Herbicidally active cyclopentanediones and derivatives thereof, and their use in controlling weeds

A compound of formula I

• wherein
• A is a monocyclic or bicyclic aryl or heteroaryl which contains a heteroatom selected from nitrogen, oxygen and sulfur, and which is unsubstituted or substituted;
• and wherein, when A is substituted, then A is substituted by halogen, C1-C4alkyl, C1-C4haloalkyl, C2-C4alkenyl, C2-C4haloalkenyl, C2-C4alkynyl, C1-C4alkoxy, C1-C4haloalkoxy, C1-C4alkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4haloalkylthio, C1-C4haloalkylsulfinyl, C1-C4haloalkylsulfonyl, nitro, cyano, C3-C6cycloalkyl, C1-C3alkylcarbonyl, C1-C4alkoxycarbonyl, aminocarbonyl, C1-C3alkylaminocarbonyl, di(C1-C3)alkylaminocarbonyl, C1-C3alkylaminocarbonyloxy, di(C1-C3)alkylaminocarbonyloxy, aminothiocarbonyl, C1-C3alkylaminothiocarbonyl, di(C1-C3)alkylaminothiocarbonyl, C1-C4alkylcarbonylamino, C3-C6cycloalkylcarbonylamino, C1-C4alkoxycarbonylamino, C1-C4alkylthiocarbonylamino, C1-C3alkoxy(C1-C3)alkyl, C1alkylthio(C1)alkyl, C1alkylsulfinyl(C1)alkyl, C1alkylsulfonyl(C1)alkyl, C1-C3alkylsulfonyloxy, C1-C3haloalkylsulfonyloxy or di(C1)alkylaminosulfonyl;
• R1 is methyl, ethyl, n-propyl, isopropyl, cyclopropyl, halomethyl, haloethyl, vinyl, propenyl, ethynyl, propynyl, halogen, methoxy, ethoxy, halomethoxy or haloethoxy;
• R2 and R3 are hydrogen;
• and
• R4, R5, R6, and R7 are independently of each other hydrogen, halogen, optionally substituted C1-C6alkyl, optionally substituted C3-C7cycloalkyl, optionally substituted C2-C6alkenyl, optionally substituted C5-C7cycloalkenyl, optionally substituted C2-C6alkynyl, optionally substituted C1-C6alkoxy, optionally substituted C3-C7cycloalkyloxy, optionally substituted C1-C6alkylthio, optionally substituted C1-C6alkylsulfinyl, optionally substituted C1-C6alkylsulfonyl, optionally substituted aryl, optionally substituted aryloxy, optionally substituted arylthio, optionally substituted arylsulfinyl, optionally substituted arylsulfonyl, optionally substituted heterocyclyl, optionally substituted heterocyclyloxy, optionally substituted heterocyclylthio, optionally substituted heterocyclylsulfinyl, optionally substituted heterocyclylsulfonyl, optionally substituted heteroaryl, optionally substituted heteroaryloxy, optionally substituted heteroarylthio, optionally substituted heteroarylsulfinyl, optionally substituted heteroarylsulfonyl, cyano or amino;
• or R4 and R5, or R6 and R7, together with the atoms to which they are bonded, form an optionally substituted saturated or unsaturated carbocyclyl or heterocyclyl which contains one or two heteroatoms selected from nitrogen, oxygen and sulfur;
• or R5 and R6, together with the atoms to which they are bonded, form an optionally substituted saturated or unsaturated carbocyclyl or heterocyclyl which contains one or two heteroatoms selected from nitrogen, oxygen and sulfur, and wherein the carbocyclyl is optionally bridged by C1-C2alkyldiyl or by oxygen;
• and
• G is hydrogen or an agriculturally acceptable metal, sulfonium, ammonium or latentiating group;
• wherein, when G is a latentiating group, then G is phenyl(C1)alkyl, heteroaryl(C1)alkyl, C3alkenyl, C3haloalkenyl, C3alkynyl, C(Xa)—Ra, C(Xb)—Xc—Rb, C(Xd)—N(Rc)—Rd, —SO2—Re, —P(Xe)(Rf)—Rg or CH2—Xf—Rh;
• wherein, for the latentiating group within G, the phenyl in the phenyl(C1)alkyl and the heteroaryl in the heteroaryl(C1)alkyl are independently of each other optionally substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano by nitro;
• wherein Xa, Xb, Xc, Xd, Xe and Xf are independently of each other oxygen or sulfur;
• and wherein
• Ra is H, C1-C18alkyl, C2-C18alkenyl, C2-C18alkynyl, C1-C10haloalkyl, C1-C10cyanoalkyl, C1-C10nitroalkyl, C1-C10aminoalkyl, C1-C5alkylamino(C1-C5)alkyl, C2-C8dialkylamino(C1-C5)alkyl, C3-C7cycloalkyl(C1-C5)alkyl, C1-C5alkoxy(C1-C5)alkyl, C3-C5alkenyloxy(C1-C5)alkyl, C1-C5alkylthio(C1-C5)alkyl, C1-C5alkylsulfinyl(C1-C5)alkyl, C1-C5alkylsulfonyl(C1-C5)alkyl, C2-C8alkylideneaminoxy(C1-C5)alkyl, C1-C5alkylcarbonyl(C1-C5)alkyl, C1-C5alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5alkylaminocarbonyl(C1-C5)alkyl, C2-C8dialkylaminocarbonyl(C1-C5)alkyl, C1-C5alkylcarbonylamino(C1-C5)alkyl, N—(C1-C5)alkylcarbonyl-N—(C1-C5)alkylamino(C1-C5)alkyl, C3-C6-trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl wherein the phenyl is optionally substituted, heteroaryl(C1-C5)alkyl wherein the heteroaryl is optionally substituted, C2-C5haloalkenyl, C3-C8cycloalkyl, phenyl, substituted phenyl, heteroaryl, or substituted heteroaryl;
• wherein in Ra, the phenyl in the phenyl(C1-C5)alkyl and the heteroaryl in the heteroaryl(C1-C5)alkyl are independently of each other optionally substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or by nitro;
• and wherein, in Ra, the substituted phenyl and the substituted heteroaryl are independently of each other substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, halogen, cyano or nitro;
• and
• Rb is C1-C18alkyl, C3-C18alkenyl, C3-C18alkynyl, C2-C10 haloalkyl, C1-C10cyanoalkyl, C1-C10nitroalkyl, C2-C10aminoalkyl, C1-C5alkylamino(C1-C5)alkyl, C2-C8dialkylamino(C1-C5)alkyl, C3-C7cycloalkyl(C1-C5)alkyl, C1-C5alkoxy(C1-C5)alkyl, C3-C5alkenyloxy(C1-C5)alkyl, C3-C5alkynyloxy(C1-C5)alkyl, C1-C5alkylthio(C1-C5)alkyl, C1-C5alkylsulfinyl(C1-C5)alkyl, C1-C5alkylsulfonyl(C1-C5)alkyl, C2-C8alkylideneaminoxy(C1-C5)alkyl, C1-C5alkylcarbonyl(C1-C5)alkyl, C1-C5alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5alkylaminocarbonyl(C1-C5)alkyl, C2-C8dialkylaminocarbonyl(C1-C5)alkyl, C1-C5alkylcarbonylamino(C1-C5)alkyl, N—(C1-C5)alkylcarbonyl-N—(C1-C5)alkylamino(C1-C5)alkyl, C3-C6-trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl wherein the phenyl is optionally substituted heteroaryl(C1-C5)alkyl wherein the heteroaryl is optionally substituted, C3-C5haloalkenyl, C3-C8cycloalkyl, phenyl, substituted phenyl, heteroaryl, or substituted heteroaryl;
• wherein, in Rb, the phenyl in the phenyl(C1-C5)alkyl and the heteroaryl in the heteroaryl(C1-C5)alkyl are independently of each other optionally substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or by nitro;
• and wherein, in Rb, the substituted phenyl and the substituted heteroaryl are independently of each other substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, halogen, cyano or nitro;
• and
• Rc and Rd are each independently of each other hydrogen, C1-C10alkyl, C3-C10alkenyl, C3-C10alkynyl, C2-C10haloalkyl, C1-C10cyanoalkyl, C1-C10nitroalkyl, C1-C10aminoalkyl, C1-C5alkylamino(C1-C5)alkyl, C2-C8dialkylamino(C1-C5)alkyl, C3-C7cycloalkyl(C1-C5)alkyl, C1-C5alkoxy(C1-C5)alkyl, C3-C5alkenyloxy(C1-C5)alkyl, C3-C5alkynyloxy(C1-C5)alkyl, C1-C5alkylthio(C1-C5)alkyl, C1-C5alkylsulfinyl(C1-C5)alkyl, C1-C5alkylsulfonyl(C1-C5)alkyl, C2-C5alkylideneaminoxy(C1-C5)alkyl, C1-C5alkylcarbonyl(C1-C5)alkyl, C1-C5alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5alkylaminocarbonyl(C1-C5)alkyl, C2-C8dialkylaminocarbonyl(C1-C5)alkyl, C1-C5alkylcarbonylamino(C1-C5)alkyl, N—(C1-C5)alkylcarbonyl-N—(C2-C5)alkylaminoalkyl, C3-C6-trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl wherein the phenyl is optionally substituted, heteroaryl(C1-C5)alkyl wherein the heteroaryl is optionally substituted, C2-C5haloalkenyl, C3-C8cycloalkyl, phenyl, substituted phenyl, heteroaryl, substituted heteroaryl, heteroarylamino, substituted heteroarylamino, diheteroarylamino, substituted diheteroarylamino, phenylamino, substituted phenylamino, diphenylamino, substituted diphenylamino, C3-C7cycloalkylamino, di(C3-C7)cycloalkylamino or C3-C7cycloalkoxy;
• or Rc and Rd are joined together to form a 3-7 membered ring, optionally containing one heteroatom selected from O or S;
• wherein, in Rc and Rd, the phenyl in the phenyl(C1-C5)alkyl and the heteroaryl in the heteroaryl(C1-C5)alkyl are independently of each other optionally substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or by nitro;
• and wherein, in Rc and Rd, the substituted phenyl, the substituted heteroaryl, the substituted heteroarylamino, the substituted diheteroarylamino, the substituted phenylamino, and the substituted diphenylamino are independently of each other substituted by C1-C3alkyl, C1-C3haloalkoxy, C1-C3alkoxy, C1-C3haloalkoxy, halogen, cyano or nitro;
• and
• Re is C1-C10alkyl, C2-C10alkenyl, C2-C10alkynyl, C1-C10haloalkyl, C1-C10cyanoalkyl, C1-C10nitroalkyl, C1-C10aminoalkyl, C1-C5alkylamino(C1-C5)alkyl, C2-C8dialkylamino(C1-C5)alkyl, C3-C7cycloalkyl(C1-C5)alkyl, C1-C5alkoxy(C1-C5)alkyl, C3-C5alkenyloxy(C1-C5)alkyl, C3-C5alkynyloxy(C1-C5)alkyl, C1-C5alkylthio(C1-C5)alkyl, C1-C5alkylsulfinyl(C1-C5)alkyl, C1-C5alkylsulfonyl(C1-C5)alkyl, C2-C8alkylideneaminoxy(C1-C5)alkyl, C1-C5alkylcarbonyl(C1-C5)alkyl, C1-C5alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5alkylaminocarbonyl(C1-C5)alkyl, C2-C8dialkylaminocarbonyl(C1-C5)alkyl, C1-C5alkylcarbonylamino(C1-C5)alkyl, N—(C1-C5)alkylcarbonyl-N—(C1-C5)alkylamino(C1-C5)alkyl, C3-C6-trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl wherein the phenyl is optionally substituted, heteroaryl(C1-C5)alkyl wherein the heteroaryl is optionally substituted, C2-C5haloalkenyl, C3-C8cycloalkyl, phenyl, substituted phenyl, heteroaryl, substituted heteroaryl, heteroarylamino, substituted heteroarylamino, diheteroarylamino, substituted diheteroarylamino, phenylamino, substituted phenylamino, diphenylamino, substituted diphenylamino, C3-C7cycloalkylamino, di(C3-C7)cycloalkylamino, C3-C7cycloalkoxy, C1-C10alkoxy, C1-C10haloalkoxy, C1-C5alkylamino or C2-C8dialkylamino;
• wherein, in Re, the phenyl in the phenyl(C1-C5)alkyl and the heteroaryl in the heteroaryl(C1-C5)alkyl are independently of each other optionally substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or by nitro;
• and wherein, in Re, the substituted phenyl, the substituted heteroaryl, the substituted heteroarylamino, the substituted diheteroarylamino, the substituted phenylamino, and the substituted diphenylamino are independently of each other substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, halogen, cyano or nitro;
• Rf and Rg are each independently of each other C1-C10alkyl, C2-C10alkenyl, C2-C10alkynyl, C1-C10alkoxy, C1-C10haloalkyl, C1-C10cyanoalkyl, C1-C10-nitroalkyl, C1-C10aminoalkyl, C1-C5alkylamino(C1-C5)alkyl, C2-C8dialkylamino(C1-C5)alkyl, C3-C7cycloalkyl(C1-C5)alkyl, C1-C5alkoxy(C1-C5)alkyl, C3-C5alkenyloxy(C1-C5)alkyl, C3-C5alkynyloxy(C1-C5)alkyl, C1-C5alkylthio(C1-C5)alkyl, C1-C5alkylsulfinyl(C1-C5)alkyl, C1-C5alkylsulfonyl(C1-C5)alkyl, C2-C8alkylideneaminoxy(C1-C5)alkyl, C1-C5alkylcarbonyl(C1-C5)alkyl, C1-C5alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5alkylaminocarbonyl(C1-C5)alkyl, C2-C8dialkylaminocarbonyl(C1-C5)alkyl, C1-C5alkylcarbonylamino(C1-C5)alkyl, N—(C1-C5)alkylcarbonyl-N—(C2-C5)alkylaminoalkyl, C3-C6-trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl wherein the phenyl is optionally substituted, heteroaryl(C1-C5)alkyl wherein the heteroaryl is optionally substituted, C2-C5haloalkenyl, C3-C8cycloalkyl, phenyl, substituted phenyl, heteroaryl, substituted heteroaryl, heteroarylamino, substituted heteroarylamino, diheteroarylamino, substituted diheteroarylamino, phenylamino, substituted phenylamino, diphenylamino, substituted diphenylamino, C3-C7cycloalkylamino, di(C3-C7)cycloalkylamino, C3-C7cycloalkoxy, C1-C10haloalkoxy, C1-C5alkylamino, C2-C8dialkylamino, optionally substituted benzyloxy or optionally substituted phenoxy;
• wherein in Rf and Rg the phenyl in the phenyl(C1-C5)alkyl and the heteroaryl in the heteroaryl(C1-C5)alkyl are independently of each other optionally substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or by nitro;
• and wherein, in Rf and Rg, the substituted phenyl, the substituted heteroaryl, the substituted heteroarylamino, the substituted diheteroarylamino, the substituted phenylamino, and the substituted diphenylamino are independently of each other substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, halogen, cyano or nitro;
• and wherein, in Rf and Rg, the benzyl group in the benzyloxy and the phenyl group is the phenoxy are optionally substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, halogen, cyano or nitro;
• and
• Rh is C1-C10alkyl, C3-C10alkenyl, C3-C10alkynyl, C1-C10haloalkyl, C1-C10cyanoalkyl, C1-C10nitroalkyl, C2-C10-aminoalkyl, C1-C5alkylamino(C1-C5)alkyl, C2-C8dialkylamino(C1-C5)alkyl, C3-C7cycloalkyl(C1-C5)alkyl, C1-C5alkoxy(C1-C5)alkyl, C3-C5alkenyloxy(C1-C5)alkyl, C3-C5alkynyloxy(C1-C5)alkyl, C1-C5alkylthio(C1-C5)alkyl, C1-C5alkylsulfinyl(C1-C5)alkyl, C1-C5alkylsulfonyl(C1-C5)alkyl, C2-C8alkylideneaminoxy(C1-C5)alkyl, C1-C5alkylcarbonyl(C1-C5)alkyl, C1-C5alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5alkylaminocarbonyl(C1-C5)alkyl, C2-C8dialkylaminocarbonyl(C1-C5)alkyl, C1-C5alkylcarbonylamino(C1-C5)alkyl, N—(C1-C5)alkylcarbonyl-N—(C1-C5)alkylamino(C1-C5)alkyl, C3-C6-trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl wherein the phenyl is optionally substituted, heteroaryl(C1-C5)alkyl wherein the heteroaryl is optionally substituted, phenoxy(C1-C5)alkyl wherein the phenyl is optionally substituted, heteroaryloxy(C1-C5)alkyl wherein the heteroaryl is optionally substituted, C3-C5haloalkenyl, C3-C8cycloalkyl, phenyl, substituted phenyl, heteroaryl or substituted heteroaryl;
• wherein, in Rh, the phenyl in the phenyl(C1-C5)alkyl, the heteroaryl in the heteroaryl(C1-C5)alkyl, the phenyl in the phenoxy(C1-C5)alkyl and the heteroaryl in the heteroaryloxy(C1-C5)alkyl are independently of each other optionally substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, C1-C3alkylthio, C1-C3alkylsulfinyl, C1-C3alkylsulfonyl, halogen, cyano, or by nitro;
• and wherein, in Rh, the substituted phenyl and the substituted heteroaryl are independently of each other substituted by C1-C3alkyl, C1-C3haloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, halogen, cyano or by nitro;
• and wherein:
• “aryl” means phenyl or naphthyl;
• “heteroaryl” means an aromatic ring system containing at least one heteroatom and consisting either of a single ring or of two fused rings;
• and
• “heterocyclyl” means a non-aromatic monocyclic or bicyclic ring system containing up to 7 atoms including one or two heteroatoms selected from O, S and N;
• and wherein:
• when present, the optional substituents on an alkyl moiety, or an alkyl-containing group larger than the corresponding alkyl, are one or more of halogen, nitro, cyano, C3-C7cyloalkyl, C5-C7cycloalkenyl, hydroxyl, C1-C10alkoxy, C1-C10alkoxy(C1-C10)alkoxy, tri(C1-C4)alkylsilyl(C1-C6)alkoxy, C1-C6alkoxycarbonyl(C1-C10)alkoxy, C1-C6alkoxycarbonyl(C1-C10)alkoxy, C1-C10haloalkoxy, aryl(C1-C4)alkoxy wherein the aryl is optionally substituted, C3-C7cycloalkyloxy, C3-C10alkenyloxy, C3-C10alkynyloxy, mercapto, C1-C10alkylthio, C1-C10haloalkylthio, aryl(C1-C4)alkylthio wherein the aryl group is optionally substituted, C3-C7cycloalkylthio, tri(C1-C4)alkylsilyl(C1-C6)alkylthio, arylthio wherein the aryl group is optionally substituted, C1-C6alkylsulfonyl, C1-C6haloalkylsulfonyl, C1-C6alkylsulfinyl, C1-C6haloalkylsulfinyl, arylsulfonyl wherein the aryl group is optionally substituted, tri(C1-C4)alkylsilyl, aryldi(C1-C4)alkylsilyl, C1-C4alkyldiarylsilyl, triarylsilyl, aryl(C1-C4)alkylthio(C1-C4)alkyl, aryloxy(C1-C4)alkyl, formyl, C1-C10alkylcarbonyl, HO2C, C1-C10alkoxycarbonyl, aminocarbonyl, C1-C6alkylaminocarbonyl, di(C1-C6)alkylaminocarbonyl, N—(C1-C3)alkyl-N—(C1-C3)alkoxyaminocarbonyl, C1-C6alkylcarbonyloxy, arylcarbonyloxy wherein the aryl group is optionally substituted, di(C1-C6)alkylaminocarbonyloxy, C1-C6alkyliminooxy, C3-C6alkenyloxyimino, aryloxyimino, optionally substituted aryl, optionally substituted heteroaryl, heterocyclyl, aryloxy wherein the aryl group is optionally substituted, heteroaryloxy wherein the heteroaryl group is optionally substituted, heterocyclyloxy, amino, C1-C6alkylamino, di(C1-C6)alkylamino, C1-C6alkylcarbonylamino, N—(C1-C6)alkylcarbonyl-N—(C1-C6)alkylamino, C2-C6alkenylcarbonyl, C2-C6alkynylcarbonyl, C3-C6alkenyloxycarbonyl, C3-C6alkynyloxycarbonyl, aryloxycarbonyl wherein the aryl group is optionally substituted, or arylcarbonyl wherein the aryl group is optionally substituted;
• wherein, in the optional substituents on the alkyl moiety, C3-C7cyloalkyl, heterocyclyl, the heterocyclyl group in heterocyclyloxy, the cycloalkyl group in C3-C7cycloalkyloxy, and the cycloalkyl group in C3-C7cycloalkylthio are independently of each other optionally substituted with C1-C6alkyl or halogen, and wherein C5-C7cycloalkenyl is optionally substituted with C1-C4alkyl or halogen
• when present, the optional substituents on alkenyl or alkynyl are the optional substituents as defined for an alkyl moiety;
• when present, the optional substituents on heterocyclyl are C1-C6alkyl or C1-C6haloalkyl or are the optional substituents as defined for an alkyl moiety;
• when present, the optional substituents on cycloalkyl or cycloalkenyl are C1-C3alkyl or are the optional substituents as defined for an alkyl moiety;
• and when present, the optional substituents on aryl, heteroaryl and carbocycles, unless otherwise indicated, are selected, independently, from halogen, nitro, cyano, isothiocyanato, C1-C6alkyl, C1-C6haloalkyl, C1alkoxy(C1)alkyl, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C3cycloalkyl optionally substituted with C1-C6alkyl or halogen, hydroxy, C1-C10alkoxy, C1alkoxy(C1)alkoxy, C1alkoxycarbonyl(C1)alkoxy, C1-C10haloalkoxy, C3alkenyloxy, C3alkynyloxy, mercapto, C1alkylthio, C1haloalkylthio, C1alkylsulfonyl, C1haloalkylsulfonyl, C1alkylsulfinyl, C1haloalkylsulfinyl, C1alkylcarbonyl, HO2C, C1alkoxycarbonyl, aminocarbonyl, C1alkylaminocarbonyl, di(C1)alkylaminocarbonyl N—(C1)alkyl-N—(C1)alkoxyaminocarbonyl, C1alkylcarbonyloxy, di(C1)alkylaminocarbonyloxy, amino, C1alkylamino, di(C1)alkylamino, C1alkylcarbonylamino, and N—(C1)alkylcarbonyl-N—(C1)alkylamino.