Abstract
The present application discloses herbicidal substituted-phenyl-1,2,4-Triazol-5(1H)-thiones and -ones, herbicidal compositions containing these compounds, methods of preparing them, and methods for controlling undesired plant growth by preemergence and/or postemergence application of the herbicidal compositions to the locus where control is desired. The herbicidal compounds are compounds of the formula ##STR1## wherein: Ar is selected from ##STR2## R is selected from haloalkyl; R.sup.1 is selected from alkyl;
R.sup.2 is selected from hydrogen, halogen, alkyl, haloalkoxy, haloalkyl, alkoxy, alkynyl, alkylthio, nitro, amino and cyano;
R.sup.3 is selected from hydrogen, halogen, alkyl, alkoxy, alkynyl, nitro, amino, mono- or disubstituted amino, cyano and hydroxy;
R.sup.3 is selected from hydrogen, halogen, alkyl, alkoxy, alkynyl, nitro, amino, mono- or disubstituted amino, cyano and hydroxy;
R.sup.4 is selected from hydrogen, halogen, alkyl, alkenyl, alkynyl, trimethylsilylalkynyl, cyano, nitro, amino, haloalkyl, mono- or disubstituted amino, tetralkylammonium halide, hydroxy, alkoxy, phenoxy, benzyl, benzyloxy, alkylthio, alkylsulfonyl, alkylcarbonyl, phenylcarbonyl, pyrrolidinyl, piperidinyl, morpholinyl, alkylthioalkoxy, vinyloxy, alkylvinyloxy, halovinyloxy, allyloxy, cycloalkylalkoxy, cycloalkoxy, and haloalkoxy;
R.sup.5 is selected from hydrogen, halogen, alkyl, alkoxy, haloalkoxy and haloalkyl; or
R.sup.3 and R.sup.4 or R.sup.4 and R.sup.5 may be joined to form --OCH.sub.2 O--, --CH.sub.2 C(CH.sub.3).sub.2 O--, --OC(CH.sub.3) (CH.sub.2 CH.sub.3)O--, --N(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 N(CH.sub.2 CH.sub.3)--, --OCH.sub.2 CH.sub.2 N[CH(CH.sub.3).sub.2 ]--, --OCH.sub.2 CH.sub.2 O--, --OC(CH.sub.3).sub.2 O--, --C(O)C (CH.sub.3).sub.2 O--, or --CH.sub.2 CH.sub.2 CH.sub.2 O--;
R.sup.6 is selected from hydrogen, halogen, alkyl and alkylthio;
R.sup.7 and R.sup.8 are alkyl, not necessarily the same; and
W is selected from S and O.