Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 13.7, Problem 13.5P
Draw the integral trace expected for the NMR spectrum of tert-butyl acetoacetate, shown in Figure13-17.
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Chapter 13 Solutions
Organic Chemistry (9th Edition)
Ch. 13.5A - In a 300-MHz spectrometer, the protons in...Ch. 13.5B - Prob. 13.2PCh. 13.6 - Determine the number of different kinds of protons...Ch. 13.6 - Prob. 13.4PCh. 13.7 - Draw the integral trace expected for the NMR...Ch. 13.7 - Prob. 13.6PCh. 13.8C - Draw the NMR spectra you would expect for the...Ch. 13.8D - Draw the NMR spectra you expect for the following...Ch. 13.8D - a. Assign protons to the peaks in the NMR spectrum...Ch. 13.8D - Prob. 13.10P
Ch. 13.8D - Two spectra are shown. Propose a structure that...Ch. 13.9 - Prob. 13.12PCh. 13.9 - The spectrum of trans-hex-2-enoic acid follows. a....Ch. 13.9 - Prob. 13.14PCh. 13.9 - Prob. 13.15PCh. 13.10 - Prob. 13.16PCh. 13.10 - If the imaginary replacement of either of two...Ch. 13.10 - Predict the theoretical number of different NMR...Ch. 13.11B - Prob. 13.19PCh. 13.11B - Prob. 13.20PCh. 13.11B - Prob. 13.21PCh. 13.11B - Prob. 13.22PCh. 13.11B - Prob. 13.23PCh. 13.11B - Prob. 13.24PCh. 13.12E - Draw the expected broadband-decoupled 13 C N M R...Ch. 13.12E - a. Show which carbon atoms correspond with which...Ch. 13.12E - Repeat Problem13-25, sketching the...Ch. 13.12F - Prob. 13.28PCh. 13.13 - A bottle of allyl bromide was found to contain a...Ch. 13.13 - A laboratory student was converting cyclohexanol...Ch. 13.14 - Sets of spectra are given for two compounds. For...Ch. 13 - An unknown compound has the molecular formula C 9...Ch. 13 - Prob. 13.34SPCh. 13 - Predict the approximate chemical shifts of the...Ch. 13 - Prob. 13.36SPCh. 13 - Prob. 13.37SPCh. 13 - Prob. 13.38SPCh. 13 - Prob. 13.39SPCh. 13 - Prob. 13.40SPCh. 13 - For each compound shown below. 1. sketch the 13 C...Ch. 13 - Prob. 13.42SPCh. 13 - Prob. 13.43SPCh. 13 - Prob. 13.44SPCh. 13 - Prob. 13.45SPCh. 13 - Prob. 13.46SPCh. 13 - A compound was isolated as a minor constituent in...Ch. 13 - Prob. 13.48SPCh. 13 - The three isomers of dimethylbenzene are commonly...Ch. 13 - a. Draw all six isomers of formula C 4 H 8...Ch. 13 - Prob. 13.51SPCh. 13 - Hexamethylbenzene undergoes free-radical...Ch. 13 - Each of these four structures has molecular...Ch. 13 - Prob. 13.54SPCh. 13 - Phenyl Grignard reagent adds to 2-methylpropanal...Ch. 13 - Prob. 13.56SP
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- Would you expect the 1H NMR spectrum of (S)-naproxen to be different from or identical with the NMR spectrum of racemic naproxen shown in Figure 1?arrow_forwardFor the following 9 compounds (most of which were the ones used in this lab), tell me what peaks you would expect to see in the 'H-NMR spectrum of those compounds. I have provided table for you to fill out with approximate chemical shift (ppm units), peak multiplicity_(singlet, doublet, etc.) and integration of the signal (how many protons would give that signal). No IR data is required. In addition, tell me the number of 13C-NMR signals you would expect to see [specific 13C shifts are not required] Predictarrow_forwardAssign all of the signals in the ¹H NMR spectrum for propyl acetate. Fill in the table below with the 'H NMR data. Number each proton (or set of protons) to match the corresponding peak in the NMR. Integration Splitting Propyl acetate structure with protons labeled Signal - Chemical shift (ppm) 1 2 3 4 11 propyl acetate 10 9 8 7 6 5 ppm 2H, triplet 4 3 3H, singlet 3H, triplet 2H, sextet 2 1 Figure 3.7 ¹H NMR spectrum for propyl acetate. 0arrow_forward
- Please don't provide handwritten solution ...arrow_forwardPlease do C-NMR for this moleculearrow_forwardThe 1H NMR spectrum for 4-methoxyphenyl acetate was run. Determine the integration and assign peaks for the following protons explaining why they show up at the following chemical shifts.arrow_forward
- I need help calculating the NMR chemical shifts for this compound.arrow_forwardTwo bottles labelled cis-cyclohexandiol were found in a laboratory. Because of their differing melting points, the bottles clearly contained two different cis-cyclohexandiol isomers. To determine which isomer was in which bottle, the chemist decided to run ¹3C NMR spectra on a sample of each. The three possible products were as in the figure. (Figure 1) The two ¹³C NMR proton-decoupled spectra contained the following data: ● ● Figure HO spectrum of sample in bottle A: 20.20, 62.55 spectrum of sample in bottle B: 16.09, 29.52, 36.15, 63.08 OH OH OH 1 of 1 OH OH Part A Identify which isomer was present in the bottle A. OH HO OH OH OH OHarrow_forwardHi can you help me find the chemical reaction and molecular structure of this Nmr.arrow_forward
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