Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter 21, Problem 33P
Compound Z (C5H10O) decolorizes bromine in carbon tetrachloride. The IR spectrum of Z shows a broad peak in the 3200–3600-cm−1 region. The 300-MHz1H NMR spectrum of Z is given in Fig. 21.3. Propose a structure for Z.
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Treatment of benzoic acid (C6H5CO2H) with NaOH followed by 1-iodo-3methylbutane forms H. H has a molecular ion at 192 and IR absorptions at 3064, 3035, 2960−2872, and 1721 cm−1. Propose a structure for H.
Shown are the H NMR spectra for 2 isomeric compounds of the formula C5H10O. The IR spectrum of both have an absorption in the region of 1700 to 1730 cm-1. Provide the structure for each compound, and which hydrogen atoms give rise to the peaks in each spectrum.
The peak at 7.27 ppm can be ignored, and the red numbers are integration values.
Shown are the H NMR spectra for 2 isomeric compounds three and four of the formula C5H10O. The IR spectrum of both have an absorption in the region of 1700 to 1730 cm-1. Provide the structure for each compound, and which hydrogen atoms give rise to the peaks in each spectrum.
The peak at 7.27 ppm can be ignored, and the red numbers are integration values.
Chapter 21 Solutions
Organic Chemistry
Ch. 21 - PRACTICE PROBLEM
21.1 If we examine Table 21.1, we...Ch. 21 - PRACTICE PROBLEM If we examine Table 21.1, we see...Ch. 21 - Prob. 3PPCh. 21 - PRACTICE PROBLEM
21.4 Predict the products of each...Ch. 21 - Prob. 5PPCh. 21 - PRACTICE PROBLEM
21.6 What are compounds A and B...Ch. 21 - Prob. 7PPCh. 21 - PRACTICE PROBLEM Outline a possible synthesis of...Ch. 21 - PRACTICE PROBLEM 1-Fluoro-2,4-dinitrobenzene is...Ch. 21 - PRACTICE PROBLEM
21.10 When o-chlorotoluene is...
Ch. 21 - PRACTICE PROBLEM When 2-bromo-1,3-dimethylbenzene...Ch. 21 - PRACTICE PROBLEM (a) Outline a step-by-step...Ch. 21 - Rank the following in order of increasing acidity.Ch. 21 - Prob. 14PCh. 21 - Prob. 15PCh. 21 - Describe a simple chemical test that could be used...Ch. 21 - Prob. 17PCh. 21 - Predict the product of the following reactions.Ch. 21 - 21.19 A synthesis of the β-receptor blocker called...Ch. 21 - Prob. 20PCh. 21 - When m-chlorotoluene is treated with sodium amide...Ch. 21 - Prob. 22PCh. 21 - Prob. 23PCh. 21 - Prob. 24PCh. 21 - Prob. 25PCh. 21 - Prob. 26PCh. 21 - Prob. 27PCh. 21 - Prob. 28PCh. 21 - Prob. 29PCh. 21 - Prob. 30PCh. 21 - Prob. 31PCh. 21 - 21.32 A compound X (C10H14O) dissolves in aqueous...Ch. 21 - 21.33 Compound Z (C5H10O) decolorizes bromine in...Ch. 21 - Explain why, in the case shown, the allyl group...Ch. 21 - In protic solvents the naphthoxide ion (I) is...Ch. 21 - Prob. 36PCh. 21 - Prob. 37PCh. 21 - Prob. 38PCh. 21 - Prob. 39PCh. 21 - Prob. 40PCh. 21 - 21.41 Compound W was isolated from a marine...Ch. 21 - 21.42 Phenols generally are not changed on...Ch. 21 - 21.43 Open the molecular model file for benzyne...Ch. 21 - Which of the following would be the strongest...Ch. 21 - What products would you expect from the following...Ch. 21 - Prob. 3QCh. 21 - Prob. 4QCh. 21 - 21.5 Complete the following synthesis:
Ch. 21 - Prob. 6QCh. 21 - 21.7 Select the stronger acid.
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