An aromatic hydrocarbon with a molecular formula of C13H20 has an 1H NMR spectrum with a signal at ~7 ppm that integrates to 5H. It also has twosinglets; one of the singlets has 1.5 times the area of the second. What is the structure of the aromatic hydrocarbon?

An aromatic hydrocarbon with a molecular formula of C13H20 has an 1H NMR spectrum with a signal at ~7 ppm that integrates to 5H. It also has twosinglets; one of the singlets has 1.5 times the area of the second. What is the structure of the aromatic hydrocarbon?

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter15: Benzene And Aromaticity

Section15.SE: Something Extra

Problem 15VC: 1, 6-Methanonaphthalene has an interesting 1H NMR spectrum in which the eight hydrogens around the...

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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 aromatic hydrocarbon with a molecular formula of C₁₃H₂₀ has an ¹H NMR spectrum with a signal at ~7 ppm that integrates to 5H. It also has two
singlets; one of the singlets has 1.5 times the area of the second. What is the structure of the aromatic hydrocarbon?

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