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Organic Chemistry: Mass spectrum of 2-methylbut-2-ene (2-methyl-2-butene)

The mass spectrum of 2-methylbut-2-ene (2-methyl-2-butene)

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 of 2-methylbut-2-ene (2-methyl-2-butene)

C5H10 mass spectrum of 2-methylbut-2-ene (2-methyl-2-butene) fragmentation pattern of m/z m/e ions for analysis and identification of 2-methylbut-2-ene (2-methyl-2-butene) image diagram doc brown's advanced organic chemistry revision notes 

2-methylbut-2-ene C5H10 alkenes structure and naming (c) doc b , alkenes structure and naming (c) doc b

Interpreting the fragmentation pattern of the mass spectrum of 2-methylbut-2-ene (2-methyl-2-butene)

[M]+ is the molecular ion peak (M) with an m/z of 70 corresponding to [C5H10]+, the original 2-methylbut-2-ene (2-methyl-2-butene) molecule minus an electron, [(CH3)2C=CHCH3]+.

The small M+1 peak at m/z 71, corresponds to an ionised 2-methylbut-2-ene (2-methyl-2-butene) molecule with one 13C atom in it i.e. an ionised 2-methylbut-2-ene (2-methyl-2-butene) molecule of formula 13C12C4H10

Identifying the species giving the most prominent peaks (apart from M) in the fragmentation pattern of 2-methylbut-2-ene (2-methyl-2-butene).

m/z value of [fragment]+ 69 56 55 43 42 41 39 29 27
[molecular fragment]+ [C5H9]+ [C4H8]+ [C4H7]+ [C3H7]+ [C3H6]+ [C3H5]+ [C3H3]+ [C2H5]+ [C2H3]+

Analysing and explaining the principal ions in the fragmentation pattern of the mass spectrum of 2-methylbut-2-ene (2-methyl-2-butene)

Equations to explain the most abundant ion peaks of 2-methylbut-2-ene (2-methyl-2-butene)

Formation of m/z 69 ion: [(CH3)2C=CHCH3]+  ===>  [C5H9]+  +  H

Loss of a proton from various sites on the molecule

Formation of m/z 55 ion: [(CH3)2C=CHCH3]+  ===>  [C4H7]+  +  CH3

The m/z 55 ion is the base peak ion, the most abundant and 'stable' ion fragment and formed by the loss of a methyl group from the parent molecular ion (70 - 15 = 55).


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