Work

Understanding of the bond dissociation energy of C-NO2 in five- and six-membered N-heteroaromatic derivatives

Year: 2024

Type: article

Abstract: A clear structure-sensitivity relationship in energetic molecules is beneficial for designing energetic materials. At the molecular level, sensitivity is closely related to the bond dissociation energy (BDE) of trigger linkages like C/N/O-NO 2 in the widely used nitro compounds . Herein, the BDE of C-NO 2 in a series of designed five- and six-membered N-heteroaromatic derivatives, including pyrrole , pyrazole , imidazole , triazole , tetrazole , pyridine, pyridazine , pyrimidine, pyrazine , triazine , tetrazine , and pentazine , are investigated to quantify the impact of substituent groups and N atoms on aromatic rings on it. We find that introducing pyridine-type N atoms decreases the BDE and increasing their number further reduces it. Additionally, increasing vicinal pyridine-type N atoms and C-NO 2 also lowers the BDE. Conspicuously, the intramolecular hydrogen bonding between vicinal C-NO 2 and C-NH 2 facilitates high BDE.

Source: FirePhysChem

DOI: 10.1016/j.fpc.2024.10.001

Authors: Yaoyao Linghu, Chaoyang Zhang

Institutions: North University of China, China Academy of Engineering Physics

Language: English

Topic: Energetic Materials and Combustion

Subfield: Mechanics of Materials

Field: Engineering

Domain: Physical Sciences

Open Access status: diamond

Funder: National Natural Science Foundation of China

Awards: G3761961410, G6652930617