Register      Login
Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The chemical reactivity and molecular structure of 4,6-Dinitro-2-(2,4,6-trinitrophenyl) benzotriazole 1-oxide. A new heterocyclic super-electrophile

RA Renfrow, MJ Strauss, S Cohan and E Buncel

Australian Journal of Chemistry 36(9) 1843 - 1849
Published: 1983

Abstract

The first preparation of the title compound (3) is reported and its reactivity with nucleophiles examined. Attack occurs at both the benzotriazole and the picryl ring moieties, the former process giving rise to spectrally observable Meisenheimer type σ-complexes, the latter to displacement. The results allow comparison to be drawn with the behaviour of 4,6-dinitrobenzofuroxan, which also acts as a super-electrophile. The structure of (3) has been determined from three-dimensional X-ray data collected from a single crystal. The material crystallized in space group Pbca of the orthorhombic system with eight molecules in a cell of dimensions a 16.050, b 11.478, c 17.823 A; V 3283.5 Å3.

https://doi.org/10.1071/CH9831843

© CSIRO 1983

Committee on Publication Ethics


Export Citation Get Permission

View Dimensions