Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 13, Problem 13.54SP
Interpretation Introduction
Interpretation: The signals expected to be seen in the
Concept introduction: NMR spectroscopy is a technique used to determine a unique structure of the compound. It identifies the carbon-hydrogen bonding of an organic compound. A hydrogen atom is called as a proton in the NMR spectroscopy.
To estimate: The signals expected to be seen in the
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How many unique 13C NMR signals exist in the spectrum for the compound?
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Explain how to distinguish between the members of each pair of constitutional isomers based on the number of signals in the proton-decoupled 13C-NMR spectrum of each member.
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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- Following are two constitutional isomers with the molecular formula C4H8O2. (a) Predict the number of signals in the 1H-NMR spectrum of each isomer. (b) Predict the ratio of areas of the signals in each spectrum. (c) Show how you can distinguish between these isomers on the basis of chemical shift.arrow_forwardAscaridole is a natural product that has been used to treat intestinal worms. Explain why the two methyls on the isopropyl group in ascaridole appear in its 1H-NMR spectrum as four lines of equal intensity, with two sets of two each separated by 7 Hz.arrow_forwardPropose structures for compounds that fit the following descriptions: (a) A hydrocarbon with seven lines in its 13C NMR spectrum (b) A six-carbon compound with only five lines in its 13C NMR spectrum (c) A four-carbon compound with three lines in its 13C NMR spectrumarrow_forward
- Identify the number of signals observed for the following 4 molecules in 13C NMR and H NMR spectroscopy respectively. (Enter the values separated by a comma without any space in between, eg. 1,1 etc.) HO 'HO, 2 CI Compound 1 Compound 2 Compound 3 Compound 4arrow_forwardHow many distinct signals would appear in the (proton-decoupled) 13C NMR spectrum for the following compound? 7 8 9arrow_forwardAssign NMR peaks to the following molecule:arrow_forward
- 1) Propose the structures for the following 1H and 13C NMR spectrum. b) Molecular Formula: C8H8O3 1H-NMR, CDCl3 Solvent, Molecular Formula: C8H8O3 13C-NMR, CDCl3 Solvent, Molecular Formula: C8H8O3 in the picturesarrow_forwarda.) Annotate the 1H - NMR spectrum by labeling each signal (A-Z) and assigning them to the correct hydrogens on the structure of your unknown molecule Annotate the 13C- NMR spectrum by labeling each signal (A-Z) and then assign the A-Z labels to the correct carbons on the structure of your unknown molecule.arrow_forward1) Propose the structures for the following 1H and 13C NMR spectra. a) Molecular Formula: C5H10O2 1H-NMR, CDCl3 Solvent, Molecular Formula: C5H10O2 13C-NMR, CDCl3 Solvent, Molecular Formula: C5H10O2 in the picturesarrow_forward
- Provide the chemical shifts, integration (or ratio), and multiplicity for the signals in the 1H NMRspectrum and draw the expected 1H NMR spectrum for each of the following compounds:arrow_forwardThe proton nmr is 2H doublet at about 3.4 1H nonet at 1.5 6H doublet at about 1.parrow_forwardPredict the number of signals in the 13C NMR spectrum. Provide a rough sketch of the 13C NMR spectrum of compound A.arrow_forward
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