HOOHC=CH2AHow many signals would be at > 100 8 in the proton decoupled 13C NMR spectrum ofcompound A?75

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EBK A SMALL SCALE APPROACH TO ORGANIC L

4th Edition

ISBN:9781305446021

Author:Lampman

Publisher:Lampman

Chapter31: An Oxidation–reduction Scheme: Borneol, Camphor, Isoborneol

Section: Chapter Questions

Problem 2Q

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When the 1HNMR spectrum of an alcohol is run in dimethylsulfoxide (DMSO) solvent rather than in chloroform, exchange of the ÎŸ-H proton is slow and spin-spin splitting is seen between the ÎŸ-H proton and C-H protons on the adjacent carbon. What spin multiplicities would you expect for the hydroxyl protons in the following alcohols? (a) 2-Methyl-2-propanol (b) Cyclohexanol (c) Ethanol (d) 2-Propanol (e) Cholesterol (f) 1-Methylcyclohexanol
3-Bromo-1-phenyl-1-propene shows a complex NMR spectrum in which the vinylic proton at C2 is coupled with both the C1 vinylic proton (J = 16 Hz) and the C3 methylene protons (J = 8 Hz). Draw a tree diagram for the C2 proton signal, and account for the fact that a five-line multiplet is observed.
The mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this hydrocarbon, and explain the spectral data.
The following 1H NMR peaks were recorded on a spectrometer operating at 200 MHz. Convert each into Î´ units. (a) CHCl3; 1454 Hz (b) CH3Cl; 610 Hz (c) CH3OH; 693 Hz (d) CH2Cl2; 1060 Hz
The integrated 1H NMR spectrum of a compound of formula C4H10O is shown in FIGURE 13-11. Propose a structure.
1H NMR SpectraHow do I solve this?
Select the correct structure corresponding to the 'H NMR spectrum below. Integration values are shown above/adjacent to each signal. C4H¬OC1 1.50 1.00 1.01 II A) CH;CCHCH3 II В) CICH-CCH-CH, ČI C) CH;CH2CH2CI D) CH;CCH,CH,CI ОА В C
Which of the carbon atoms shown displays the signal that is the most downfield in the 13C NMR spectrum? F -C=N | OI III IV OV I = || ||| -C=C- IV V
2) Predict the number of signals expected in the proton spin decoupled 13C NMR spectrum of the compound shown below. H3C. CH3 OCH3
Choose the data that best matches this partial structure; the hydrogens represented by the data are in bold: H H H Od, 2H, 4.0 ppm Os, 2H, 7.1 ppm Od, 2H, 6.8 ppm Ot, 2H, 6.9 ppm H
Select the structure that best fits the integration ratio and peak position in the ¹H NMR spectrum. || ||| ON 5 I OH 4 هام OH || 3 ppm Hot 2 нал IV 1
15. Which of the compounds shown displays five signals in its 13C NMR spectrum? Br Br Br Br Br Br Br & & & & & Br Br Br || IV V |||

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HOO HC=CH2 A How many signals would be at > 100 8 in the proton decoupled 13C NMR spectrum of compound A? 7 5