Acetaldehyde-Ammonia Interaction: A DFT Study of Reaction Mechanism and Product Identification

Vera P. Tuguldurova, Alexander V. Fateev, Victor S. Malkov, Oleg Kh Poleshchuk, Olga V. Vodyankina

    Research output: Contribution to journalArticlepeer-review

    6 Citations (Scopus)


    The product of acetaldehyde and ammonia reaction, namely, 2,4,6-trimethyl-1,3,5-hexahydrotriazine trihydrate, was synthesized and identified using a combination of experimental (NMR spectroscopy, IR spectroscopy, melting point determination) and DFT-based theoretical approaches. A reaction mechanism was proposed. The reaction was shown to proceed via the formation of aminoalcohol, imine, and geminal diamine intermediates accompanied by cyclization of these species. The calculation results allowed us to build a potential energy surface of the acetaldehyde and ammonia interaction and determine the most energetically favorable pathway to yield acetaldehyde ammonia trimer. The reaction product was found in an energy minimum (-53.5 kcal/mol).

    Original languageEnglish
    Pages (from-to)3136-3141
    Number of pages6
    JournalJournal of Physical Chemistry A
    Issue number16
    Publication statusPublished - 27 Apr 2017

    ASJC Scopus subject areas

    • Physical and Theoretical Chemistry

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