oa South African Journal of Chemistry - Reaction between 2-nitrophenol and trichloroacetaldehyde: X-ray crystal structure of 8-nitro- and 8-nitro-6-methyl-2,4-bis(trichloromethyl)-1,3- benzodioxin

Volume 44, Issue 1
  • ISSN : 0379-4350



2-Nitrophenol condenses with trichloroacetaldehyde in the presence of concentrated sulphuric acid to give among other products 2,2-di(3-nitro-4-hydroxyphenyl)-1,1,1-trichloroethane and smaller amounts of 8-nitro-2,4-bis(trichloromethyl)-1,3-benzodioxin. To investigate the possible steric effect of the nitro group ortho to the phenolic oxygen atom in such condensations, the molecular structure of this benzodioxin and that of 8-nitro-6-methyl-2,4-bis(trichloromethyl)-1,3-benzodioxin were determined by single crystal X-ray diffraction analysis and compared with those of 6-nitro- and 6,8-dinitro-2,4-bis(trichloromethyl)-1,3-benzodioxin and related compounds.

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