Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 14, Problem 14.38SP
- a. Predict the values of m/z and the structures of the most abundant fragments you would observe in the mass spectrum of di-n-propyl ether.
- b. Give logical fragmentations to account for the following ions observed in the mass spectrum of 2-methoxypentane 102, 87, 71, 59, 31.
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Chapter 14 Solutions
Organic Chemistry (9th Edition)
Ch. 14.2C - Rank the given solvents in decreasing order of...Ch. 14.2D - Prob. 14.2PCh. 14.2D - In the presence of 18-crown-6, potassium...Ch. 14.3B - Give a common name (when possible) and a...Ch. 14.3C - Prob. 14.5PCh. 14.3C - Name the following heterocyclic ethers.Ch. 14.4 - Propose a fragmentation to account for each...Ch. 14.5 - Prob. 14.8PCh. 14.5 - Prob. 14.9PCh. 14.6 - Prob. 14.10P
Ch. 14.7 - Explain why bimolecular condensation is a poor...Ch. 14.7 - Prob. 14.12PCh. 14.7 - Prob. 14.13PCh. 14.8 - Prob. 14.14PCh. 14.8 - Prob. 14.15PCh. 14.8 - Prob. 14.16PCh. 14.10A - Prob. 14.17PCh. 14.10A - Prob. 14.18PCh. 14.10B - Prob. 14.19PCh. 14.11B - Show how you would accomplish the following...Ch. 14.11B - Prob. 14.21PCh. 14.12 - Prob. 14.22PCh. 14.12 - Prob. 14.23PCh. 14.12 - Prob. 14.24PCh. 14.13 - Prob. 14.25PCh. 14.13 - Prob. 14.26PCh. 14.14 - Prob. 14.27PCh. 14.15 - Give the expected products of the following...Ch. 14 - Write structural formulas for the following...Ch. 14 - Give common names for the following compounds. a....Ch. 14 - Give IUPAC names for the following compounds. a....Ch. 14 - Glycerol (propane-1,2,3-triol) is a viscous syrup...Ch. 14 - Prob. 14.33SPCh. 14 - Show how you would make the following ethers,...Ch. 14 - (A true story.) An inexperienced graduate student...Ch. 14 - Prob. 14.36SPCh. 14 - a. Show how you would synthesize the pure (R)...Ch. 14 - a. Predict the values of m/z and the structures of...Ch. 14 - The following reaction resembles the...Ch. 14 - Prob. 14.40SPCh. 14 - Prob. 14.41SPCh. 14 - Prob. 14.42SPCh. 14 - Give the structures of the intermediates...Ch. 14 - Prob. 14.44SPCh. 14 - Show how you would synthesize the following ethers...Ch. 14 - Prob. 14.46SPCh. 14 - Prob. 14.47SPCh. 14 - Prob. 14.48SPCh. 14 - An acid-catalyzed reaction was carried out using...Ch. 14 - Propylene oxide is a chiral molecule. Hydrolysis...Ch. 14 - Prob. 14.51SPCh. 14 - Prob. 14.52SPCh. 14 - Prob. 14.53SPCh. 14 - Prob. 14.54SPCh. 14 - In 2012, a group led by Professor Masayuki Satake...
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- Use equations to explain the prominent peaks at m>z 74 and m>z 87 in the mass spectrumof 2-methylpentanoic acidarrow_forwardGive logical fragmentation reactions to account for the following ions observed in these mass spectra. (a) N-ethylaniline (PhNHCH2CH3): 121, 106, 77 (b) 1-bromo-2-methylbutane: 152, 150, 123, 121, 71 (base)arrow_forwardGive logical fragmentation reactions to account for the following ions observed in these mass spectra. N-ethylaniline (PhNHCH2CH3): 121, 106, 77arrow_forward
- EI-MS of ortho nitrotoluene shows a large fragment ion at m/z 120 .The EI-MS of Tri deuteron ortho nitrotoluene does not show any peak at m/z 120 but does have a peak at m/z 122 .Show the fragmentation pattern that accounts for the above observation.arrow_forwardGive logical fragmentation reactions to account for the following ions observed in these mass spectra. (a) 2-methylpent-2-ene: 84, 69 (b) pentan-1-ol: 70, 55, 41, 31arrow_forwardA graduate student was following a procedure to make 3-propylcyclohexa-1,4-diene. He overheated the product. He isolated the product, which gave the appropriate =C−H stretch in the IR, but the C=C stretch appeared around 1630 cm−1as opposed to the literature value of 1650 cm−1for the desired product. The mass spectrum showed the correct molecular weight, but the base peak was at M–29 rather than at M–43 as expected. Because of the anomalous IR spectrum, he took a UV spectrum that showed λmaxat 261 nm. c) Draw the structure of the desired product and propose a structure for the actual product d) Show why he expected the MS base peak to be at M–43, and show how your proposed structure would give an intense peak at M–2arrow_forward
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