Exam 9: Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination

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How will the methyl carbon appear in the proton off-resonance decoupled 13C spectrum of toluene? How will the methyl carbon appear in the proton off-resonance decoupled <sup>13</sup>C spectrum of toluene?

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Which one of the following best represents the predicted approximate chemical shift and coupling for the hydrogen(s)indicated with the arrow? Which one of the following best represents the predicted approximate chemical shift and coupling for the hydrogen(s)indicated with the arrow?

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In mass spectrometry,the most intense peak is assigned an intensity of 100%,and is referred to as the ______________.

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The 1H NMR spectrum of which of the compounds below,all of formula C7H12O2,would consist of a singlet,a doublet and a triplet only? The <sup>1</sup>H NMR spectrum of which of the compounds below,all of formula C<sub>7</sub>H<sub>12</sub>O<sub>2</sub>,would consist of a singlet,a doublet and a triplet only?

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What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C5H10O? The IR spectrum does not show any characteristic stretches around 1700 cm-1.Relative integration is shown. What is the structure of the compound in the following <sup>1</sup>H-NMR spectrum with the molecular formula C<sub>5</sub>H<sub>10</sub>O? The IR spectrum does not show any characteristic stretches around 1700 cm<sup>-1</sup>.Relative integration is shown.

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Which proton(s)of the compound below would appear as a doublet in the 1H NMR spectrum? Which proton(s)of the compound below would appear as a doublet in the <sup>1</sup>H NMR spectrum?

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What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C4H7Br? Relative integration is shown. What is the structure of the compound in the following <sup>1</sup>H-NMR spectrum with the molecular formula C<sub>4</sub>H<sub>7</sub>Br? Relative integration is shown.

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Select the structure of a compound C6H14 with a base peak at m/z 43.

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Which one of the following best represents the predicted approximate chemical shift and coupling for the hydrogen(s)indicated with the arrow? Which one of the following best represents the predicted approximate chemical shift and coupling for the hydrogen(s)indicated with the arrow?

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What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C9H10O2? Relative integration is shown. What is the structure of the compound in the following <sup>1</sup>H-NMR spectrum with the molecular formula C<sub>9</sub>H<sub>10</sub>O<sub>2</sub>? Relative integration is shown.

(Multiple Choice)
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A compound C4H9Br gave the following 1H NMR spectrum: triplet, δ\delta 1.0 (3H);doublet, δ\delta 1.7;multiplet, δ\delta 1.8;multiplet, δ\delta 4.1 (1H) Which is a reasonable structure for the compound?

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What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C8H15ClO3,which shows a characteristic stretch in the IR around 1750 cm-1 but not around 3500 cm-1,and a characteristic peak at 173 ppm in the 13C-NMR? Relative integration is shown. What is the structure of the compound in the following <sup>1</sup>H-NMR spectrum with the molecular formula C<sub>8</sub>H<sub>15</sub>ClO<sub>3</sub>,which shows a characteristic stretch in the IR around 1750 cm<sup>-1</sup> but not around 3500 cm<sup>-1</sup>,and a characteristic peak at 173 ppm in the <sup>13</sup>C-NMR? Relative integration is shown.

(Multiple Choice)
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What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C9H12O? Relative integration is shown. What is the structure of the compound in the following <sup>1</sup>H-NMR spectrum with the molecular formula C<sub>9</sub>H<sub>12</sub>O? Relative integration is shown.

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How many 1H NMR signals would trans-1,2-dichlorocyclopropane give?

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How many 1H NMR signals would cis-1,2-dichlorocyclopropane give?

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"NMR" stands for _______________________.

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How many chemically distinct 1H NMR signals are there in the following compound? How many chemically distinct <sup>1</sup>H NMR signals are there in the following compound?

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What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C6H12? Relative integration is shown. What is the structure of the compound in the following <sup>1</sup>H-NMR spectrum with the molecular formula C<sub>6</sub>H<sub>12</sub>? Relative integration is shown.

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Which one of the following best represents the predicted approximate chemical shift and coupling for the hydrogen(s)indicated with the arrow? Which one of the following best represents the predicted approximate chemical shift and coupling for the hydrogen(s)indicated with the arrow?

(Multiple Choice)
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Which one of the following best represents the predicted approximate chemical shift and coupling for the hydrogen(s)indicated with the arrow? Which one of the following best represents the predicted approximate chemical shift and coupling for the hydrogen(s)indicated with the arrow?

(Multiple Choice)
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