21.96 A student treated methyl 2-methylpropanoate with sodium methoxide dissolved in methanol. After the solution was refluxed for 2 hours, the mixture was analyzed by NMR, IR, and mass spectrometry. Those spectra are shown below. (a) Draw the mechanism of the reaction the student was expecting and draw the expected product. (b) What do the spectra suggest occurred? (c) Explain these results. 100- 80- 60 40- 20 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 4000 3500 3000 2500 2000 1500 1000 500 Chemical shift (ppm) Wavenumbers (cm-1) 100 80 60 40 20 0+ 10 20 30 40 50 60 70 80 90 100 110 120 mlz Relative intensity % Transmittance

21.96 A student treated methyl 2-methylpropanoate with sodium methoxide dissolved in methanol. After the solution was refluxed for 2 hours, the mixture was analyzed by NMR, IR, and mass spectrometry. Those spectra are shown below. (a) Draw the mechanism of the reaction the student was expecting and draw the expected product. (b) What do the spectra suggest occurred? (c) Explain these results. 100- 80- 60 40- 20 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 4000 3500 3000 2500 2000 1500 1000 500 Chemical shift (ppm) Wavenumbers (cm-1) 100 80 60 40 20 0+ 10 20 30 40 50 60 70 80 90 100 110 120 mlz Relative intensity % 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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