above

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A compound C3H3Cl5 has a 1H NMR spectrum that consists of a triplet at δ \delta 4.5 and a doublet at δ \delta 6.0 (J = 7 Hz) with relative areas 1:2.Its structure is


A) CH3CCl2CCl3
B) CH2ClCCl2CHCl2
C) CHCl2CCl2CCH2Cl
D) CHCl2CHClCHCl2
E) CH2ClCHClCCl3

F) A) and B)
G) A) and C)

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The following compound will have an 1H NMR spectrum that consists of: The following compound will have an <sup>1</sup>H NMR spectrum that consists of:   A)  two singlets, area ratio 6:4. B)  three singlets, area ratio 3:3:4. C)  four singlets, area ratio 3:3:2:2. D)  two singlets and two doublets, area ratio 3:3:2:2. E)  two triplets and a singlet, area ratio 3:3:4.


A) two singlets, area ratio 6:4.
B) three singlets, area ratio 3:3:4.
C) four singlets, area ratio 3:3:2:2.
D) two singlets and two doublets, area ratio 3:3:2:2.
E) two triplets and a singlet, area ratio 3:3:4.

F) A) and C)
G) D) and E)

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D

Which of following will have three peaks in its 1H decoupled 13C NMR spectrum?


A) pentane
B) isopentane
C) isobutane
D) benzene
E) m-chlorotoluene

F) None of the above
G) B) and D)

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Which of the following compounds will have one peak in its 1H NMR and two peaks in its 13C NMR spectrum?


A) Which of the following compounds will have one peak in its <sup>1</sup>H NMR and two peaks in its <sup>13</sup>C NMR spectrum? A)    B)    C)    D)    E)
B) Which of the following compounds will have one peak in its <sup>1</sup>H NMR and two peaks in its <sup>13</sup>C NMR spectrum? A)    B)    C)    D)    E)
C) Which of the following compounds will have one peak in its <sup>1</sup>H NMR and two peaks in its <sup>13</sup>C NMR spectrum? A)    B)    C)    D)    E)
D) Which of the following compounds will have one peak in its <sup>1</sup>H NMR and two peaks in its <sup>13</sup>C NMR spectrum? A)    B)    C)    D)    E)
E) Which of the following compounds will have one peak in its <sup>1</sup>H NMR and two peaks in its <sup>13</sup>C NMR spectrum? A)    B)    C)    D)    E)

F) B) and E)
G) B) and C)

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The following compound will have a proton NMR spectrum that shows: The following compound will have a proton NMR spectrum that shows:   A)  two singlets, area ratio 3:1. B)  two singlets, area ratio 9:1. C)  three singlets, area ratio 3:3:6. D)  four singlets, area ratio 3:2:6:1. E)  six singlets, area ratio 3:3:3:1:1:1.


A) two singlets, area ratio 3:1.
B) two singlets, area ratio 9:1.
C) three singlets, area ratio 3:3:6.
D) four singlets, area ratio 3:2:6:1.
E) six singlets, area ratio 3:3:3:1:1:1.

F) A) and B)
G) A) and C)

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Which bond would show a strong, broad absorption in the IR between 3600 and 3200 cm-1?


A) O-H
B) C-Cl
C) C=O
D) C-H
E) C-O

F) A) and B)
G) D) and E)

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Compounds that will show only two sharp singlets in their 1H NMR spectra are: Compounds that will show only two sharp singlets in their <sup>1</sup>H NMR spectra are:   A)  1 and 2 B)  3 C)  1 and 3 D)  1 and 4 E)  1, 2, and 4


A) 1 and 2
B) 3
C) 1 and 3
D) 1 and 4
E) 1, 2, and 4

F) B) and C)
G) A) and E)

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Which of the following molecules will show two peaks with an area ratio of 6:4 in its 1H NMR spectrum? Which of the following molecules will show two peaks with an area ratio of 6:4 in its <sup>1</sup>H NMR spectrum?   A)  I B)  II C)  III D)  IV E)  V


A) I
B) II
C) III
D) IV
E) V

F) C) and D)
G) A) and E)

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In the 1H NMR spectrum of the following molecule, the protons on which carbon will have the most downfield chemical shift? In the <sup>1</sup>H NMR spectrum of the following molecule, the protons on which carbon will have the most downfield chemical shift?   A)  1 B)  2 C)  3 D)  4 E)  5


A) 1
B) 2
C) 3
D) 4
E) 5

F) A) and B)
G) B) and E)

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As the wavelength of the radiation decreases, the increases.


A) energy
B) frequency
C) wave number
D) all of these
E) all decrease

F) D) and E)
G) A) and B)

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D

Which of the following molecules would absorb at the longest wavelength in the ultraviolet region?


A) hexane
B) 2-hexene
C) 2,4-hexadiene
D) 1,3,5-hexatriene
E) cyclohexane

F) None of the above
G) C) and E)

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Which molecule will produce two lines in the proton decoupled 13C NMR spectrum?


A) CH3CH2OH
B) CH3OCH3
C) CH3CH2CH2OH
D) CH3OCH2CH3
E) Which molecule will produce two lines in the proton decoupled <sup>13</sup>C NMR spectrum? A)  CH<sub>3</sub>CH<sub>2</sub>OH B)  CH<sub>3</sub>OCH<sub>3</sub> C)  CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>OH D)  CH<sub>3</sub>OCH<sub>2</sub>CH<sub>3</sub> E)

F) B) and C)
G) D) and E)

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The area in the infared spectrum between 1400 and 400 cm-1 is called the .


A) solid region
B) fingerprint region
C) functional group region
D) location region
E) none of these

F) A) and E)
G) B) and D)

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B

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