Spectra EZDO 180160 140120100BOppm60S4020107S210ppm400030002000Wavenumbers, cm¹15001000500Structure:IR:13C NMR:Number of types of C:Chemical shift(s) of signals:'H NMR:Number of types of H:Chemical shift(s) of signals:• Integrations:• Multiplicity of peaks: Objectives:To use spectroscopic data to identify organic moleculesTo predict infrared and 'H and 13C NMR spectroscopic data for organic molecules.Through the above, to gain comfort with spectroscopy and mass spectrometry as they are used in modem organic chemistry.1. The skeletal structures for a set of seven C4H10 alcohols and ethers are provided below (although just forfun, you could cover them and make sure that you could draw them!). Determine which of the seven compounds matches with each ofthe five following sets of data, A-E, consisting of infrared and 'H and 13C NMR spectra. You may find it helpful to draw or redraw themshowing the hydrogens explicitly, and/or to determine the number of types of H's and C's.On the page of each data set, draw the structure of the corresponding molecule with the data, and indicate, for eachspectrum, what about those data is important in determining that the correct molecule has been chosen. In the case of the IR spectrum,cite absorbance bands that are present (or absent). For the 13C NMR spectrum and 'H NMR spectrumdescribe how the number of signals and their chemical shifts fit the structure chosen. For the 'H spectrum, also do the same with thedata from integration of the signals and their multiplicity.Structures of the four alcohols and three ethers:OHTOHtoOHДон

13C-NMR is used to find the chemically equivalent carbons of unknown compound.1H-NMR is used to find…

Spectra E 200 180 160 140 120 100 BO 60 40 20 10 9 B 7 6 4 3 ppm ppm 4000 3000 2000 1500 1000 500 Wavenumbers, cm¹ Structure: IR: 13C NMR: . Number of types of C: • Chemical shift(s) of signals: 1H NMR: • Number of types of H: • Chemical shift(s) of signals: • Integrations: • Multiplicity of peaks:

Spectra E 200 180 160 140 120 100 BO 60 40 20 10 9 B 7 6 4 3 ppm ppm 4000 3000 2000 1500 1000 500 Wavenumbers, cm¹ Structure: IR: 13C NMR: . Number of types of C: • Chemical shift(s) of signals: 1H NMR: • Number of types of H: • Chemical shift(s) of signals: • Integrations: • Multiplicity of peaks:

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 30AP

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