Exam 13: Nuclear Magnetic Resonance Spectroscopy

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Consider the following structure. Consider the following structure.   If the proton attached to C2 in 1,1,2-tribromopropane is coupled with the protons on C1 (J = 3.6 Hz) and C3 (J = 6.8), the tree diagram of the C2 proton is shown below.  If the proton attached to C2 in 1,1,2-tribromopropane is coupled with the protons on C1 (J = 3.6 Hz) and C3 (J = 6.8), the tree diagram of the C2 proton is shown below. Consider the following structure.   If the proton attached to C2 in 1,1,2-tribromopropane is coupled with the protons on C1 (J = 3.6 Hz) and C3 (J = 6.8), the tree diagram of the C2 proton is shown below.

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

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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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The chemical shift of the protons of acetone, CH3COCH3, is 2.1 ppm when the spectrum is obtained at 250 MHz. What is the chemical shift of these protons when the spectrum is acquired at 500 MHz?

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How many signals appear in proton-decoupled 13C NMR spectrum of 2,5-dimethylhexane?

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Which of the following compounds have enantiotopic protons? 1)propane 2)butane 3)2-methylpropane

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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 compounds gives a 1H NMR spectrum consisting of only two singlets?

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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 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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Which feature in the 1H NMR spectrum provides information about the number of neighboring protons of each proton in the compound?

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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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Predict the splitting of each of the numbered hydrogen atoms in the structure below in a 1H NMR spectrum. Identify as singlet, doublet, triplet, quartet, quintet, sextet, septet, .... Place the correct splitting in the blank to the left of the number. Predict the splitting of each of the numbered hydrogen atoms in the structure below in a <sup>1</sup>H NMR spectrum. Identify as singlet, doublet, triplet, quartet, quintet, sextet, septet, .... Place the correct splitting in the blank to the left of the number.   -______ 1 -______ 1

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Nuclear magnetic resonance spectroscopy provides information about a molecule's carbon-hydrogen framework.

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Which of the following compounds would give a 1H NMR spectrum consisting of two singlets and a 13C NMR consisting of consisting of three signals? Which of the following compounds would give 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 (C8H10) that gives the following 1H NMR spectrum. Identify the compound (C<sub>8</sub>H<sub>10</sub>) that gives the following <sup>1</sup>H NMR spectrum.

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The following compound will have a 1H NMR spectrum that consists of: The following compound will have a <sup>1</sup>H NMR spectrum that consists of:   two triplets and a singlet, area ratio 3:3:4. two triplets and a singlet, area ratio 3:3:4.

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What is the hydrogen deficiency index for a compound with a molecular formula of C12H16O?

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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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