Theoretical investigation into competing unimolecular reactions encountered in the pyrolysis of acetamide

Mohammednoor Altarawneh*, Ala'A H. Al-Muhtaseb, Mansour H. Almatarneh, Raymond A. Poirier, Niveen W. Assaf, Khalid K. Altarawneh

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

Motivated by the necessity to understand the pyrolysis of alkylated amines, unimolecular decomposition of acetamide is investigated herein as a model compound. Standard heats of formation, entropies, and heat capacities, are calculated for all products and transition structures using several accurate theoretical levels. The potential energy surface is mapped out for all possible channels encountered in the pyrolysis of acetamide. The formation of acetamedic acid and 1-aminoethenol and their subsequent decomposition pathways are found to afford the two most energetically favored pathways. However, RRKM analysis shows that the fate of acetamedic acid and 1-aminoethenol at all temperatures and pressures is to reisomerize to the parent acetamide. 1-Aminoethenol, in particular, is predicted to be a long-lived species enabling its participation in bimolecular reactions that lead to the formation of the major experimental products. Results presented herein reflect the importance of bimolecular reactions involving acetamide and 1-aminoethenol in building a robust model for the pyrolysis of N-alkylated amides.

Original languageEnglish
Pages (from-to)14092-14099
Number of pages8
JournalJournal of Physical Chemistry A
Volume115
Issue number48
DOIs
Publication statusPublished - Dec 8 2011

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

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