Answered: H NMR of D 2H 3 H 2H 2H 1H 11 10 9 8 7…

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H NMR of D 2H 3 H 2H 2H 1H 11 10 9 8 7 2 1 ppm

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter18: Ethers And Epoxides; Thiols And Sulfides

Section18.9: Spectroscopy Of Ethers

Problem 18P: The 1H NMR spectrum shown is that of a cyclic ether with the formula C4H8O. Propose a structure.

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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?

H NMR of D
2H
3 H
2H
2H
1H
11
10 9
8 7
2
1
ppm

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