Fate of Fluorodifen in Susceptible Cucumber Seedlings

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Abstract
Rapid absorption and acropetal translocation of14C fromp-nitrophenyl-α,α,α-trifluoro-2-nitro-p-tolyl ether (fluorodifen) labeled with14C at either the 1 position of thep-nitrophenyl ring (fluorodifen-1′-14C) or the trifluoromethyl carbon (fluorodifen-14CF3) were observed in cucumber(Cucumis sativusL. ‘Ashley’) seedlings after root treatment via nutrient solution. The major degradative products of fluorodifen-1′-14C werep-nitrophenol and Unknown I (possibly a conjugate ofp-nitrophenol). Somep-nitrophenyl-α,α,α-trifluoro-2-amino-p-tolyl ether (2-amino-fluorodifen),p-aminophenyl-α,α,α-trifluoro-2-amino-p-tolyl ether (p,2-diamino-fluorodifen),p-aminophenyl-α,α,α-trifluoro-2-nitro-p-tolyl ether (p-amino-fluorodifen), and several minor unknowns also were detected. The major degradative product of fluorodifen−14CF3was Unknown II (possibly a conjugate of 2-amino-4-trifluoromethylphenol). Also detected were some 2-amino-fluorodifen, 2-amino-4-trifluoromethylphenol,p-amino-fluorodifen,p2-diamino-fluorodifen, 2-nitro-4-trifluoromethylphenol, and several minor unknowns. The basic difference in susceptibility to fluorodifen of cucumber and peanut(Arachis hypogaeaL. ‘Starr’) appears to be due to the rate of acropetal translocation (cucumber translocates more than peanut) and the rate of degradation (peanut degrades fluorodifen much more rapidly than cucumber).