Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 14.2, Problem
What distinguishes the mass spectrum of 2,2-dimethylpropane from the mass spectra of pentane and isopentane?
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What distinguishes the mass spectrum of 2,2-dimethylpropane from the mass spectra of pentane and isopentane?
Predict the masses and the structures of the most abundant fragments observed in the mass spectra of the followingcompounds. 3-bromo-2-methylpentane
Predict the masses and the structures of the most abundant fragments observed in the mass spectra of the following compounds.
(a) 2-methylpentane (b) 3-methylhex-2-ene
Chapter 14 Solutions
Organic Chemistry
Ch. 14.1 - Which of the following fragments produced in a...Ch. 14.2 - What distinguishes the mass spectrum of...Ch. 14.2 - What is the most likely m/z value for the base...Ch. 14.3 - Prob. 5PCh. 14.3 - If a compound has a molecular ion with an...Ch. 14.3 - a. Suggest possible molecular formulas for a...Ch. 14.3 - Identify the hydrocarbon that has a molecular ion...Ch. 14.4 - Predict the relative intensities of the molecular...Ch. 14.5 - Which molecular formula has an exact molecular...Ch. 14.5 - Prob. 11P
Ch. 14.6 - Sketch the mass spectrum expected for...Ch. 14.6 - The mass spectra of 1-methoxybutane,...Ch. 14.6 - Prob. 14PCh. 14.6 - Identify the ketones responsible for the mass...Ch. 14.6 - Prob. 16PCh. 14.6 - Using curved arrows, show the principal fragments...Ch. 14.6 - The reaction of (Z)-2-pentene with water and a...Ch. 14.9 - Prob. 19PCh. 14.9 - Prob. 20PCh. 14.9 - Prob. 21PCh. 14.13 - Prob. 22PCh. 14.14 - Which occur at a larger wavenumber: a. the C O...Ch. 14.14 - Prob. 24PCh. 14.14 - Prob. 25PCh. 14.14 - Rank the following compounds from highest...Ch. 14.14 - Which shows an O H stretch at a larger...Ch. 14.15 - Prob. 28PCh. 14.15 - a. An oxygen-containing compound shows an...Ch. 14.15 - Prob. 30PCh. 14.15 - For each of the following pair of compounds, name...Ch. 14.16 - Which of the following compounds has a vibration...Ch. 14.16 - Prob. 33PCh. 14.17 - A compound with molecular formula C4H6O gives the...Ch. 14.19 - Prob. 35PCh. 14.19 - Prob. 36PCh. 14.20 - Predict the max of the following compound:Ch. 14.20 - Prob. 38PCh. 14.21 - a. At pH = 7 one of the ions shown here is purple...Ch. 14.21 - Prob. 40PCh. 14.22 - Prob. 41PCh. 14.22 - Prob. 42PCh. 14 - In the mass spectrum of the following compounds,...Ch. 14 - Prob. 44PCh. 14 - For each of the following pairs of compounds,...Ch. 14 - Draw structures for a saturated hydrocarbon that...Ch. 14 - a. How could you use IR spectroscopy to determine...Ch. 14 - Assuming that the force constant is approximately...Ch. 14 - In the following boxes, list the types of bonds...Ch. 14 - A mass spectrum shows significant peaks at m/z. =...Ch. 14 - Prob. 51PCh. 14 - Prob. 52PCh. 14 - Prob. 53PCh. 14 - How can you use UV spectroscopy to distinguish...Ch. 14 - Rank the following compounds from highest...Ch. 14 - Rank the following compounds from highest...Ch. 14 - What peaks in their mass spectra can be used to...Ch. 14 - Each of the IR spectra shown below is accompanied...Ch. 14 - Prob. 59PCh. 14 - Prob. 60PCh. 14 - How can IR spectroscopy distinguish between...Ch. 14 - 62. Draw the structure of a carboxylic acid that...Ch. 14 - Prob. 63PCh. 14 - Give approximate wavenumbers for the major...Ch. 14 - Prob. 65PCh. 14 - Prob. 66PCh. 14 - Prob. 67PCh. 14 - The IR spectrum of a compound with molecular...Ch. 14 - Which one of the following live compounds produced...Ch. 14 - Prob. 70PCh. 14 - Phenolphthalein is an acid-base indicator. In...Ch. 14 - Which one of the following five compounds produced...Ch. 14 - 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_forwardList the masses of the parent ion and of several fragments that can befound in the mass spectrum of the following molecule: 2-methyl 2-pentanol.arrow_forwardPredict the masses and the structures of the most abundant fragments observed in the mass spectra of the following compounds. (a) acetophenone (b) 3-bromo-2-methylpentanearrow_forward
- Identify the fragments in this mass spectrum of 2,2-dimethylbutanearrow_forwardCan someone go step by step on how to predict the masses and structure of the most abundant fragments of the 3-methylhex-2-ene mass spectra?arrow_forwardPredict the masses and the structures of the most abundant fragments observed in the mass spectra of the followingcompounds.(a) 2-methylpentane (b) 3-methylhex-2-ene (c) 4-methylpentan-2-ol(d) 2-methyl-1-phenylpropanearrow_forward
- Pent-1-ene and pent-1-yne are low-boiling hydrocarbons that have differentmolecular ions in their mass spectra. Match each hydrocarbon to its massspectrum.arrow_forwardPredict the masses and the structures of the most abundant fragments observed in the mass spectra of the followingcompounds. cyclohexyl isopropyl ether [cyclohexyl¬O¬CH(CH3)2]arrow_forwardThe reaction of (Z)-2-pentene with water and a trace of H2SO4 forms two products. Identify the products from their mass spectra.arrow_forward
- the mass spectrum, IR and 13 C and 1 HNMR spectra for an unknown organic molecule. Determine the structure ofthe molecule.arrow_forwardIn the mass spectrum of the following compounds, which is the tallest—the peak at m/z = 57 or the peak at m/z = 71? a. 3-methylpentane b. 2-methylpentanearrow_forwardPredict the masses and the structures of the most abundant fragments observed in the mass spectra of the followingcompounds.(a) 2-methylpentane (b) 3-methylhex-2-ene (c) 4-methylpentan-2-ol(d) 2-methyl-1-phenylpropane (e) cyclohexyl isopropyl ether [cyclohexyl¬O¬CH(CH3)2](f) CH3CH2CH2NHC(CH3)3tert@butyl propyl amine(g) C CH3Oacetophenone(g) *(h) 3-bromo-2-methylpentanearrow_forward
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