Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 14.2, Problem 2P
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?
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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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- What molecular ions will be present in a mass spectrum of 2-chloropropane,(CH3)2CHCl ?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_forward4. Halogenated compounds are particularly easy to identify by their mass spectra because chlorine and bromine occur naturally as mixtures of two abundant isotopes. Chlorine occurs as "CI (75.8%) and "CI (24.2%). Ignore the presence of "C isotopes. For the compound, C,H,Cl;: a) At what masses do the molecular ions occur? b)What are the percentages of cach molecular ion?arrow_forward
- Define Mass spectrum of 2-chloropropane [(CH3)2CHCl]arrow_forwardThe mass spectrum of 2-methyl-2-pentanol is shown below. Identify the fragments.arrow_forwardMass spectrometry is often used to both identify and quantify compounds. What is different between mass spectra with changing concentrations of a compound? How would you design a method (i.e. what would you need) to both identify and quantify a compound using mass spectrometry?arrow_forward
- b) Can these two molecules shown below be distinguished by mass spectrometry? Give reasons for your answer.arrow_forwardDraw the molecular ion (M) for this molecule formed in the mass spectrometer. H IIZ: H -e Qarrow_forwardThe following figure shows the mass spectrum of a hydrocarbon. i. Propose a molecular formula for this compound assuming that the molecular ion can be detected. ii. Draw the structural formulae of all possible isomers of this hydrocarbon.arrow_forward
- The mass spectrum of a compoun is shown below. Which of the following is this compound? A. CyclopropanolB. Trimethylene oxideC. ButaneD. AcetoneE. Propen-2-olarrow_forwardwhich significant information can be provide by the mass spectra? identity of the compounds molecular weight molecular formula molecular structure only i ii and iii only i and ii only iii and iv All four can be determined through the MS spectraarrow_forwardA common lab experiment is the dehydration of cyclohexanol to cyclohexene. Explain why mass spectrometry might not be a good way to distinguish cyclohexene from cyclohexanol.arrow_forward
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