Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 14, Problem 56P
Rank the following compounds from highest wavenumber to lowest wavenumber for their C — O absorption band:
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Rank the following compounds from highest wavenumber to lowest wavenumber for their C=O absorption band:
Rank each of the bonds identified in order of increasing wavenumber.
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4
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- OH
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Rank the following compounds from highest wavenumber to lowest wavenumber for their C - O absorption band:
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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- In the following boxes, list the types of bonds and the approximate wavenumber at which each type of bond is expected to show an IR absorption:arrow_forwardDescribe the number of signals and their splitting in the ¹H NMR spectrum of (CH3)2CHOCH3. 4 signals: 2 doublets, a singlet, and a septet 3 signals: 2 doublets and a septet 3 signals: a doublet, a quartet, and a septet 2 signals: a doublet and a septet 3 signals: a singlet, a doublet, and a septetarrow_forwardWhich molecule below has the following IR absorptions: 3400 cm-¹ (broad), 2948 cm- 1 ¹ (weak), 1768 cm-¹ (strong)? A B C D E OCH 3 OH B NH₂ D H Earrow_forward
- -·|· 4.0 Match the peaks in this spectrum with hydrogens on the structure below. A) I: 0.91 ppm II: 3.29 ppm III: 1.52 ppm IV: 3.23 ppm H3C | 3.0 || H₂ CH3 CH CH3 III IV 2.0 ppm 1.0 B) I: 0.91 ppm II: 3.29 ppm III: 3.23 ppm IV: 1.52 ppm C) 1: 3.23 ppm II: 3.29 ppm +arrow_forwardWhich of the following trends is arranged in increasing wavenumber? form left to right! C≡ C → C=C → C-C sp3 → sp2 → sp C- H → C- O → C-Cl C -C → C-N → C-Oarrow_forwardDescribe the 1H NMR spectrum of each compound. State how many NMR signals are present, the splitting pattern for each signal, and the approximate chemical shiftarrow_forward
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