Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 13, Problem 67P
Give approximate wavenumbers for the major characteristic IR absorption bands that would be given by each of the following compounds:
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Give approximate wavenumbers for the major characteristic IR absorption bands that would be given by each of the following compounds:
The IR spectrum below belongs to an organic compound A having one nitrogen atom.
Determine which structures that fits to the IR spectrum. Justify your answer by providing two (2)
IR absorption peaks with their wavenumber.
CN
NH2
Ahsorbance / 4
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Wavenumbers / cm
How many 13C peaks should be seen in the broad-band decoupled spectrum of the structure at the right?
Chapter 13 Solutions
Organic Chemistry (8th Edition)
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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- 20) An unknown compound has the chemical formula CH₂O. It's IR spectrum and ¹H NMR spectrum are shown below. Propose a structure for the unknown molecule. Calculate the Degrees of Unsaturation (DU), assign any important peaks in the IR spectrum to vibrational modes and briefly explain why the structure fits the 'H NMR spectrum that is provided Degrees of unsaturation (show work below): 442 Du= (2(3)+2)-6 2 -8-16 - 2²/2/2 = 1 3437 1739 Amply 0 Vibrational Assignments of IR Peaks Wavenumber (cm-¹) Vibrational Assignment 0-4 stretch 6=0 strekh Peak 1: 9.79 ppm 14 Singlet 3 8 Brief rationalization for proposed structure: (explain why DU, IR, and NMR are consistent with proposed structure) ppm Peak 2 2.45 ppm 2H Quartet Peak 3 1.11 ppm 3H Triplet D Proposed structure of unknown:arrow_forwardIdentify the important absorption peak and its description in the IR spectra.arrow_forwardThe IR spectra of two isomers are given below. Identify which IR spectra belong to isopropylbenzene and propylbenzene, respectively. How we decide them?arrow_forward
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- Why are n-π* transitions generally of low intensities/low absorptions? What photon energy and wavelength would you need to send on a compound having an energy gap (Eg) of 2.7 eV? Detail your answer with appropriate information. Using molecular orbital theory/concept (draw the important molecular orbitals), explain the difference in absorption for the phenolphthalein in neutral medium or in basic medium, both for the n-π* and the π-π* transition.arrow_forwardAssign bond types that correspond to the absorption in the IR spectrum of unknown X.arrow_forwardWhich of the following molecules would be expected to have absorbance in the IR range from an asymmetric stretching vibration? CO2 CF4 CCl4 NO2 All of the above.arrow_forward
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