EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Chapter 13, Problem 47P
Assuming that the force constant is approximately the same for C–C, C–N, and C–O bonds, predict the relative positions of their stretching vibrations in an IR spectrum.
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Rank the following bonds in terms of their expected vibrational frequencies
F-H, C-H, O-H, N-H
What is the order of decreasing vibrational frequency for C — Cl, C — Br, C — C, C — O and C — H ?
From each pair, predict which bond will have the higher vibrational frequency?
a) C–N and C–P b) C=C and C–C
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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- Payalarrow_forwardIf the spacings between adjacent vibrational features in a photoelectron spectroscopy experiment decrease, changing by a factor of 1/2, when you deuterate the molecule being ionized, is it more likely that the orbital from which you are ejecting an electron is from a nonbonding orbital, a p orbital localized on a C-C or C-O bond, or a s orbital localized on a C-H bond? Explain.arrow_forwardCalculate the number of possible vibrational modes for each of the following molecules and assign frequency ranges to each. i) NH3 ii) C2H4 iii) CCl2F2 iv) CH3CH2OH b) Which of the above molecules will absorb IR radiations most strongly? Explain your answer.arrow_forward
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- Which of the following bonds would you expect to have the largest frequency of vibration? Α) 1Η-1Η Β) 2Η-2Η C) 1H-79Br D) 1H-12C Ε) 12C-16Οarrow_forwardWhich of the following statements about vibrational frequencies are true? (There is more than one correct answer.) Choice 1 of 3:A. A vibrational frequency corresponds to an internal movement of a molecule, such as a bond lengthening and shortening. Choice 2 of 3:B. An imaginary frequency corresponds to a molecular movement downhill from a saddle point. Choice 3 of 3:C. All molecular structures have at least one imaginary frequency.arrow_forwardConsider the following statements as they apply to infrared spectroscopy. Decide if each is true or false. True False The quantized nature of molecular vibrations are generally understood in terms of a rigid rotor model. True False Absorption bands in infrared spectroscopy are due to vibrational and rotational-vibrational transitions in molecules. True False For a given pair of atoms, the vibrational frequency expected if they are joined by a single bond should be higher than if they are joined by a double bond. True False Because molecules in condensed phases (solids and liquid) are not free to rotate, rotational-vibrational transitions are not observed in their infrared spectra. For this reason, even at high resolution, a condensed phase spectrum is characterized by broad bands. True False Heteronuclear diatomic molecules such as HCl do not absorb infrared radiation.arrow_forward
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