Answered: H NMR of D 2H ЗН 2H 2 H 1H 11 10 6. ppm

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H NMR of D 2H ЗН 2H 2 H 1H 11 10 6. ppm

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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Concept explainers

NMR Spectroscopy

NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra of visible light and all bands of electromagnetic radiation is called spectroscopy.

Question

An unknown compound D exhibits a strong absorption in its IR spectrum at 1692 cm⁻¹. The mass spectrum of D shows a molecular ion at m/z = 150 and a base peak at 121. The ¹H NMR spectrum of D is shown below. What is the structure of D?

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I have an NMR spectrum. There are 5 peaks. There is a doublet at 9.6 ppm (integrates to 2H) where aldehydes usually arise, don't know why there is a doublet. There is another doublet at 6.8 ppm, again integrating to 2H. There is a singlet at 4.5 ppm, integrating to 1H. There is a quartet at 3.4 ppm integrating to 2H, and lastly there is triplet at 1.2 ppm integrating to 3H. i recofnize the ethyl group but don't understand the peak at 9.6 unless it is not an aldehyde.