Exam 13: Nuclear Magnetic Resonance Spectroscopy

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How many sets of equivalent protons are there in hexane?

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Which of the protons in the following molecule appear at the highest ?-value in the 1H NMR spectrum? \quad\quad\quad\quad\quad\quad\quad\quad\quad O \quad\quad\quad\quad\quad\quad\quad\quad\quad || CH3−CH2−CH2−C−CH3\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{C}-\mathrm{CH}_{3} \quad i \quad\quad\quad ii \quad\quad iii \quad\quad\quad iv

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For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband hydrogen-decoupled 13C NMR spectra. Enter the numerical value in the blank provided to the left of the structure. -_______ For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband hydrogen-decoupled <sup>13</sup>C NMR spectra. Enter the numerical value in the blank provided to the left of the structure. -_______

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Identify the compound (C8H10O2) that gives the following 1H NMR spectrum. Identify the compound (C<sub>8</sub>H<sub>10</sub>O<sub>2</sub>) that gives the following <sup>1</sup>H NMR spectrum.

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What is the splitting of the signal in the 1H NMR spectrum for the methyl protons of propane?

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Which feature in the 1H NMR spectrum provides information about the relative number of each type of proton in a compound?

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Which feature in the 1H NMR spectrum provides information about the number of types of different protons in a compound?

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Which of the protons in the following molecule appear at the highest δ-value in the 1H NMR spectrum? Which of the protons in the following molecule appear at the highest δ-value in the <sup>1</sup>H NMR spectrum?

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Which C4H9Br compound(s) gives a 13C NMR spectrum consisting of two signals? Which C<sub>4</sub>H<sub>9</sub>Br compound(s) gives a <sup>13</sup>C NMR spectrum consisting of two signals?

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What is the appearance of the signal corresponding to the CH2 protons in the 1H NMR spectrum of ethyl methyl ether, CH3CH2OCH3?

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How many sets of equivalent protons are there in 2-methylhexane?

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What is the relative area of the six peaks in a septet in an 1H NMR spectrum?

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Identify the ratio of peak areas upon integration of the 1H NMR spectrum for A, B, and C respectively. Enter the numbers separated by colons. Identify the ratio of peak areas upon integration of the <sup>1</sup>H NMR spectrum for A, B, and C respectively. Enter the numbers separated by colons.

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Which of the following compounds gives a 1H NMR spectrum consisting of two singlets and a 13C NMR consisting of consisting of three signals? Which of the following compounds gives a <sup>1</sup>H NMR spectrum consisting of two singlets and a <sup>13</sup>C NMR consisting of consisting of three signals?

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Identify the compound (C8H11N) that gives the following 1H NMR spectrum. Identify the compound (C<sub>8</sub>H<sub>11</sub>N) that gives the following <sup>1</sup>H NMR spectrum.

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How many signals appear in the proton-decoupled 13C NMR spectrum of the following compound? How many signals appear in the proton-decoupled <sup>13</sup>C NMR spectrum of the following compound?

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What is the splitting of the signal in the 1H NMR spectrum for the methyl protons of 1-bromo-2-methylpropane?

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Which of the following combinations of peaks appears in the 1H NMR spectrum of 2-methylpropane?

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How many signals appear in the proton-decoupled 13C NMR spectrum of 1,3-dibromobenzene?

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How many signals appear in the proton-decoupled 13C NMR spectrum of the following compound? How many signals appear in the proton-decoupled <sup>13</sup>C NMR spectrum of the following compound?

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