Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 19, Problem 56P

Allowing acetone to react with 2 molar equivalents of benzaldehyde in the presence of KOH in ethanol leads to the formation of compound X. The 13 C NMR spectrum of X is given in Fig. 19.1. Propose a structure for compound X.

Chapter 19, Problem 56P, Allowing acetone to react with 2 molar equivalents of benzaldehyde in the presence of KOH in ethanol

FIGURE 19.1 The broadband proton-decoupled 13 C NMR spectrum of compound X, problem

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ORGANIC CHEMISTRY PLEASE EXPLAIN, SEE PHOTO:  A compound, with molecular formula C5H10Br2 displays the following 13C NMR along with the DEPT-90 and DEPT-135 13C NMR spectra. Identify the structure of this compound. Please annotate each of the spectra, explaining what each signal or absence of signal means and the information obtained from each.
8 8. Correlate each signal in the following 'H NMR for ethyl cinnamate with a particular set of hydrogens. Be sure to explain the location of the signal, the integration pattern, and the splitting pattern for all peaks. 'H NMR (300 MHz, DMSO): 1.21 (3H, t), 4.06 (2H, q), 6.31 (1H, d), 7.48 (1H, d), 7.33 (1H, t), 7.38 (2H, m), 7.54 (2H, d). 7 6 5 4 PPM 3 2 1 X 0

Chapter 19 Solutions

Organic Chemistry

Ch. 19 - Practice Problem 19.11 Outlined below is a...Ch. 19 - Prob. 12PPCh. 19 - Prob. 13PPCh. 19 - Prob. 14PPCh. 19 - Practice Problem 19.15 Starting with ketones and...Ch. 19 - Practice Problem 19.16 Assuming that dehydration...Ch. 19 - Practice Problem 19.17 What starting compound...Ch. 19 - Practice Problem 19.18 What experimental...Ch. 19 - Prob. 19PPCh. 19 - Practice Problem 19.20 When acrolein (propenal)...Ch. 19 - Prob. 21PPCh. 19 - PRACTICE PROBLEM 19.22 Qutline reasonable...Ch. 19 - Prob. 23PCh. 19 - Show all steps in the following syntheses. You may...Ch. 19 - Prob. 25PCh. 19 - Prob. 26PCh. 19 - Prob. 27PCh. 19 - 19.28 Show how the diketone at the right could be...Ch. 19 - Prob. 29PCh. 19 - 19.30 Write a detailed mechanism for the following...Ch. 19 - Prob. 31PCh. 19 - Prob. 32PCh. 19 - 19.33 Predict the products from each of the...Ch. 19 - Prob. 34PCh. 19 - Show how each of the following transformations...Ch. 19 - Prob. 36PCh. 19 - What reagents would you use to bring about each...Ch. 19 - Prob. 38PCh. 19 - Prob. 39PCh. 19 - 19.40 When the aldol reaction of acetaldehyde is...Ch. 19 - Prob. 41PCh. 19 - Prob. 42PCh. 19 - 19.43 The following reaction illustrates the...Ch. 19 - What is the structure of the cyclic compound that...Ch. 19 - Prob. 45PCh. 19 - Prob. 46PCh. 19 - Prob. 47PCh. 19 - Predict the products from the following reactions....Ch. 19 - Prob. 49PCh. 19 - Prob. 50PCh. 19 - Prob. 51PCh. 19 - Prob. 52PCh. 19 - Prob. 53PCh. 19 - The Perkin condensation is an aldol-type...Ch. 19 - 19.55 (a) Infrared spectroscopy provides an easy...Ch. 19 - Allowing acetone to react with 2 molar equivalents...Ch. 19 - (+) Fenchone is a terpenoid that can be isolated...Ch. 19 - Prob. 58PCh. 19 - Prob. 59PCh. 19 - 19.60 Develop a synthesis for the following...Ch. 19 - 19.61 Provide a mechanism for each of the...Ch. 19 - 19.62 (a) Deduce the structure of product A,...Ch. 19 - Prob. 63PCh. 19 - Prob. 1LGP
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