EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Chapter 13, Problem 50P
A mass spectrum shows significant peaks at m/z. = 87, 115, 140, and 143. Which of the following compounds is responsible for that mass spectrum?
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2. In a mass spectrum of a compound, the following data
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Chapter 13 Solutions
EBK ORGANIC CHEMISTRY
Ch. 13.1 - Which of the following fragments produced in a...Ch. 13.2 - What distinguishes the mass spectrum of...Ch. 13.2 - What is the most likely m/z value for the base...Ch. 13.3 - Prob. 5PCh. 13.3 - a. Suggest possible molecular formulas for a...Ch. 13.3 - If a compound has a molecular ion with an...Ch. 13.3 - Identify the hydrocarbon that has a molecular ion...Ch. 13.4 - Predict the relative intensities of the molecular...Ch. 13.5 - Which molecular formula has an exact molecular...Ch. 13.5 - Prob. 11P
Ch. 13.6 - Sketch the mass spectrum expected for...Ch. 13.6 - The mass spectra of 1-methoxybutane,...Ch. 13.6 - Primary alcohols have a strong peak at m/z = 31....Ch. 13.6 - Identify the ketones responsible for the mass...Ch. 13.6 - Prob. 16PCh. 13.6 - Using curved arrows, show the principal fragments...Ch. 13.6 - The reaction of (Z)-2-pentene with water and a...Ch. 13.9 - a. Which is higher in energy: electromagnetic...Ch. 13.9 - Prob. 20PCh. 13.13 - Prob. 21PCh. 13.14 - Which occur at a larger wavenumber: a. the C O...Ch. 13.14 - Prob. 23PCh. 13.14 - Prob. 24PCh. 13.14 - Rank the following compounds from highest...Ch. 13.14 - Which shows an O H stretch at a larger...Ch. 13.16 - Prob. 27PCh. 13.16 - a. An oxygen-containing compound shows an...Ch. 13.16 - Prob. 29PCh. 13.16 - For each of the following pair of compounds, name...Ch. 13.17 - Which of the following compounds has a vibration...Ch. 13.17 - Prob. 32PCh. 13.18 - A compound with molecular formula C4H6O gives the...Ch. 13.20 - Prob. 34PCh. 13.20 - Prob. 35PCh. 13.21 - Predict the max of the following compound:Ch. 13.21 - Prob. 37PCh. 13.23 - a. At pH = 7 one of the ions shown here is purple...Ch. 13.23 - Prob. 39PCh. 13.23 - Prob. 40PCh. 13 - In the mass spectrum of the following compounds,...Ch. 13 - Prob. 42PCh. 13 - Draw structures for a saturated hydrocarbon that...Ch. 13 - Rank the following compounds in order of...Ch. 13 - For each of the following pairs of compounds,...Ch. 13 - a. How could you use IR spectroscopy to determine...Ch. 13 - Assuming that the force constant is approximately...Ch. 13 - Norlutin and Enovid are ketones that suppress so...Ch. 13 - In the following boxes, list the types of bonds...Ch. 13 - A mass spectrum shows significant peaks at m/z. =...Ch. 13 - Prob. 51PCh. 13 - Prob. 52PCh. 13 - Prob. 53PCh. 13 - The IR spectrum of a compound with molecular...Ch. 13 - Rank the following compounds from highest...Ch. 13 - Rank the following compounds from highest...Ch. 13 - What peaks in their mass spectra can be used to...Ch. 13 - Prob. 58PCh. 13 - Which one of the following five compounds produced...Ch. 13 - Prob. 60PCh. 13 - Each of the IR spectra shown below is accompanied...Ch. 13 - Prob. 62PCh. 13 - Prob. 63PCh. 13 - How can IR spectroscopy distinguish between...Ch. 13 - Prob. 65PCh. 13 - Prob. 66PCh. 13 - Give approximate wavenumbers for the major...Ch. 13 - Prob. 68PCh. 13 - Which one of the following live compounds produced...Ch. 13 - Phenolphthalein is an acid-base indicator. In...Ch. 13 - Prob. 71PCh. 13 - How can you use UV spectroscopy to distinguish...Ch. 13 - Prob. 73PCh. 13 - The IR and mass spectra for three different...
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- Write molecular formulas for compounds that show the following molecular ions in their high-resolution mass spectra, assuming that C, H, N, and O might be present. The exact atomic masses are: 1.007 83 (1H), 12.000 00 (12C), 14.003 07 (14N), 15.994 91 (16O). (a) M+=98.0844 (b) M+=123.0320arrow_forwardFollowing is the mass spectrum of bromocyclopentane. The molecular ion m/z 148 is of such low intensity that it does not appear in this spectrum. Assign structural formulas for the cations of m/z 69 and 41.arrow_forwardHalogenated compounds are particularly easy to identify by their mass spectra because both chlorine and bromine occur naturally as mixtures of two abundant isotopes. Recall that chlorine occurs as 35Cl (75.8%) and 37Cl (24.2%); and bromine occurs as 79Br (50.7%) and 81Br (49.3%). At what masses do the molecular ions occur for the following formulas? What are the relative percentages of each molecular ion? (a) Bromomethane, CH3Br (b) 1-Chlorohexane, C6H13Clarrow_forward
- Which of the following compounds appears in the mass spectrum to have a baseline peak at m/z=43, indicating the reason OH B OH OH C Darrow_forwardA mass spectrum shows significant peaks at m/z = 87, 115, 140, and 143. Which of the following compounds is responsible for that mass spectrum?arrow_forwardA compound gives a mass spectrum with essentially only three peaks at m/z = 77 (40%), 112 (100%), and 114 (33%). Identify the compound.arrow_forward
- 30. (6) Determine four molecular formulas for a compound with a mass spectrum of 180: 182 (M: M+2) in a 3:1 ratio. (b) Calculate DBEs for each formula.arrow_forward5. The mass spectrum of an unknown compound shows a molecular ion peak at m/z 119, with a relative intensity of 39. The M + 1 peak has a relative intensity of 1 and the M + 2 peak has a relative intensity of 38. A major IR stretch for the compound is observed at 2253 cm³¹. Additionally, the following ratio of elements was observed following elemental analysis: 20.03% C, 1.68% H, and 11.68% N. Provide a reasonable molecular formula and a structure for the unknown.arrow_forwardWhich of the following formulae is consistent with a molecular ion of m/z 73 in a mass spectrometry experiment? O C3H8N2 O C4H11N O C4H10O O C3H5CIarrow_forward
- In the mass spectrum of an unknown organic compound, the molecular ion had a relative abundance of 100.0 while the M+1 had a relative abundance of 12.2. Estimate the number of carbons in the molecule.arrow_forwardfollowing the data in the mass spectrum, can you help me find the parent peak? and how do you identify the parent peak from the base peak?arrow_forwardSelect the proper molecular formula for the given mass spectrum. MASS SPECTRUM 100- 107, 108 (M) 80 60 40- 20 0.0- 0.0 20 40 60 80 100 120 m/z O CGH3O O CH2B O CGH;NO O CaH9CIO Rel. Intensityarrow_forward
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