You have mixed up the bottles of the two structural isomers drawn below and decide to use mass spectrometry to distinguish them. Determine which isomer is likely represented by the spectrum below. In addition, draw at least one arrow-pushing fragmentation mechanism that led you to that conclusion. 100- 80- 60- 40- 20- 0- 20 25 31.0 36.1% 29.0 11.1% 1.1 30 HO 2-methylpropan-1-ol 35 41.0 28.7% 39.0 9.4% 40 45 OH to 2-methylpropan-2-ol 50 m/z (Da) 59.0 100.0% 57.0 13.2% 55 I 60 65 70 75 8

You have mixed up the bottles of the two structural isomers drawn below and decide to use mass spectrometry to distinguish them. Determine which isomer is likely represented by the spectrum below. In addition, draw at least one arrow-pushing fragmentation mechanism that led you to that conclusion. 100- 80- 60- 40- 20- 0- 20 25 31.0 36.1% 29.0 11.1% 1.1 30 HO 2-methylpropan-1-ol 35 41.0 28.7% 39.0 9.4% 40 45 OH to 2-methylpropan-2-ol 50 m/z (Da) 59.0 100.0% 57.0 13.2% 55 I 60 65 70 75 8

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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