
TY  - JOUR
A1  - Stals, J 
A1  - Pitt, MG 
T1  - Electronic ground state structure and chemistry of nitroguanidine
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1975
VL  - 28
IS  - 12
SP  - 2629
EP  - 2640
KW  - 
UR  - https://doi.org/10.1071/CH9752629 
N2  - VESCF(BJ)CI MO reactivity indices were used to provide a consistent rationale for the ground state structure, thermal decomposition and chemistry of nitroguanidine (1). Intra- and inter-molecular NH...O and NH...N hydrogen bonds, attractive and repulsive coulombic forces between nitrogen and oxygen atoms, appear to determine the crystal structure of (1). An intramolecular hydrogen-abstraction reaction and the cleavage of the molecule's weakest bond, viz. (H2N)2C-NNO2, appear to be the main primary thermal decomposition pathways for (1). The nitrimino nitrogen atom and the carbon atom were postulated to be the centres of electrophilic and nucleophilic substitution reactions respectively. 
ER  -

