An undergraduate student was identifying compounds in a bottle. She takes a mass spectrum of the sample. The molecular ion has a mass of 106 amu. The M+1 peak is 4.4% of the intensity of the molecular ion. There is an M+2 peak that is 1/3 the height of the molecular ion.     a. How many atoms of each of the following types are present in the compound? C? Cl? Br? N?   b. Write a reasonable molecular formula for Miss X compound that is consistent with the MS data.  c. Draw a structure with the formula you wrote in part (b).

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 14.24P
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An undergraduate student was identifying compounds in a bottle. She takes a mass spectrum of the sample. The molecular ion has a mass of 106 amu. The M+1 peak is 4.4% of the intensity of the molecular ion. There is an M+2 peak that is 1/3 the height of the molecular ion.  
 
a. How many atoms of each of the following types are present in the compound? C? Cl? Br? N?  
b. Write a reasonable molecular formula for Miss X compound that is consistent with the MS data. 
c. Draw a structure with the formula you wrote in part (b).   

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