12th Edition

ISBN: 9781118875766

Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder

Publisher: WILEY

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Chapter 17, Problem 53P

Suggest a synthesis of ibuprofen (Section 5.11) from benzene, employing chloromethylation as one step. Chloromethylation is a special case of the Friedel–Crafts reaction in which a mixture of HCHO and HCL, in the presence of Z N C L 2 , introduces a −- C H 2 C L group into an aromatic ring.

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Chapter 17, Problem 52P

Chapter 17, Problem 54P

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A student proposes the following two-step synthesis of an ether from an alcohol A: 1. strong base A 2. R Is the student's proposed synthesis likely to work? If you said the proposed synthesis would work, enter the chemical formula or common abbreviation for an appropriate strong base to use in Step 1: If you said the synthesis would work, draw the structure of an alcohol A, and the structure of the additional reagent R needed in Step 2, in the drawing area below. If there's more than one reasonable choice for a good reaction yield, you can draw any of them. ☐ Click and drag to start drawing a structure. Yes No ロ→ロ 0|0 G Х D : ☐ ப

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Shown below are five NMR spectra for five different C6H10O2 compounds. For each spectrum, draw the structure of the compound, and assign the spectrum by labeling H's in your structure (or in a second drawing of the structure) with the chemical shifts of the corresponding signals (which can be estimated to nearest 0.1 ppm). IR information is also provided. As a reminder, a peak near 1700 cm-1 is consistent with the presence of a carbonyl (C=O), and a peak near 3300 cm-1 is consistent with the presence of an O–H. Extra information: For C6H10O2 , there must be either 2 double bonds, or 1 triple bond, or two rings to account for the unsaturation. There is no two rings for this problem. A strong band was observed in the IR at 1717 cm-1

Chapter 17 Solutions

Organic Chemistry

Ch. 17 - Practice Problem 17.1 Give an IUPAC systematic...Ch. 17 - Prob. 2PP Ch. 17 - Practice Problem 17.3 Write structural formulas...Ch. 17 - Practice Problem 17.4 Show how each of the...Ch. 17 - Practice Problem 17.5 Show how you could prepare...Ch. 17 - Practice Problem 17.6 (a) Which of the carboxylic...Ch. 17 - Prob. 7PP Ch. 17 - Prob. 8PP Ch. 17 - Practice Problem 17.9 Esters can also be...Ch. 17 - Prob. 10PP

Ch. 17 - Prob. 11PP Ch. 17 - Practice Problem 17.12 What products would you...Ch. 17 - Practice Problem 17.13 (a) Provide the reagents...Ch. 17 - Prob. 14PP Ch. 17 - Practice Problem 17.15 Using decarboxylation...Ch. 17 - Practice Problem 17.16 Diacyl peroxides, ,...Ch. 17 - Prob. 17P Ch. 17 - Give an IUPAC systematic or common name for each...Ch. 17 - Prob. 19P Ch. 17 - Prob. 20P Ch. 17 - 17.21 What major organic product would you expect...Ch. 17 - Prob. 22P Ch. 17 - Prob. 23P Ch. 17 - Prob. 24P Ch. 17 - Prob. 25P Ch. 17 - 17.26 What products would you expect to obtain...Ch. 17 - Write structural formulas for the major organic...Ch. 17 - 17.28 Indicate reagents that would accomplish each...Ch. 17 - Write structural formulas for the major organic...Ch. 17 - Prob. 30P Ch. 17 - Prob. 31P Ch. 17 - Prob. 32P Ch. 17 - 17.33 On heating,...Ch. 17 - Prob. 34P Ch. 17 - Prob. 35P Ch. 17 - 17.36 Show how pentanoic acid can be prepared from...Ch. 17 - 17.37 The active ingredient of the insect...Ch. 17 - Prob. 38P Ch. 17 - Prob. 39P Ch. 17 - Give stereochemical formulas for compounds AQ:...Ch. 17 - 17.41 -Glyceraldehyde can be transformed into...Ch. 17 - Prob. 42P Ch. 17 - Prob. 43P Ch. 17 - 17.44 Given here are the NMR spectra and carbonyl...Ch. 17 - 17.45 Compound Y dissolves slowly when warmed...Ch. 17 - Prob. 46P Ch. 17 - Prob. 47P Ch. 17 - Prob. 48P Ch. 17 - Prob. 49P Ch. 17 - Prob. 50P Ch. 17 - Prob. 51P Ch. 17 - 17.52 Starting with 1-naphthol, suggest an...Ch. 17 - Suggest a synthesis of ibuprofen (Section 5.11)...Ch. 17 - Prob. 54P Ch. 17 - Prob. 55P Ch. 17 - Prob. 1LGP Ch. 17 - Prob. 2LGP Ch. 17 - Prob. 3LGP Ch. 17 - Prob. 4LGP

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