4. Complete the assigned problem assigned from the textbook in part a and then answer part b a. 15.52 Propose a structure consistent with each set of data. For full credit, [8 pts] . Indicate what the IR data tells you about the compound. Label each signal (treat the 5 H feature at 7.2-7.5 ppm as a single signal) to indicate its origin in the structure. You may put an abbreviation on the spectrum itself. Show an accounting of the carbon and hydrogen atoms starting with the given CH,, and subtracting identified groups as shown in class. • Draw a box around your final structure so that there is no confusion in grading. C8H10: IR absorptions at 3108-2875, 1606, and 1496 cm-1 1H NMR spectrum 5 H 2 H 3 H 8 7 6 5 4 3 2 1 ppm b. How many signals will appear in the aromatic region of the 13C NMR spectrum? A number will suffice for full credit, but you are welcome to redraw your answer to part a and indicate carbon atoms of different types if it will help you determine your answer. [2 pts]

4. Complete the assigned problem assigned from the textbook in part a and then answer part b a. 15.52 Propose a structure consistent with each set of data. For full credit, [8 pts] . Indicate what the IR data tells you about the compound. Label each signal (treat the 5 H feature at 7.2-7.5 ppm as a single signal) to indicate its origin in the structure. You may put an abbreviation on the spectrum itself. Show an accounting of the carbon and hydrogen atoms starting with the given CH,, and subtracting identified groups as shown in class. • Draw a box around your final structure so that there is no confusion in grading. C8H10: IR absorptions at 3108-2875, 1606, and 1496 cm-1 1H NMR spectrum 5 H 2 H 3 H 8 7 6 5 4 3 2 1 ppm b. How many signals will appear in the aromatic region of the 13C NMR spectrum? A number will suffice for full credit, but you are welcome to redraw your answer to part a and indicate carbon atoms of different types if it will help you determine your answer. [2 pts]

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter14: Mass Spectrometry

Section: Chapter Questions

Problem 14.27P: Following is the mass spectrum of an unknown compound. The two highest peaks are at m/z 120 and 122....

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