ISSN:
0040-5744
Schlagwort(e):
Key words: Nitroaniline
;
Internal rotation
;
Molecular orbital
;
Molecular structure
;
Intramolecular transfer
Quelle:
Springer Online Journal Archives 1860-2000
Thema:
Chemie und Pharmazie
Notizen:
Abstract. The molecular structures of 2-nitro, 3-nitro, and 4-nitroaniline and their internal rotational isomers were calculated by an ab-initio method using HF/6-31G* basis set. The geometries were influenced by the nitro group’s position. The perturbation of the amino group on the nitro group was observed in a 2-nitroaniline isomer having a molecular structure distinct from that of the other two isomers. Among them, 4-nitroaniline is the most stable one. Internal rotation tests of either the nitro or amino group of 3-nitro and 4-nitroaniline indicate that no significant deformations of the phenyl ring occurred after internal rotation; however, the internal rotational isomers of 2-nitroaniline differed from its original structure. Relatively easier internal rotation of the nitro group than the amino group and different C–NO2 and C–NH2 bonds indicate the bond-breaking message of nitroanilines. As products of explosives induced by thermal or shock are of interest, five products of 2-nitroaniline were selected to assess their geometries and energies. The above calculations revealed that these products are thermodynamically unfavorable.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1007/s002140050187
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