A compound with the molecular formula C4H8O2 gives a ¹H NMR spectrum with the following three signals. What is the structure the compound? 1.21 ppm (6H, doublet) 2.59 ppm (1H, septet) 11.38 ppm (1H, singlet) OH OF OH OH OH

A compound with the molecular formula C4H8O2 gives a ¹H NMR spectrum with the following three signals. What is the structure the compound? 1.21 ppm (6H, doublet) 2.59 ppm (1H, septet) 11.38 ppm (1H, singlet) OH OF OH OH OH

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 53GP: The compound whose 1H NMR spectrum is shown has the molecular formula C3H6Br2. 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

A compound with the molecular formula C4H8O2 gives a ¹H NMR spectrum with the following three signals. What is the structure
the compound?
1.21 ppm (6H, doublet)
2.59 ppm (1H, septet)
11.38 ppm (1H, singlet)
O
OH
OH
OH
OH

How many signals will be expected in the ¹H NMR spectrum of the following compound?

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