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Updated: Jun 1, 2026

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
Published on: July 28, 2022
(RS)-Dimethyl-ammonium 2-sec-butyl-4,6-dinitro-phenolate
1Department of Chemistry, University of Oslo, PO Box 1033 Blindern, N-0315 Oslo, Norway.
Abstract:
The title compound, C(2)H(8)N(+)·C(10)H(11)N(2)O(5) (-), is a highly toxic herbicide known as dinoseb. The sec-butyl group is disordered [occupancy ratio 0.828 (3):0.172 (3)], while the nitro group in the 6 position is twisted by 25° with respect to the ring plane. Pairs of -O(-)⋯H-N(+)-H⋯(-)O- bridges between phenolic O atoms generate eight-membered hydrogen-bonded rings.
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