8.a. Given the ¹H NMR spectrum provided, give the structure of the molecule. The IR shows a strong peak at 1700 cm¹. The molecular formula is C6H8O₂. Hint: this is a symmetric molecule. 8.b. Although all the peaks are downfield shifted, why is the 2H singlet at 2.3 ppm more significantly downfield shifted? 3 2H 4H 2H in 2 1 Chemical Shift (ppm) TMS

8.a. Given the ¹H NMR spectrum provided, give the structure of the molecule. The IR shows a strong peak at 1700 cm¹. The molecular formula is C6H8O₂. Hint: this is a symmetric molecule. 8.b. Although all the peaks are downfield shifted, why is the 2H singlet at 2.3 ppm more significantly downfield shifted? 3 2H 4H 2H in 2 1 Chemical Shift (ppm) TMS

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 59GP: The mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this...

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The mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this hydrocarbon, and explain the spectral data.
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