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Halo Derivatives of 2,4-Dinitrothiolene 1,1-Dioxides: Synthesis and Structure

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Abstract

Procedures were developed for preparing representatives of a new type of halonitrothiolene 1,1-dioxides: mono- and dihalo derivatives of 2,2,4-tri- and 2,4-dinitro-3-thiolene 1,1-dioxides. An X-ray diffraction study showed that 2,5-dinitro-2,3-dichloro-3-thiolene 1,1-dioxide molecules exist in the crystal as enantiomeric pairs; the five-membered rings have the envelope conformation, with deviation of the sulfur atom from the ring plane; the halogen atom and nitro group at the multiple bond are essentially coplanar with the ring.

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Berestovitskaya, V.M., Litvinov, I.A., Efremova, I.E. et al. Halo Derivatives of 2,4-Dinitrothiolene 1,1-Dioxides: Synthesis and Structure. Russian Journal of General Chemistry 72, 1111–1118 (2002). https://doi.org/10.1023/A:1020763118667

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