ORGANIC CHEMISTRY W/SSM >CB<
8th Edition
ISBN: 9781323748688
Author: Bruice
Publisher: PEARSON C
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Textbook Question
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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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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Chapter 13 Solutions
ORGANIC CHEMISTRY W/SSM >CB<
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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- There are three carbon–oxygen bonds in methyl acetate. a. What are their relative bond lengths? b. What are the relative infrared (IR) stretching frequencies of these bonds?arrow_forwardWhat is the frequency range of the characteristic absorption bands of the following bonds? (a) C=O _______________ (b) O-H _______________ (c) C=C _______________ (d) C-C _______________arrow_forwardGiven that the force constants are similar for C - H and C - C bonds, explain why the stretching vibration of a C - H bond occurs at a larger wavenumber.arrow_forward
- Without doing the calculation, which member of each pair do you expect to occur at the higher frequency? Q) C=O or C=C stretchingarrow_forwardAll of the following are reasons electronic spectra of molecules typically contain broad peaks EXCEPT There are rotational states present (in addition to electronic transitions) There are many states of similar energy for each transition There are vibrational states present (in addition to electronic transitions) All electronic transitions are forbidden and thus have long lifetimesarrow_forwardA. Match the following IR spectra with their respective molecules methyl chloride (CH3Cl),methyl bromide (CH3Br), and methyl iodide (CH3I). Explain the answerS.B. Indicate the positions of C—H stretch, H—C—H bend, and other major vibrational modes inall spectra.C. Calculate the number of vibrational modes in methyl chloride.arrow_forward
- Determine the important absorption peaks and types of bonds in this infrared spectrumarrow_forwardWe know how to determine the total number of vibrational modes for a molecule with a given number of atoms. If the stretching frequencies you identified are the only ones appearing in the diagnostic region, and each bond contributes one stretching mode, how many additional vibrational modes must be represented in the overlapping signals in the fingerprint region for each of these molecules?arrow_forward1- Order the highest to lowest frequency of vibration in the infrared (IR) region of the following infrared groups, justifying the answer based on infrared spectroscopy.arrow_forward
- Which has a lower characteristic stretching Frequency, the C=O bond or band C-O bond.arrow_forward1. Arrange the following in decreasing order of stretching vibration frequency.A. C = S, C = N, C = C, C=O B. C- H, N-H, O-H C. How many vibrational degrees of freedom does a chloroform (CHCl3) molecule possess? 2. What are some of the factors that can make interpreting IR spectra more difficult and that should be considered to avoid band misinterpretation?arrow_forward
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