1. The fragrant natural product anethole (C10H120) is obtained from anise by steam distillation. The proton NMR spectrum of the purified material follows. Expansions of each of the peaks are also shown, except for the singlet at 3.75 ppm. Deduce the structure of anethole, including stereochemistry, and interpret the spectrum.

1. The fragrant natural product anethole (C10H120) is obtained from anise by steam distillation. The proton NMR spectrum of the purified material follows. Expansions of each of the peaks are also shown, except for the singlet at 3.75 ppm. Deduce the structure of anethole, including stereochemistry, and interpret the spectrum.

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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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

1. The fragrant natural product anethole (CioH12O) is obtained from anise by steam distillation.
The proton NMR spectrum of the purified material follows. Expansions of each of the peaks
are also shown, except for the singlet at 3.75 ppm. Deduce the structure of anethole, including
stereochemistry, and interpret the spectrum.
-300 MHz
10
6.40
6.35
630
6.25
1.90
1.85
1.80
(ppm)
6.15
6.10
6.05
6.00
9L'6061
1908.19
S189395
1892.39
90s-
- 551.49

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