13C NMR Spectrum (100.0 MHz, D20 solution) CH9NO3 DEPT proton decoupled 200 160 120 80 40 0 (ppm) 'H NMR Spectrum (400 MHz, D20 solution) expansions Note: there are 4 protons which exchange with the D20 solvent 4.3 4.1 ppm 3.6 3.4 ppm 1.3 1.1 ppm HаО and HOD in solvent 7 4 2 1 8 (ppm) 10 8 Determine the structure of the compound.

13C NMR Spectrum (100.0 MHz, D20 solution) CH9NO3 DEPT proton decoupled 200 160 120 80 40 0 (ppm) 'H NMR Spectrum (400 MHz, D20 solution) expansions Note: there are 4 protons which exchange with the D20 solvent 4.3 4.1 ppm 3.6 3.4 ppm 1.3 1.1 ppm HаО and HOD in solvent 7 4 2 1 8 (ppm) 10 8 Determine the structure of the compound.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Section13.SE: Something Extra

Problem 66GP: A 13C NMR spectrum of commercially available 2,4-pentanediol, shows five peaks at 23.3, 23.9, 46.5,...

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The 1H- and 13C-NMR data of an ester of molecular formula C6H10O2 are given below. Also shown are the COSY and HETCOR NMR spectra of the ester. Draw the structure of the ester, explaining how you reach your conclusion. 1H-NMR: 7.20-6.90 (1H), 5.85 (1H), 4.16 (2H), 1.88 (3H), 1.31 (3H) ppm 13C-NMR: 166.7, 144.5, 123.0 , 60.2, 18.0, 14.3 ppm
The NMR spectra for compound 1 were acquired in a 7.5 mg / 0.6 mL solution ofCDCl3 The 1H and 13C peaks are also listedbelow. Provide a analysis of the NMR spectra for compound 1 include rationalisation of COSY1H NMR (400 MHz, CDCl3) δ 7.73 (d, J = 9.5 Hz, 1H), 7.56 (ddd, J = 8.5, 7.5, 1.6 Hz, 1H),7.51 (dd, J = 7.5, 1.6 Hz, 1H), 7.36 (d, J = 8.5 Hz, 1H), 7.30 (dd, J = 8.5, 7.5 Hz, 1H), 6.45(d, J = 9.5 Hz, 1H).13C NMR (101 MHz, CDCl3) δ 160.79, 154.09, 143.43, 131.85, 127.87, 124.44, 118.86,116.94, 116.74.
3 The 1H- and 13C-NMR data of an ester of molecular formula C6H10O2 are given below. Also shown are the COSY and HETCOR NMR spectra of the ester. Identify the ester, explaining how you reach your conclusion. 1H-NMR: 7.20-6.90 (1H), 5.85 (1H), 4.16 (2H), 1.88 (3H), 1.31 (3H) ppm 13C-NMR: 166.7, 144.5, 123.0 , 60.2, 18.0, 14.3 ppm
The NMR spectra for compound 1 were acquired in a 7.5 mg / 0.6 mL solution ofCDCl3 . The 1H and 13C peaks are also listedbelow. Provide a full analysis of the NMR spectra for compound 1. correct assignment of NMR spectra of both 13C spectra. correct rationalisation of 13C spectrum1H NMR (400 MHz, CDCl3) δ 7.73 (d, J = 9.5 Hz, 1H), 7.56 (ddd, J = 8.5, 7.5, 1.6 Hz, 1H),7.51 (dd, J = 7.5, 1.6 Hz, 1H), 7.36 (d, J = 8.5 Hz, 1H), 7.30 (dd, J = 8.5, 7.5 Hz, 1H), 6.45(d, J = 9.5 Hz, 1H).13C NMR (101 MHz, CDCl3) δ 160.79, 154.09, 143.43, 131.85, 127.87, 124.44, 118.86,116.94, 116.74.Note: There are two carbon peaks in the 13C spectrum that are so close together that they are not differentiable at the resolution in this experiment. you should be able to assign these peaks to one of two carbon atoms in 1.
Consider the product below a) Predict the 1H NMR spectrum for this molecule. Predict the multiplicity, integration and relative ppm b) Predict the 13C NMR spectrum and DEPT spectra. Use (+) for positivesignals, (-) for negative signals, and (X) for no signal in the DEPT NMR spectra.
From the spectra, determine the structure of the molecule.Remember to ignore the triad in the 13 C NMR spectrum at 77 ppm thatcomes from the NMR solvent
A chemist records an ESI accurate mass spectrum of an intermediate during a synthesis. The desired compound is C29H31N3O8S. She sees a peak(M+H)^(+) on her ESI-TOF LCMS at 583.1733. The two possibilites for the incorrect feature are A: incoporation of a deuterium at an acidic site from the CDCL3 used for NMR she ran immedately prior LC-MS or B: An amide was hydrolyzed to an acid. Assuming the mass spectrometer is well calibrated, which of these two options is supported by the data. Be sure to explain your answer.
The leaves of the Brazilian Tree Senna multijunga contain a number of pryidine alkaloids that inhibit acetylcholinterinase. Two recentyl isolated isomeric compounds have the strcture have the strcture shown below. (NOTE: M=293) Use the mass spectral data provided to determine the precise location of the hydroxyl group in each isomer. Isomer A: EI-MS, m/z(rel. int): 222(20), 150(10), 136(25), 123(100) Isomer B:EI-MS, m/z(re;. int): 236(20), 150(10), 136(25), 123(100)
The NMR spectra for compound 1 were acquired in a 7.5 mg / 0.6 mL solution ofCDCl3 .. The 1H and 13C peaks are also listedbelow. Provide a full analysis of the NMR spectra for compound 1.1H NMR (400 MHz, CDCl3) δ 7.73 (d, J = 9.5 Hz, 1H), 7.56 (ddd, J = 8.5, 7.5, 1.6 Hz, 1H),7.51 (dd, J = 7.5, 1.6 Hz, 1H), 7.36 (d, J = 8.5 Hz, 1H), 7.30 (dd, J = 8.5, 7.5 Hz, 1H), 6.45(d, J = 9.5 Hz, 1H).13C NMR (101 MHz, CDCl3) δ 160.79, 154.09, 143.43, 131.85, 127.87, 124.44, 118.86,116.94, 116.74. Include: correct assignment of NMR spectra of 1H spectra. correct rationalisation of 1H spectrum
The NMR spectra for compound 1 were acquired in a 7.5 mg / 0.6 mL solution ofCDCl3 The 1H and 13C peaks are also listedbelow. Provide a full analysis of the NMR spectra for compound 1.1H NMR (400 MHz, CDCl3) δ 7.73 (d, J = 9.5 Hz, 1H), 7.56 (ddd, J = 8.5, 7.5, 1.6 Hz, 1H),7.51 (dd, J = 7.5, 1.6 Hz, 1H), 7.36 (d, J = 8.5 Hz, 1H), 7.30 (dd, J = 8.5, 7.5 Hz, 1H), 6.45(d, J = 9.5 Hz, 1H).13C NMR (101 MHz, CDCl3) δ 160.79, 154.09, 143.43, 131.85, 127.87, 124.44, 118.86,116.94, 116.74.
13C NMR of Mesityl Oxide explain
1) 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 pictures