16.89 An alcohol was treated with concentrated sulfuric acid and heated. The product that was obtained had the following IR, H NMR, and 13C NMR spectra. (a) Determine the structure of the alcohol. (b) Draw a complete, detailed mechanism for the reaction that took place. 100 90 80 70 60 50 40 E 30 * 20 - b7 a6 10- 4000 3500 3000 2500 2000 1500 1000 500 10 7 5 4 3 2 1 Wavenumbers (cm) Chemical shift (ppm) 200 175 150 125 100 75 50 25 Chemical shift (ppm) -6. -co % Transmittance

16.89 An alcohol was treated with concentrated sulfuric acid and heated. The product that was obtained had the following IR, H NMR, and 13C NMR spectra. (a) Determine the structure of the alcohol. (b) Draw a complete, detailed mechanism for the reaction that took place. 100 90 80 70 60 50 40 E 30 * 20 - b7 a6 10- 4000 3500 3000 2500 2000 1500 1000 500 10 7 5 4 3 2 1 Wavenumbers (cm) Chemical shift (ppm) 200 175 150 125 100 75 50 25 Chemical shift (ppm) -6. -co % Transmittance

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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