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How could spectroscopy be used to distinguish between the following compounds? How could spectroscopy be used to distinguish between the following compounds?   A) Compound A has a triplet in its <sup>1</sup>H NMR spectrum at 1.0 ppm. B) Compound B has a peak at 3200-3500 cm<sup>-1</sup> in its IR spectrum. C) Compound A has a peak in its IR spectrum at 2900 cm<sup>-1</sup>. D) Compound A has a triplet in its <sup>1</sup>H NMR spectrum at 1.0 ppm and compound B has a peak at 3200-3500 cm<sup>-1</sup> in its IR spectrum.


A) Compound A has a triplet in its 1H NMR spectrum at 1.0 ppm.
B) Compound B has a peak at 3200-3500 cm-1 in its IR spectrum.
C) Compound A has a peak in its IR spectrum at 2900 cm-1.
D) Compound A has a triplet in its 1H NMR spectrum at 1.0 ppm and compound B has a peak at 3200-3500 cm-1 in its IR spectrum.

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

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What is the relationship between Ha and Hb in the following compound? What is the relationship between H<sub>a</sub> and H<sub>b</sub> in the following compound?   A) Homotopic B) Enantiotopic C) Diastereotopic D) Mesotopic


A) Homotopic
B) Enantiotopic
C) Diastereotopic
D) Mesotopic

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

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What is the relationship between Ha and Hb in the following compound? What is the relationship between H<sub>a</sub> and H<sub>b</sub> in the following compound?   A) Homotopic B) Enantiotopic C) Diastereotopic D) Mesotopic


A) Homotopic
B) Enantiotopic
C) Diastereotopic
D) Mesotopic

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

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An unknown compound X has the molecular formula C6H14O.Compound X shows a peak in its IR spectrum at 3200-3600 cm-1.The 1H NMR spectral data for compound X is given below.What is the structure of compound X? An unknown compound X has the molecular formula C<sub>6</sub>H<sub>14</sub>O.Compound X shows a peak in its IR spectrum at 3200-3600 cm<sup>-1</sup>.The <sup>1</sup>H NMR spectral data for compound X is given below.What is the structure of compound X?   A) I B) II C) III D) IV


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

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

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Which of the following compounds does not show only one signal in its 1H NMR spectrum? Which of the following compounds does not show only one signal in its <sup>1</sup>H NMR spectrum?   A) I B) II C) III D) IV


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

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

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Which of the labeled protons would absorb furthest downfield in a 1H NMR spectrum? Which of the labeled protons would absorb furthest downfield in a <sup>1</sup>H NMR spectrum?   A) I B) II C) III D) IV


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

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

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An unknown compound X has the molecular formula C6H14O.Compound X shows a strong peak in its IR spectrum at 3000 cm-1.The 1H NMR spectral data of compound X is given below.What is the structure of compound X? An unknown compound X has the molecular formula C<sub>6</sub>H<sub>14</sub>O.Compound X shows a strong peak in its IR spectrum at 3000 cm<sup>-1</sup>.The <sup>1</sup>H NMR spectral data of compound X is given below.What is the structure of compound X?   A) I B) II C) III D) IV


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

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

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Which of the following statements about 13C NMR is not true?


A) "In 13C proton-decoupled NMR spectra,all peaks are singlets."
B) "13C NMR spectra display peaks for only carbons that bear hydrogen atoms."
C) "13C NMR chemical shifts occur over a greater range than 1H NMR chemical shifts."
D) "13C NMR easily differentiates between the different hybridized carbons (sp3,sp2,and sp hybridized carbons) ."

E) A) and D)
F) All of the above

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How many different kinds of protons are present in the following molecule? How many different kinds of protons are present in the following molecule?   A) 2 B) 3 C) 4 D) 5


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

E) All of the above
F) C) and D)

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Which of the indicated protons absorbs further downfield? Which of the indicated protons absorbs further downfield?   A) H<sub>A</sub> B) H<sub>B</sub> C) H<sub>C</sub> D) H<sub>D</sub>


A) HA
B) HB
C) HC
D) HD

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

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How many different kinds of protons are present in each of the following compounds? How many different kinds of protons are present in each of the following compounds?   A) I = 6; II = 5; III = 3 B) I = 7; II = 5; III = 3 C) I = 7; II = 6; III = 3 D) I = 6; II = 6; III = 3


A) I = 6; II = 5; III = 3
B) I = 7; II = 5; III = 3
C) I = 7; II = 6; III = 3
D) I = 6; II = 6; III = 3

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

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An unknown compound X has the molecular formula C10H11O2Br.Compound X shows a strong absorption in its IR spectrum at 1700 cm-1.The 1H NMR spectral data for compound X is given below.What is the structure of compound X? An unknown compound X has the molecular formula C<sub>10</sub>H<sub>11</sub>O<sub>2</sub>Br.Compound X shows a strong absorption in its IR spectrum at 1700 cm<sup>-1</sup>.The <sup>1</sup>H NMR spectral data for compound X is given below.What is the structure of compound X?   A) Only I B) Only II C) Only III D) I or II


A) Only I
B) Only II
C) Only III
D) I or II

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

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How many different kinds of 13C peaks will be seen? How many different kinds of <sup>13</sup>C peaks will be seen?   A) 2 B) 3 C) 4 D) 5


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

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

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What effect does increasing the operating frequency of a 1H NMR spectrum have on the magnitude of a coupling constant J in Hz?


A) Magnitude of coupling constant J in Hz will also increase.
B) Magnitude of coupling constant J in Hz will decrease.
C) Magnitude of coupling constant J in Hz will remain the same.
D) It is not possible to predict the change in the magnitude of coupling constant J in Hz.

E) None of the above
F) All of the above

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Which of the indicated protons would absorb furthest downfield in a 1H NMR spectrum? Which of the indicated protons would absorb furthest downfield in a <sup>1</sup>H NMR spectrum?   A) I B) II C) III D) IV


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

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

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Which compound does not give four sets of absorptions in its 1H NMR spectrum (i.e.,which compound does not have four unique hydrogens) ? Which compound does not give four sets of absorptions in its <sup>1</sup>H NMR spectrum (i.e.,which compound does not have four unique hydrogens) ?   A) I B) II C) III D) IV


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

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

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An unknown compound has the formula of C9H12.The following 1H NMR peaks were observed: Doublet at Δ 1.22 Septet at Δ 2.83 Multiplet at Δ 7.09 From the data above,pick the compound below that fits the spectra data. An unknown compound has the formula of C<sub>9</sub>H<sub>12</sub>.The following <sup>1</sup>H NMR peaks were observed: Doublet at Δ 1.22 Septet at Δ 2.83 Multiplet at Δ 7.09 From the data above,pick the compound below that fits the spectra data.   A) I B) II C) III D) IV


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

E) None of the above
F) All of the above

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What effect does increasing the operating frequency of a 1H NMR spectrum have on the value of chemical shift in Δ?


A) Chemical shift in Δ will also increase.
B) Chemical shift in Δ will decrease.
C) Chemical shift in Δ will remain the same.
D) It is not possible to predict the change in chemical shift in Δ.

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

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Into how many peaks will each of the circled protons be split? (Assume complete resolution of all NMR peaks is possible) Into how many peaks will each of the circled protons be split? (Assume complete resolution of all NMR peaks is possible)    A) I = 3; II = 8; III = 1; IV = 4; V = 3 B) I = 9; II = 8; III = 2; IV = 4; V = 4 C) I = 4; II = 8; III = 2; IV = 4; V = 5 D) I = 4; Ii = 7; III = 2; IV = 4; V = 3


A) I = 3; II = 8; III = 1; IV = 4; V = 3
B) I = 9; II = 8; III = 2; IV = 4; V = 4
C) I = 4; II = 8; III = 2; IV = 4; V = 5
D) I = 4; Ii = 7; III = 2; IV = 4; V = 3

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

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How many different kinds of protons are present in each of the following compounds? How many different kinds of protons are present in each of the following compounds?   A) I = 4; II = 4; III = 4 B) I = 4; II = 4; III = 5 C) I = 3; II = 3; III = 5 D) I = 3; II = 4; III = 5


A) I = 4; II = 4; III = 4
B) I = 4; II = 4; III = 5
C) I = 3; II = 3; III = 5
D) I = 3; II = 4; III = 5

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

Correct Answer

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