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Which of the following protons appear most upfield in the 1H NMR spectrum? Which of the following protons appear most upfield in the <sup>1</sup>H NMR spectrum?   A)  I B)  II C)  III D)  IV E)  none of these


A) I
B) II
C) III
D) IV
E) none of these

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

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Propose a structure for a compound with molecular formula C10H12O that fits the following spectroscopic data. IR:1680cm-1 1H NMR: 1.0 δ\delta (triplet, I=3), 1.5 δ\delta (sextet, I=2), 2.6 δ\delta (triplet, I=2), 7.4 δ\delta (triplet, I=2), 7.5 δ\delta (triplet, I=1), 7.9 δ\delta (doublet, I=2)

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Protons Ha and Hb in the following compound are _________. Protons H<sub>a</sub> and H<sub>b</sub> in the following compound are _________.   A)  homotopic B)  enantiotopic C)  diastereotopic D)  mesotopic E)  none of these


A) homotopic
B) enantiotopic
C) diastereotopic
D) mesotopic
E) none of these

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

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The 1H NMR spectrum of ethaneamine(CH3CH2NH2) displays a singlet for the NH2 protons instead of a triplet. Explain why.

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A rapid exchange of the NH2 pro...

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Predict the chemical shifts for the signals in the 1H NMR spectrum for the following compound. Predict the chemical shifts for the signals in the <sup>1</sup>H NMR spectrum for the following compound.

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How many signals would you expect to find in the 13C NMR spectrum of the following compound? How many signals would you expect to find in the <sup>1</sup><sup>3</sup>C NMR spectrum of the following compound?   A)  6 B)  7 C)  8 D)  9 E)  none of these


A) 6
B) 7
C) 8
D) 9
E) none of these

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

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Propose a structure for a compound with molecular formula C6H10O that fits the following spectroscopic data. IR: 3400 cm-1(broad), 3250 cm-1(sharp), 2150 cm-1 1H NMR: 1.0 δ\delta (triplet, I=3), 1.5 δ\delta (singlet, I=3), 1.6 δ\delta (quartet, I=2), 2.0 δ\delta (singlet, I=1), 2.5 δ\delta (singlet, I=1) 13C NMR: 4.1, 26, 35, 67.6, 69.4

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Which of the following compounds will display only three singlets in its 1H NMR spectrum? Which of the following compounds will display only three singlets 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) B) and E)
G) D) and E)

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How many signals would you expect in the 1H NMR spectrum of CH3OCH2CH3?


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

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

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How many signals would you expect in the 1H NMR spectrum of the following compound? How many signals would you expect in the <sup>1</sup>H NMR spectrum of the following compound?   A)  4 B)  5 C)  6 D)  7 E)  8


A) 4
B) 5
C) 6
D) 7
E) 8

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

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Determine the multiplicity of each signal in the expected 1H NMR spectrum of the following compound. Determine the multiplicity of each signal in the expected <sup>1</sup>H NMR spectrum of the following compound.

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A compound with molecular formula C4H9Br displays the following 1H NMR and 13C NMR spectra. Propose a structure for this compound. A compound with molecular formula C<sub>4</sub>H<sub>9</sub>Br displays the following <sup>1</sup>H NMR and <sup>13</sup>C NMR spectra. Propose a structure for this compound.    A compound with molecular formula C<sub>4</sub>H<sub>9</sub>Br displays the following <sup>1</sup>H NMR and <sup>13</sup>C NMR spectra. Propose a structure for this compound.

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Which of the following is the maximum multiplicity observed for Hc protons in the following compound? Assume that Jcd and Jcb values are different. Which of the following is the maximum multiplicity observed for H<sub>c</sub> protons in the following compound? Assume that J<sub>cd</sub> and J<sub>cb</sub> values are different.   A)  5 B)  6 C)  8 D)  12 E)  none of these


A) 5
B) 6
C) 8
D) 12
E) none of these

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

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Which of the following display a signal in the DEPT-90 13C NMR spectroscopy?


A) CH3
B) CH2
C) CH
D) C
E) none of these

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

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