Exam 13: Mass Spectrometry and Infrared Spectroscopy

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13C NMR is a technique in which the total number of signals represents the number of unique carbon atoms in a molecule. Propose a structure that is consistent with the following data. (a) The IR includes peaks at 1603 and 1495 cm-1. (b) The 13C NMR has a total of 7 signals. (c) The compound has one acidic proton. <sup>13</sup>C NMR is a technique in which the total number of signals represents the number of unique carbon atoms in a molecule. Propose a structure that is consistent with the following data.  (a) The IR includes peaks at 1603 and 1495 cm<sup>-1</sup>. (b) The <sup>13</sup>C NMR has a total of 7 signals. (c) The compound has one acidic proton.

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Which of the following bonds is IR inactive? Which of the following <font face=symbol></font> bonds is IR inactive?

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A compound X shows a molecular ion peak at m/z 72 in its mass spectrum, and a strong peak at ~1715 cm-1 in its IR spectrum. Which structures are possible for compound X? A compound X shows a molecular ion peak at m/z 72 in its mass spectrum, and a strong peak at ~1715 cm<sup>-1 </sup>in its IR spectrum. Which structures are possible for compound X?

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When the phenol shown below is treated with KOH, it forms a product whose IR spectrum does not show an absorption in the 3200-3600 cm-1 region. Propose a structure for the product. When the phenol shown below is treated with KOH, it forms a product whose IR spectrum does not show an absorption in the 3200-3600 cm<sup>-1</sup> region. Propose a structure for the product.

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Examine the IR below and classify the compound. Examine the IR below and classify the compound.

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Which of the following statements is (are) true about a compound that has a molecular ion peak in its mass spectrum at mass 94, and shows prominent peaks in its IR spectrum at 3600-3200 and 1600 cm-1?

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Which of the indicated C-H bonds absorbs at the lowest wave number in the IR spectrum? Which of the indicated C-H bonds absorbs at the lowest wave number in the IR spectrum?

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An alkyne C-H bond absorbs at higher wave number than an alkene C-H bond. What does this tell you about the strength of these two bonds?

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What type of signal(s) would you observe in the mass and (or) infrared spectrum of the following compound? What type of signal(s) would you observe in the mass and (or) infrared spectrum of the following compound?

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In a typical mass spectrum, a smaller signal is observed at a mass 1 amu higher than the molecular ion peak. Why?

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Which of the following compounds will have the lowest wavenumber for carbonyl absorption? Which of the following compounds will have the lowest wavenumber for carbonyl absorption?

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Examine the IR below and classify the compound. Examine the IR below and classify the compound.

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In electron impact mass spectrometry (EIMS), what is being detected?

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Examine the IR below and classify the compound. Examine the IR below and classify the compound.

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Which of the following statements about the base peak of a mass spectrum is always true?

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An IR spectrum has the following potentially important absorptions: 3091, 3067, 2963, 2921, 2252, 1603, 1499, 1455, 1416, 1078, 1031, 941, 735, and 696 cm-1. Indicate which structure corresponds to the IR data. An IR spectrum has the following potentially important absorptions: 3091, 3067, 2963, 2921, 2252, 1603, 1499, 1455, 1416, 1078, 1031, 941, 735, and 696 cm<sup>-</sup><sup>1</sup>. Indicate which structure corresponds to the IR data.

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What type of feature will be observed in the EI mass spectrum of chlorobenzene?

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Compared to a C-H bond, a C-D bond will vibrate where in the infrared spectrum?

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Which of the following statements is (are) true about the IR spectrum of the compound drawn below? Which of the following statements is (are) true about the IR spectrum of the compound drawn below?

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What type(s) of molecular motion is (are) observed using infrared spectroscopy?

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