ORGANIC CHEMISTRY-EBOOK>I<
9th Edition
ISBN: 9781305084414
Author: McMurry
Publisher: INTER CENG
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Chapter 12.SE, Problem 20AP
The hormone cortisone contains C, H, and O, and shows a molecular ion at M+=360.1937 by high-resolution mass spectrometry. What is the molecular formula of cortisone? (The degree of unsaturation for cortisone is 8.)
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Chapter 12 Solutions
ORGANIC CHEMISTRY-EBOOK>I<
Ch. 12.2 - Prob. 1PCh. 12.2 - Two mass spectra are shown in FIGURE 12-8. One...Ch. 12.3 - What are the masses of the charged fragments...Ch. 12.3 - Prob. 4PCh. 12.5 - Prob. 5PCh. 12.5 - Prob. 6PCh. 12.7 - What functional groups might the following...Ch. 12.7 - How might you use IR spectroscopy to distinguish...Ch. 12.8 - Prob. 9PCh. 12.8 - Where might the following compounds have IR...
Ch. 12.8 - Where might the following compound have IR...Ch. 12.SE - Prob. 12VCCh. 12.SE - Show the structures of the fragments you would...Ch. 12.SE - Propose structures for compounds that fit the...Ch. 12.SE - Write molecular formulas for compounds that show...Ch. 12.SE - Camphor, a saturated monoketone from the Asian...Ch. 12.SE - The nitrogen rule of mass spectrometry says that a...Ch. 12.SE - In light of the nitrogen rule mentioned in Problem...Ch. 12.SE - Nicotine is a diamino compound isolated from dried...Ch. 12.SE - The hormone cortisone contains C, H, and O, and...Ch. 12.SE - Halogenated compounds are particularly easy to...Ch. 12.SE - Prob. 22APCh. 12.SE - Propose structures for compounds that fit the...Ch. 12.SE - 2-Methylpentane (C6H14) has the mass spectrum...Ch. 12.SE - Assume that you are in a laboratory carrying out...Ch. 12.SE - What fragments might you expect in the mass...Ch. 12.SE - How might you use IR spectroscopy to distinguish...Ch. 12.SE - Would you expect two enantiomers such as...Ch. 12.SE - Would you expect two diastereomers such as meso-2,...Ch. 12.SE - Propose structures for compounds that meet the...Ch. 12.SE - How could you use infrared spectroscopy to...Ch. 12.SE - Prob. 32APCh. 12.SE - At what approximate positions might the following...Ch. 12.SE - How would you use infrared spectroscopy to...Ch. 12.SE - At what approximate positions might the following...Ch. 12.SE - Assume that you are carrying out the dehydration...Ch. 12.SE - Assume that you are carrying out the base-induced...Ch. 12.SE - Prob. 38APCh. 12.SE - Carvone is an unsaturated ketone responsible for...Ch. 12.SE - Prob. 40APCh. 12.SE - The mass spectrum (a) and the infrared spectrum...Ch. 12.SE - The mass spectrum (a) and the infrared spectrum...Ch. 12.SE - Propose structures for compounds that meet the...Ch. 12.SE - 4-Methyl-2-pentanone and 3-methylpentanal are...Ch. 12.SE - Grignard reagents undergo a general and very...Ch. 12.SE - Ketones undergo a reduction when treated with...Ch. 12.SE - Nitriles, R–=C≡N, undergo a hydrolysis...Ch. 12.SE - The infrared spectrum of the compound with the...Ch. 12.SE - The infrared spectrum of the compound with the...Ch. 12.SE - Prob. 50AP
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- Carvone is an unsaturated ketone responsible for the odor of spearmint. If carvone has M+=150 in its mass spectrum and contains three double bonds and one ring, what is its molecular formula?arrow_forward1. Which one of the given compounds is consistent with the mass spectrum below? 100 40 20 10 20 25 30 35 40 5o 55 45 60 65 70 75 m/z Courtesy of SDBS: National Institute of Advanced Industrial Science and Technology A. CH,CH,CH(CH,), В. CH,CHOHCH,CH, C. CH,CH,OCH,CH, D. CH,CH,NHCH,CH, E. CH,CH,CH,CH, Relative htensityarrow_forward. A compound made of C, H, and Cl shows two peaks on a mass spectrum, one at 52 u and the other at 50 u. What is a reasonable molecular formula for this compound? Assume that there are only 1H, 12C, 35Cl and37Cl in the compoundarrow_forward
- 8. a) Use the mass spectrum to determine the identity of the halogen atom (X) in the following molecular formula. 100 - C3H5XO2 80- 60 40 20- 152 154 20 40 60 80 100 120 140 160 180 200 m/z Relative Intensityarrow_forwardThe mass spectrum of the following compound shows fragments at m/z= 127, 113, and 85. Propose structures for the ions that give rise to thesepeaks.arrow_forwardIs the structure on the bottom right corner of the FTIR photo correct for the mass spectrum, FTIR, and a proton NMR that has a doublet with an integration of 3 hydrogens at 7.25 ppm, a triplet with an integration of 1 hydrogen at 7.41 ppm, and a singlet with an integration of 6 hydrogen at 2.6 ppm? If not, what is the correct structure?arrow_forward
- Identify the remaining three fragments from Table 1. (m/Z =22,16,and 12). (Hint for m/Z = 22, the value of Z is not necessarily 1). %3Darrow_forwardThe picture shows the given compound that was analyzed through mass spectra where notable peaks were observed. What are the structure of the fragments in the following M/Z. M/Z = 91, M/Z = 43, M/Z=147arrow_forward2,3-Dimethylbutane and 2,2-dimethylbutane have the same molecular ion in the mass spectrum, but only one of these isomers gives a significant fragment at m/z = 57. (a) Which isomer shows an intense peak at m/z = 57? (b) Propose a structure for the ion that gives rise to this peak. (c) The base peak in the mass spectrum of the other isomer occurs at m/z = 43. What ion gives rise to this peak?arrow_forward
- On each mass spectrum above, indicate the base peak and the molecular ion peak (or at least where you would expect to find it) and if the base peak on the mass spectrum for linalool has m/z 71, propose a structure for this fragment ion.arrow_forwardAter analyzing a mass spectrum you conclude that the molecule being analyzed has the molecular formula C4H8; however, there are five possible constitutional isomers with that same molecular formula. the only thing that stands out in the mass spectrum is a strong fragment signal at m/z=41. Determine the possible constitutional isomers for C4H8 and explain which isomer matches the mass spectrum.arrow_forwardThe mass spectrum of an alkene, C8H16, exhibits a peak at m/z = 41. Draw two isomers that are consistent with these data.arrow_forward
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