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Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL2: Mass Spectrometry
Section: Chapter Questions
Problem 27CTQ
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You have an unknown compound that you are trying to identify. You start by collecting a mass
spectrum of the molecule and observe a molecular ion peak at 105 m/z. You also notice a
second peak at 107 m/z that is about 1/3 the height of the peak at 105. Show your
work/reasoning.


a. Based on this information, propose a molecular formula for the compound. 



b. Based on your molecular formula, draw two possible structures for your compound. If
you can’t figure out the molecular formula, use C5H9BrO for the rest of the questions.



c. Indicate how you would distinguish between the two compounds based on each
compound’s IR spectrum. Be specific regarding regions in which you would or would not
find peaks. 

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