What fragmentation mechanisms might be responsible


The EI mass spectrum of cocaine (R1 = CH3, R2 = Ph) is shown below.

A. For the four highest-mass fragments, what masses are being ejected from the parent? What fragmentation mechanisms might be responsible for these losses?

B. What other (lower-mass) fragment peaks can you explain simply?

C. The mass spectra of three cocaine analogs are given on the next page. Based on what you know about the fragmentation of cocaine, what might R1 and R2 be for these three compounds? 

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Chemistry: What fragmentation mechanisms might be responsible
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