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An unknown compound A has the molecular formula C12H16O. Compound A absorbs strongly in the IR at 1700 cm-1. The NMR spectral data for compound A are given below. What is the structure of compound A? An unknown compound A has the molecular formula C<sub>12</sub>H<sub>16</sub>O. Compound A absorbs strongly in the IR at 1700 cm<sup>-1</sup>. The NMR spectral data for compound A are given below. What is the structure of compound A?   A)  I B)  II C)  III D)  IV


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

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

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


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

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

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

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How many peaks would be observed for each of the circled protons in the compounds below? How many peaks would be observed for each of the circled protons in the compounds below?   A)  I = 6; II = 2; III = 3. B)  I = 7; II = 3; III = 3. C)  I = 7; II = 1; III = 3. D)  I = 7; II = 2; III = 3.


A) I = 6; II = 2; III = 3.
B) I = 7; II = 3; III = 3.
C) I = 7; II = 1; III = 3.
D) I = 7; II = 2; III = 3.

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

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Into how many peaks will each of the circled protons be split? Into how many peaks will each of the circled protons be split?   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) A) and B)
F) B) and D)

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Compound X has a molecular formula C8H10, and gives the 1H NMR spectrum below. What is the structure of X? Compound X has a molecular formula C<sub>8</sub>H<sub>10</sub>, and gives the <sup>1</sup>H NMR spectrum below. What is the structure of X?   A)  A B)  B C)  C D)  D


A) A
B) B
C) C
D) D

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

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Which of the following statements is true about electromagnetic radiation?


A) All molecules absorb electromagnetic radiation at some frequency.
B) Frequency is directly proportional to wavelength.
C) NMR uses the microwave region of the electromagnetic spectrum.
D) The radio frequency region of the electromagnetic spectrum has the largest energy per photon.
E) Energy is inversely proportional to frequency.

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

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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) A) and B)
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 = 2; II = 3; III = 4. B)  I = 2; II = 3; III = 3. C)  I = 3; II = 3; III = 3. D)  I = 3; II = 3; III = 4.


A) I = 2; II = 3; III = 4.
B) I = 2; II = 3; III = 3.
C) I = 3; II = 3; III = 3.
D) I = 3; II = 3; III = 4.

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

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Which of the following compounds would give rise to a 13C spectrum with 6 peaks? Which of the following compounds would give rise to a <sup>13</sup>C spectrum with 6 peaks?   A)  I B)  II C)  III D)  IV


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

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

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Into how many peaks will each of the circled protons be split? Into how many peaks will each of the circled protons be split?   A)  I = 3; II = 7; III = 4. B)  I = 2; II = 7; III = 4. C)  I = 2; II = 7; III = 3. D)  I = 2; II = 6; III = 4.


A) I = 3; II = 7; III = 4.
B) I = 2; II = 7; III = 4.
C) I = 2; II = 7; III = 3.
D) I = 2; II = 6; III = 4.

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

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Which of the indicated protons absorbs furthest downfield? Which of the indicated protons absorbs furthest 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) None of the above
F) A) and D)

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An unknown compound X has the molecular formula C6H12O2. Compound X shows a strong peak in its IR spectrum at 1700 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>12</sub>O<sub>2</sub>. Compound X shows a strong peak in its IR spectrum at 1700 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) A) and C)
F) A) and D)

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Which of the labeled protons absorbs furthest upfield in the 1H NMR spectrum? Which of the labeled protons absorbs furthest upfield in the <sup>1</sup>H NMR spectrum?   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) B) and C)
F) C) and D)

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For each of the following compounds, indicate how many 13C NMR signals will be observed. For each of the following compounds, indicate how many <sup>13</sup>C NMR signals will be observed.   A)  a: 4; b: 4; c: 7; d: 4 B)  a: 5; b: 4; c: 7; d: 3 C)  a: 4; b: 7; c: 7; d: 3 D)  a: 5; b: 4; c: 6; d: 5


A) a: 4; b: 4; c: 7; d: 4
B) a: 5; b: 4; c: 7; d: 3
C) a: 4; b: 7; c: 7; d: 3
D) a: 5; b: 4; c: 6; d: 5

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

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How many peaks would be observed for each of the circled protons in the compounds below? How many peaks would be observed for each of the circled protons in the compounds below?   A)  I = 2; II = 6; III = 1. B)  I = 3; II = 5; III = 2. C)  I = 1; II = 5; III = 1. D)  I = 2; II = 6; III = 2.


A) I = 2; II = 6; III = 1.
B) I = 3; II = 5; III = 2.
C) I = 1; II = 5; III = 1.
D) I = 2; II = 6; III = 2.

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

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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 C)
F) None of the above

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

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An unknown compound X has the molecular formula C7H13OBr. Compound X shows a strong peak in its IR spectrum at 1700 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>7</sub>H<sub>13</sub>OBr. Compound X shows a strong peak in its IR spectrum at 1700 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) A) and C)
F) A) and B)

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What region of the electromagnetic spectrum does nuclear magnet resonance spectroscopy use?


A) Radio frequency
B) Microwave frequency
C) Infrared frequency
D) Visible frequency
E) Ultraviolet frequency

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

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