Exam 12: Infrared Spectroscopy

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MATCH each of the following molecules to the region of the infrared spectrum in which they may show a significant absorption. Place the letter of the region in the blank to the left of the bond-type. -_______ CH3CH2OCH(CH3)

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D

Which of the following compounds gives an infrared spectrum with no significant peaks at ∼3300 cm−1 or 1600-1680 cm−1? ​ Which of the following compounds gives an infrared spectrum with no significant peaks at ∼3300 cm−<sup>1</sup> or 1600-1680 cm−<sup>1</sup>? ​   ​ ​

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Provide the structure of three compounds with the molecular formula C4H8O that give an absorption peak at 1600-1640 cm-1 in the infrared spectrum, but no significant peaks at 3000-3600 cm-1 or at 1650-1750 cm-1.

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Any three of the following: Any three of the following:

Which of the following regions in the electromagnetic spectrum corresponds to the radiation with the longest wavelength?

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How could you distinguish between 1-hexyne and 2-hexyne by infrared spectroscopy? How could you distinguish between 1-hexyne and 2-hexyne by infrared spectroscopy?

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MATCH each of the following groups of bond-types to the region of the infrared spectrum in which their absorptions occur. Place the letter of the region in the blank to the left of the bond-type. -_____ C−C, C−O, C−N, and C−X single-bond vibrations.

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Which of the following bonds (circled) gives the weakest absorbance in the infrared spectrum? Which of the following bonds (circled) gives the weakest absorbance in the infrared spectrum?

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Which of the following bonds gives rise to a strong absorbance at approximately 1630-1820 cm−1 in the infrared spectrum?

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How could you distinguish between methyl butanoate and pentanoic acid by infrared spectroscopy? How could you distinguish between methyl butanoate and pentanoic acid by infrared spectroscopy?

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Which of the following functional groups is likely to be present in a molecule that has peaks in the infrared spectrum at 1630-1820 cm−1 (strong, broad), but does not have peaks at 3200-3650 or 1000-1250 cm−1

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Provide a brief explanation to account for the observation that the frequency of the C=O stretching absorption in the infrared spectrum of N,N-dimethylacetamide, CH3CON(CH3)2, is higher than that of methyl acetate, CH3CO2CH3.

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Which of the following compounds gives a carbonyl bond absorption at the highest frequency? Which of the following compounds gives a carbonyl bond absorption at the highest frequency?

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How could you distinguish between 1-butanol and diethyl ether by infrared spectroscopy? How could you distinguish between 1-butanol and diethyl ether by infrared spectroscopy?

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Label three peaks in the following spectrum with the bond that gives rise to them, and identify the functional group that is present in the compound (the compound has a formula of C4H9NO)? ​ Label three peaks in the following spectrum with the bond that gives rise to them, and identify the functional group that is present in the compound (the compound has a formula of C<sub>4</sub>H<sub>9</sub>NO)? ​

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In terms of the electromagnetic spectrum, 2870 cm−1 represents lower energy than 2.91 × 1016 Hz.

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Provide a brief explanation to account for the observation that the frequency of the C=O stretching absorption in the infrared spectrum of 2-butanone is higher than that of 3-buten-2-one.

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Which of the following bonds gives rise to a strong, broad, absorbance at approximately 3200-3650 cm−1 in the infrared spectrum?

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The region of the IR spectrum between 1500 - 400 cm-1 would be significantly different for the following two substances? The region of the IR spectrum between 1500 - 400 cm<sup>-1</sup> would be significantly different for the following two substances?

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Label three peaks in the following spectrum with the bond that gives rise to them, and identify the functional group that is present in the compound (the compound has a formula of C6H14O)? ​ Label three peaks in the following spectrum with the bond that gives rise to them, and identify the functional group that is present in the compound (the compound has a formula of C<sub>6</sub>H<sub>14</sub>O)? ​

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MATCH each of the following molecules to the region of the infrared spectrum in which they may show a significant absorption. Place the letter of the region in the blank to the left of the bond-type. -_______ H3C−C≡C−CH2CH2CH3\mathrm{H}_{3} \mathrm{C}-\mathrm{C} \equiv \mathrm{C}-\mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3}

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