Exam 18: Structure Determination 2: Nuclear Magnetic Resonance Spectroscopy and Mass Spectrometry

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How many chemically distinct hydrogen atoms are in the following molecule? How many chemically distinct hydrogen atoms are in the following molecule?

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Which hydrogen type has the smallest integration value? Which hydrogen type has the smallest integration value?

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Give the expected splitting patterns for HA,HB,HC,and HD. Give the expected splitting patterns for H<sub>A</sub>,H<sub>B</sub>,H<sub>C</sub>,and H<sub>D</sub>.

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Which hydrogen atom has the greatest chemical shift? Which hydrogen atom has the greatest chemical shift?

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How many distinct signals are in the 13C NMR of the following compound? How many distinct signals are in the <sup>13</sup>C NMR of the following compound?

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Which proton in the following molecule has the greatest chemical shift? Which proton in the following molecule has the greatest chemical shift?

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Which of the following molecules would have a singlet at 2.1 ppm? Which of the following molecules would have a singlet at 2.1 ppm?

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Which compound would produce the 1H NMR spectrum below? Which compound would produce the <sup>1</sup>H NMR spectrum below?    Which compound would produce the <sup>1</sup>H NMR spectrum below?

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How many chemically distinct hydrogen atoms are in the following molecule? How many chemically distinct hydrogen atoms are in the following molecule?

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The mass spectrum for an unknown molecule has an M+ peak with a relative intensity of 12.5 and an M + 1 peak with a relative intensity of 2.48.How many carbons are in the unknown molecule?

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Which type of atom is likely present in the molecule responsible for the following mass spectrum? Which type of atom is likely present in the molecule responsible for the following mass spectrum?

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Explain how coupling constants can be used to determine whether an NMR spectrum represents compound A or compound B. Explain how coupling constants can be used to determine whether an NMR spectrum represents compound A or compound B.

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Which of the following is the base peak? Which of the following is the base peak?

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For the following molecule,give the splitting patterns for HA,HB,and HC. For the following molecule,give the splitting patterns for H<sub>A</sub>,H<sub>B</sub>,and H<sub>C</sub>.

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Explain how you can use a mass spectrum to determine if a single nitrogen is present in a molecule.

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What apparent splitting pattern would not be found in the 1H NMR spectrum or the following molecule? What apparent splitting pattern would not be found in the <sup>1</sup>H NMR spectrum or the following molecule?

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Draw a splitting diagram for HA and indicate the expected splitting pattern. Draw a splitting diagram for H<sub>A</sub> and indicate the expected splitting pattern.

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Which m/z value would indicate that nitrogen was present in a sample?

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Which hydrogen in the following molecule has the greatest integration value? Which hydrogen in the following molecule has the greatest integration value?

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How many chemically distinct hydrogen atoms are in the following molecule? How many chemically distinct hydrogen atoms are in the following molecule?

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