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Advanced Organic Chemistry: Mass spectrum of 3-methylbut-1-ene (3-methyl-1-butene)

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The mass spectrum of 3-methylbut-1-ene (3-methyl-1-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 3-methylbut-1-ene (3-methyl-1-butene)

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Mass spectroscopy - spectra index

C5H10 mass spectrum of 3-methylbut-1-ene (3-methyl-1-butene) fragmentation pattern of m/z m/e ions for analysis and identification of 3-methylbut-1-ene (3-methyl-1-butene) image diagram doc brown's advanced organic chemistry revision notes 

3-methylbut-1-ene C5H10, alkenes structure and naming (c) doc b, alkenes structure and naming (c) doc b, alkenes structure and naming (c) doc b

Interpreting the fragmentation pattern of the mass spectrum of 3-methylbut-1-ene (3-methyl-1-butene)

[M]+ is the molecular ion peak (M) with an m/z of 70 corresponding to [C5H10]+, the original 3-methylbut-1-ene (3-methyl-1-butene) molecule minus an electron, [H2C=CHCH(CH3)2]+.

The small M+1 peak at m/z 71, corresponds to an ionised 3-methylbut-1-ene (3-methyl-1-butene) molecule with one 13C atom in it i.e. an ionised 3-methylbut-1-ene (3-methyl-1-butene) molecule of formula 13C12C4H10

Identifying the species giving the most prominent peaks (apart from M) in the fragmentation pattern of 3-methylbut-1-ene (3-methyl-1-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 3-methylbut-1-ene (3-methyl-1-butene).

Equations to explain the most abundant ion peaks of 3-methylbut-1-ene (3-methyl-1-butene)

Formation of m/z 69 ion: [H2C=CHCH(CH3)2]+  ===>  [C5H9]+  +  H

Loss of a proton from various sites on the molecule

Formation of m/z 55 ion: [H2C=CHCH(CH3)2]+  ===>  [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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