Exam 13: Structure Determination

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Instructions: For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband decoupled 13C NMR spectra. Number of signals: Instructions: For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband decoupled <sup>13</sup>C NMR spectra. Number of signals:

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Which of the following compounds would produce the most downfield signal in a 13C NMR spectrum? Which of the following compounds would produce the most downfield signal in a <sup>13</sup>C NMR spectrum?

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Circle any of the following compounds that would be a candidate to produce a UV absorption spectrum. Circle any of the following compounds that would be a candidate to produce a UV absorption spectrum.

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Instructions: Refer to the structure of 3-methylbutan-2-one below to answer the following question(s). Instructions: Refer to the structure of 3-methylbutan-2-one below to answer the following question(s).   Refer to instructions. What is the splitting pattern for the hydrogens in 3-methylbutan-2-one labeled A, B, and C, respectively? Refer to instructions. What is the splitting pattern for the hydrogens in 3-methylbutan-2-one labeled A, B, and C, respectively?

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Consider the compound below: Consider the compound below:   a) At what approximate positions might the compound show IR absorptions? b) How would this spectrum differ from that of cyclohexand? a) At what approximate positions might the compound show IR absorptions? b) How would this spectrum differ from that of cyclohexand?

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Which of the following compounds gives an infrared spectrum with a peak at ~1750 cm-1, but no significant peaks at 3000-3500 cm-1 or 1050-1250 cm-1?

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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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What is the vertical axis of a mass spectrum?

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A 3.42 ´ 10-5 M solution of dibenzalacetone in ethanol produced an absorbance of 0.753 in a 1.00 cm cell. Based on this data, what is e for this compound?

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Instructions: Refer to the structure of 3-methylbutan-2-one below to answer the following question(s). Instructions: Refer to the structure of 3-methylbutan-2-one below to answer the following question(s).   Refer to instructions. What is the ratio of peak areas upon integration of the spectrum for A, B, and C respectively? Refer to instructions. What is the ratio of peak areas upon integration of the spectrum for A, B, and C respectively?

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Instructions: Match a structure from the list below to the following IR spectra. A. Instructions: Match a structure from the list below to the following IR spectra.  A.    B.    C.    D.    E.    F.  B. Instructions: Match a structure from the list below to the following IR spectra.  A.    B.    C.    D.    E.    F.  C. Instructions: Match a structure from the list below to the following IR spectra.  A.    B.    C.    D.    E.    F.  D. Instructions: Match a structure from the list below to the following IR spectra.  A.    B.    C.    D.    E.    F.  E. Instructions: Match a structure from the list below to the following IR spectra.  A.    B.    C.    D.    E.    F.  F. Instructions: Match a structure from the list below to the following IR spectra.  A.    B.    C.    D.    E.    F.

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Which of the following compounds gives an infrared spectrum with peaks at 3000-3500 cm-1 and ~1750 cm-1?

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Instructions: For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband decoupled 13C NMR spectra. Number of signals: Instructions: For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband decoupled <sup>13</sup>C NMR spectra. Number of signals:

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Which of the following bonds gives rise to a strong absorbance near 1700 cm-1 in the infrared spectrum?

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The amount of energy in electromagnetic radiation is related to the frequency and wavelength of the radiation. High energy radiation, like gamma rays, is of:

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A compound with the molecular formula C6H4ClBr produces only two doublets in the 1H NMR spectrum. a) Propose a structure for this compound. b) How many signals would be present in the 13CNMR^{13}CNMR for this structure?

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Which of the following combinations of peaks appears in the 1H NMR spectrum of diethyl ether, CH3CH2OCH2CH3?

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At what approximate positions might the compound below show IR absorptions? At what approximate positions might the compound below show IR absorptions?

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Instructions: For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband decoupled 13C NMR spectra. Number of signals: Instructions: For each of the compounds below tell how many signals you would expect the molecule to have in its normal, broadband decoupled <sup>13</sup>C NMR spectra. Number of signals:

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Which of the following compounds would have the longest lmax in the UV region of the electromagnetic spectrum? Which of the following compounds would have the longest l<sub>max</sub> in the UV region of the electromagnetic spectrum?

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