Thermolysis mechanism of N-acetylpropanamide

✍ Scribed by Shao-Wen Zhang; Fu-Chu He

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 219 KB
• Volume: 74
• Category: Article
• ISSN: 0020-7608
• DOI: 10.1002/(sici)1097-461x(1999)74:3<337::aid-qua6>3.0.co;2-k

✦ Synopsis

The thermolysis mechanism of N-acetylpropanamide was investigated Ž . using a hybrid density functional theory DFT B3LYP method. Two mechanisms, methyl proton transfer and methylene proton transfer, were found for the reaction. We found that this reaction is a concerted reaction: The reactant produces a weakly interacting intermediate at the first, then the intermediate decomposes to products. The activation barrier for methyl proton transfer is about 11.2 kJ mol y1 lower than that of methylene Ž . proton transfer. The character of intrinsic reaction coordinate IRC reveals that the process from the reactant to the intermediate is divided into two stages: The first stage involves mainly proton transfer and energy increasing; the second stage involves mainly breaking of the nitrogen᎐carbon bond.