Answered: Shown below is the El masS spectrum of…

Shown below is the El masS spectrum of ethyl cyclobutane carboxylate. 55 100 80 60 40 83 100 20 128 m/z 30 40 50 60 70 80 90 100 110 120 130

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter17: Alcohols And Phenols

Section17.11: Spectroscopy Of Alcohols And Phenols

Problem 19P: When the 1HNMR spectrum of an alcohol is run in dimethylsulfoxide (DMSO) solvent rather than in...

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Concept explainers

Mass Spectrometry

This process is an instrumental method in which a sample is changed to fast moving positive ions by electron bombardment. The charged particles vary due to their different mass to charge ratio and are estimated with the help of this difference. It is also called mass spectroscopy.

Question

Shown below is the EI mass spectrum of ethyl cyclobutane carboxylate. Without drawing any structures or mechanisms, determine which fragment comes about from a Mclarfetty rearrangement. What jumped out at you? And once you have identifed the fragment ion that comes from the Mclarfetty rearrangement, provide the strcture of the fragment and a clear mechanism for its formation.

Shown below is the El masS spectrum of ethyl cyclobutane carboxylate.
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