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Synthesis and pesticidal evaluation of phenazines I.—Halophenazines
Author(s) -
Cross B.,
Dunn C. L.,
Payne D. H.,
Tipton J. D.
Publication year - 1969
Publication title -
journal of the science of food and agriculture
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.782
H-Index - 142
eISSN - 1097-0010
pISSN - 0022-5142
DOI - 10.1002/jsfa.2740200103
Subject(s) - phytotoxicity , oleum , halogen , chlorine , chemistry , fungicide , chlorobenzene , organic chemistry , stereochemistry , botany , biology , alkyl , catalysis
The synthesis and biological activity of twenty‐six halophenazines is described. the Wohl‐Aue reaction and the new method for cyclisation of 2‐nitrodiphenylamines by oleum were found to be the most convenient methods of synthesis. Phytotoxicity of a characteristic type was higher in foliar spray than in pre‐emergence tests. Chlorine substitution appeared to confer higher activity than other halogen substituents, and in the chlorophenazines activity decreased with increasing substitution. Both 1‐and 2‐chlorophenazine were highly effective herbicides. Acaricidal and fungicidal activity showed similar responses to structural changes, and optimum activity, together with a low level of phytotoxicity, was reached with 1, 4‐dichlorophenazine.