mass spectrum of ethyl ethanoate fragmentation pattern of m/z m/e ions for analysis and identification of ethyl acetate image diagram doc brown's advanced organic chemistry revision notes

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Advanced Organic Chemistry: Mass spectrum of ethyl ethanoate

The mass spectrum of ethyl ethanoate (ethyl acetate)

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 ethyl ethanoate

mass spectrum of ethyl ethanoate fragmentation pattern of m/z m/e ions for analysis and identification of ethyl acetate image diagram doc brown's advanced organic chemistry revision notes

Interpreting the fragmentation pattern of the mass spectrum of ethyl ethanoate

Ethyl ethanoate C₄H₈O₂ , , ,

[M]⁺ is the molecular ion peak (M) with an m/z of 88 corresponding to [C₄H₈O₂]⁺, the original ethyl ethanoate molecule minus an electron, [CH₃COOCH₂CH₃]⁺.

You might see a tiny M+1 peak at m/z 89, corresponding to an ionised ethyl ethanoate molecule with one ¹³C atom in it i.e. an ionised ethyl ethanoate molecule of formula ¹³C¹²C₃H₈O₂

Identifying the species giving the most prominent peaks (apart from M) in the fragmentation pattern of ethyl ethanoate.

m/z value of [fragment]⁺	73	70	61	45	43	29	27	15
[molecular fragment]⁺	[C₂H₅O-C=O]⁺	[?]⁺	[?]⁺	[C₂H₅O]⁺	[CH₃C=O]⁺	[CH₃CH₂]⁺	[?]⁺	[CH₃]⁺

Explaining the principal fragments of the mass spectrum of ethyl ethanoate

The most abundant ion peaks

Formation of m/z 73 ion: [CH₃COOCH₂CH₃]⁺ ===> [C₂H₅O-C=O]⁺ + CH₃

Formation of m/z 43 ion: [CH₃COOCH₂CH₃]⁺ ===> [CH₃C=O]⁺ + CH₃

The m/z 43 ion is the base peak, the most abundant 'stable' ion fragment.

Formation of m/z 15 ion: [CH₃COOCH₂CH₃]⁺ ===> [CH₃]⁺ + C₃H₅O₂

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