Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 10.13, Problem 19P
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Chapter 10 Solutions
Essential Organic Chemistry, Global Edition
Ch. 10.1 - Prob. 1PCh. 10.2 - What would distinguish the mass spectrum of...Ch. 10.2 - Prob. 3PCh. 10.3 - Prob. 5PCh. 10.3 - Suggest possible molecular formulas for a compound...Ch. 10.3 - Prob. 7PCh. 10.4 - Prob. 8PCh. 10.4 - Prob. 9PCh. 10.5 - Prob. 10PCh. 10.5 - Prob. 11P
Ch. 10.6 - Identify the ketone responsible for the mass...Ch. 10.6 - Prob. 13PCh. 10.8 - Prob. 14PCh. 10.8 - Prob. 15PCh. 10.12 - Which will occur at a larger wavenumber: a. a C :...Ch. 10.13 - Which will occur at a larger wavenumber: a. the C...Ch. 10.13 - Prob. 18PCh. 10.13 - Prob. 19PCh. 10.13 - Which will show an O 8 H stretch at a larger...Ch. 10.14 - Prob. 21PCh. 10.14 - Prob. 22PCh. 10.15 - Prob. 23PCh. 10.15 - Prob. 24PCh. 10.17 - Prob. 25PCh. 10.18 - Prob. 26PCh. 10.18 - Prob. 27PCh. 10.19 - Prob. 28PCh. 10.19 - Prob. 29PCh. 10.22 - How many signals would you expect to see in the 1H...Ch. 10.22 - Prob. 31PCh. 10.22 - Prob. 32PCh. 10.23 - Where would you expect to find the 1H NMR signal...Ch. 10.24 - Prob. 34PCh. 10.25 - Prob. 35PCh. 10.25 - Prob. 36PCh. 10.25 - Prob. 37PCh. 10.26 - Prob. 38PCh. 10.26 - Which of the following compounds is responsible...Ch. 10.27 - Prob. 40PCh. 10.27 - Prob. 41PCh. 10.27 - The 1H NMR spectra of two carboxylic acids with...Ch. 10.28 - Prob. 43PCh. 10.28 - Prob. 44PCh. 10.28 - Prob. 45PCh. 10.28 - Describe the 1H NMR spectrum you would expect for...Ch. 10.28 - Identify the compound with molecular formula...Ch. 10.29 - Prob. 48PCh. 10.29 - Prob. 49PCh. 10.29 - Identify the compound with a molecular formula of...Ch. 10 - In the mass spectrum of the following compounds,...Ch. 10 - For each of the following pairs of compounds,...Ch. 10 - Draw the structure of a saturated hydrocarbon that...Ch. 10 - Prob. 54PCh. 10 - Prob. 55PCh. 10 - How could you use UV spectroscopy to distinguish...Ch. 10 - Prob. 57PCh. 10 - Predict the relative intensities of the molecular...Ch. 10 - Prob. 59PCh. 10 - List the following compounds in order from highest...Ch. 10 - How can 1H NMR be used to prove that the addition...Ch. 10 - There are four esters with molecular formula...Ch. 10 - Prob. 63PCh. 10 - Prob. 64PCh. 10 - Each of the IR spectra presented here is...Ch. 10 - Prob. 66PCh. 10 - Five compounds are shown for each of the following...Ch. 10 - Prob. 68PCh. 10 - Prob. 69PCh. 10 - Phenolphthalein is an acidbase indicator. In...Ch. 10 - Which one of the following five compounds produced...Ch. 10 - Prob. 72PCh. 10 - Prob. 73PCh. 10 - Prob. 74PCh. 10 - How could 1H NMR distinguish between the compounds...Ch. 10 - Prob. 76PCh. 10 - Prob. 77PCh. 10 - The 1H NMR spectra of three isomers with molecular...Ch. 10 - The 1H NMR spectra of three isomers with molecular...Ch. 10 - Identify the following compounds. (Relative...Ch. 10 - An alkyl halide reacts with an alkoxide ion to...Ch. 10 - Determine the structure of a compound with...
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- Would you expect two diastereomers such as meso-2, 3-dibromobutane and (2R, 3R)-dibromobutane to have identical or different IR spectra? Explain.arrow_forwardThe carbonyl absorptions of esters X and Y differ by 25 cm−1. Which compound absorbs at higher wavenumber and why?arrow_forwardThe carbonyl absorptions of esters X and Y differ by 25 cm−1. Whichcompound absorbs at higher wavenumber and why?arrow_forward
- Rank the following compounds from highest wavenumber to lowest wavenumber for their C - O absorption band:arrow_forwardAssign peaks from 1500 to 2000 cm-1 for the IR spectrum of 3-acetoxybenzoic acid.arrow_forwardExplain the order of chemical shifts of the carbon atoms in the 13C spectra of cyclohexanone (fig 22.6 ) and adipic acid (fig .22.9) attached below .arrow_forward
- The carbonyl absorption of an amide typically occurs in the 1630–1680 cm-1 range, while the carbonyl absorption of an ester occurs at much higher wavenumber, typically 1735–1745 cm-1. Account for this difference.arrow_forwarda. An oxygen-containing compound shows an absorption band at ~1700 cm-1 and no absorption bands at ~3300 cm-1, ~2700 cm-1, or ~1100 cm-1. What class of compound is it? b. A nitrogen-containing compound shows no absorption band at ~3400 cm-1 and no absorption bands between ~1700 cm-1 and ~1600 cm-1 or between 2260 cm-1 and 2220 cm-1. What class of compound is it?arrow_forwardWhat types of bonds are responsible for the absorptions above 1500 cm−1 in the IR spectra for compounds A and B?arrow_forward
- What is the difference between absorption frequencies (infrared spectroscopy) for 2,3-dimethylbut-1-ene and 2,3-dimethylbut-2-ene? Why is it that the first structure has moderate intensity for the C=C bond while the second structure has weak/non-existent intensity for the "same" C=C bond?arrow_forwardA nitrogen-containing compound shows no absorption band at ~3400 cm-1 and no absorption bands between ~1700 cm-1 and ~1600 cm-1 or between 2260 cm-1 and 2220 cm-1. What class of compound is it?arrow_forwardCarbonyl (C=O) group of acetone stretches at 1724 cm-1 in IR but the same group stretches at much lower (1691 cm-1) wave number for 3-Nitroacetophenone. Why?arrow_forward
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