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Advanced Organic Chemistry: Mass spectrum of Methylbenzene (Toluene)

Mass spectrum of Methylbenzene (Toluene)

Doc Brown's Chemistry Advanced Level Pre-University Chemistry Revision Study Notes for UK IB KS5 A/AS GCE advanced A level organic chemistry students US K12 grade 11 grade 12 organic chemistry courses involving molecular spectroscopy analysing mass spectra

image diagram mass spectrum of methylbenzene fragmentation pattern of ions for analysis and identification of methylbenzene doc brown's advanced organic chemistry revision notes 

Methylbenzene  C7H8, C6H5CH3 (c) doc b , (c) doc b , (c) doc b

Interpreting the mass spectrum of Methylbenzene (Toluene)

[M]+ is the molecular ion peak (M) with an m/z of 92 corresponding to [C7H8]+, the original methylbenzene molecule minus an electron, [C6H5CH3]+.

The small M+1 peak at m/z 93, corresponds to an ionised methylbenzene molecule with one 13C atom in it i.e. an ionised methylbenzene molecule of formula 13C12C6H8

Identifying the species giving the most prominent peaks (apart from M) in the fragmentation pattern of the mass spectrum of methylbenzene.

m/z value of [fragment]+ 91 65 63 51 50 39  
molecular fragment C7H7 C5H5 C5H3 C4H3 C4H2 C3H3  

Explaining the principal fragments of the mass spectrum of methylbenzene

m/z 91 corresponds to proton loss from the ionised methylbenzene molecule

[C6H5CH3]+  ===>  [C6H5CH2]+  +  H

I'm not sure what the structure of the other fragments are?


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