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

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What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C10H20? 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>10</sub>H<sub>20</sub>? Relative integration is shown.

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A compound with the molecular formula C3H6Cl2 gave a 1H NMR spectrum consisting only of a triplet centered at δ\delta 3.7 and a quintet centered at δ\delta 2.2.The most likely structure for the compound is:

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The 1H NMR signal for which of the indicated protons occurs farthest downfield? The <sup>1</sup>H NMR signal for which of the indicated protons occurs farthest downfield?

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A compound with the molecular formula C10H14 gave the following 1H NMR spectrum: doublet, δ\delta 1.2 Singlet, δ\delta 2.3 Septet, δ\delta 2.8 Multiplet, δ\delta 7.1 A possible structure for the compound is:  A compound with the molecular formula C<sub>10</sub>H<sub>14 </sub>gave the following <sup>1</sup>H NMR spectrum: doublet, \delta  1.2 Singlet, \delta   2.3 Septet, \delta  2.8 Multiplet, \delta   7.1 A possible structure for the compound is:

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In NMR terminology,protons Ha and Hb are said to be: In NMR terminology,protons H<sub>a</sub> and H<sub>b</sub> are said to be:

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A bromodichlorobenzene which gives four signals in the broadband proton-decoupled 13C spectrum could be: A bromodichlorobenzene which gives four signals in the broadband proton-decoupled <sup>13</sup>C spectrum could be:

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Determine the likely structure for a compound A (C6H10O),which is found to decolorize bromine in carbon tetrachloride.Its spectral data is as follows: 1H NMR IR Triplet, δ\delta 1.0 singlet, δ\delta 2.4 2200 cm-1 (sharp) Singlet, δ\delta 1.4 singlet, δ\delta 3.4 3300 cm-1 (sharp) Quartet, δ\delta 1.6 3500 cm-1 (broad)  Determine the likely structure for a compound A (C<sub>6</sub>H<sub>10</sub>O),which is found to decolorize bromine in carbon tetrachloride.Its spectral data is as follows: <sup>1</sup>H NMR IR Triplet, \delta  1.0 singlet, \delta  2.4 2200 cm<sup>-1</sup> (sharp) Singlet, \delta   1.4 singlet, \delta  3.4 3300 cm<sup>-1 </sup>(sharp) Quartet, \delta   1.6 3500 cm<sup>-1 </sup>(broad)

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What is the molecular formula of this compound? m/z Intensity 84 M + \bullet 10)00 85 0)56 86 0)04

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When measuring the integral for a particular peak in the NMR spectrum,we are not interested in the peak height as much as in the ____________________.

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Name two rapid processes that occur in organic molecules.

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The mass spectra of alkyl bromides and chlorides are characterized by an unusually intense __________.

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What can be determined from the relative abundance of the M + \bullet +2 peak?

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What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C4H8O? 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>8</sub>O? Relative integration is shown.

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What is the structure of the compound in the following 1H-NMR spectrum with the molecular formula C8H16O? 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>16</sub>O? Relative integration is shown.

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