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Related Experiment Videos

What ion is generated when ionizing acetonitrile?

Giulia de Petris, Simonetta Fornarini, Maria Elisa Crestoni

    The Journal of Physical Chemistry. A
    |July 13, 2006
    PubMed
    Summary

    Ionizing acetonitrile produces not only the expected CH(3)CN ion but also its isomer, ionized ketenimine. These isomers can be distinguished by their differing reactivity in ion-molecule reactions.

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    Area of Science:

    • Physical Chemistry
    • Mass Spectrometry
    • Computational Chemistry

    Background:

    • Ionization of neutral acetonitrile was traditionally assumed to yield only the CH(3)CN ion.
    • Recent computational studies suggest the formation of acetonitrile isomers during ionization.

    Discussion:

    • This study investigates the interconversion between the CH(3)CN ion and its lower-energy isomer, ionized ketenimine (CH(2)CNH(+*)).
    • Experimental methods including collision-induced dissociation mass spectrometry and ion-molecule reactions were employed.
    • Ion-molecule reactions with CO(2) and COS were used to differentiate and quantify the isomers, exploiting their distinct reactivities.

    Key Insights:

    • Ionizing acetonitrile generates a mixture of CH(3)CN(+) and its isomer, ionized ketenimine (CH(2)CNH(+*)).

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  • The CH(3)CN(+) ion reacts with CO(2) via proton transfer and with COS via charge transfer.
  • The ionized ketenimine isomer is unreactive towards both CO(2) and COS, allowing for isomer ratio determination.

    • Outlook:

    • Further research can refine the methods for isomer ratio determination.
    • Understanding ion isomerism is crucial for accurate mass spectrometry analysis of acetonitrile and related compounds.