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Issue 0, 1966
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The diazotisation of 3,4,5,6-tetrachloroanthranilic acid: a convenient synthesis of 2,3,4,5-tetrachlorophenol

Abstract

Diazotisation of 3,4,5,6-tetrachloroanthranilic acid in concentrated sulphuric acid solution and subsequent steam distillation of the diazonium sulphate solution gives 2,3,4,5-tetrachlorophenol in 77% yield and 3,4,5,6-tetrachlorosalicylic acid as a minor product. Diazotisation in glacial acetic acid solution gives a mixture of 1,2,3,4,5,6,7,8-octachloroacridone, 3,4,5,6,2′,3′,4′,5′-octachlorodiphenylamine-2-carboxylic acid, and 2,3,4,5-tetrachlorophenyl acetate. Mechanisms are suggested for the formation of these products.

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Article information


J. Chem. Soc. C, 1966, 478-480
Article type
Paper

The diazotisation of 3,4,5,6-tetrachloroanthranilic acid: a convenient synthesis of 2,3,4,5-tetrachlorophenol

R. Howe, J. Chem. Soc. C, 1966, 478
DOI: 10.1039/J39660000478

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