1. A compound of formula I
wherein
G is hydrogen or an agriculturally acceptable metal, sulfonium, ammonium or latentiating group;
R1 is methyl, ethyl, n-propyl, isopropyl, cyclopropyl, halomethyl, haloethyl, vinyl, ethynyl, halogen, C1-C2 alkoxy or C1-C2 haloalkoxyl;
R2 and R3 are independently of each other hydrogen, methyl, ethyl, n-propyl, isopropyl, cyclopropyl, halomethyl, haloethyl, vinyl, propenyl, ethynyl, propynyl, halogen, C1-C2 alkoxy, C1-C2 haloalkoxy, optionally substituted aryl or optionally substituted heteroaryl;
and wherein, in R2 and R3, when present, the optional substituents on aryl and heteroaryl are selected, independently, from: halogen, nitro, cyano, rhodano, isothiocyanato, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy(C1-C6 alkyl, C2-C6 alkenyl, C6 haloalkenyl, C2-C6 alkynyl, C3-C7 cycloalkyl (itself optionally substituted with C1-C6 alkyl or halogen), C5-7 cycloalkenyl (itself optionally substituted with C1-C6 alkyl or halogen), hydroxy, C1-C10 alkoxy, C1-C10 alkoxy(C1-C10)alkoxy, tri(C1-C4)alkysilyl(C1-C6)alkoxy, C1-C6 alkoxycarbonyl(C1-C10)alkoxy, C1-C10 haloalkoxy, aryl(CrC4)alkoxy (where the aryl group is optionally substituted with halogen or C1-C6 alkyl), C3-C7 cycloalkyloxy (where the cycloalkyl group is optionally substituted with C1-C6 alkyl or halogen), C3-C10 alkenyloxy, C3-C10 alkynyloxy, mercapto, C1-C10 alkylthio, C1-C10 haloalkylthio, aryl(C1-C4)alkylthio, C3-C7 cycloalkylthio (where the cycloalkyl group is optionally substituted with C1-C6 alkyl or halogen), tri(C1-C4)-alkylsilyl(C1-C6)alkylthio, arylthio, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfonyl, C1-C6 alkylsulfinyl, C1-C6 haloalkylsulfinyl, arylsulfonyl, tri(C1-C4)alkylsilyl, aryldi(C1-C4)alkysilyl, C1-C4 alkyldiarylsilyl, triarylsilyl, C1-C10 alkylcarbonyl, HO2C, C1-C10 alkoxycarbonyl, aminocarbonyl, C1-C6 alkylaminocarbonyl, di(C1-C6 alkyl)-aminocarbonyl, N\u2014(C1-C3 alkyl)-N\u2014(C1-C3 alkoxy)aminocarbonyl, C1-C6 alkylcarbonyloxy, arylcarbonyloxy, di(C1-C6)alkylaminocarbonyloxy, aryl (itself optionally substituted with C1-C6 alkyl or halogen), heteroaryl (itself optionally substituted with C1-C6 alkyl or halogen), heterocyclyl (itself optionally substituted with C1-C6 alkyl or halogen), aryloxy (where the aryl group is optionally substituted with C1-C6 alkyl or halogen), heteroaryloxy (where the heteroaryl group is optionally substituted with C1-C6 alkyl or halogen), heterocyclyloxy (where the heterocyclyl group is optionally substituted with C1-C6 alkyl or halogen), amino, C1-C6 alkylamino, di(C1-C6)alkylamino, C1-C6 alkylcarbonylamino, N\u2014(C1-C6)alkylcarbonyl-N\u2014(C1-C6)alkylamino, or arylcarbonyl (where the aryl group is itself optionally substituted with halogen or C1-C6 alkyl); or two adjacent positions on an aryl or heteroaryl system are cyclised to form a 5, 6 or 7 membered carbocyclic or heterocyclic ring, itself optionally substituted with halogen or C1-C6 alkyl;
R4 is hydrogen, methyl, ethyl, n-propyl, isopropyl, cyclopropyl, halomethyl, haloethyl, vinyl, propenyl, ethynyl, propynyl, halogen, C1-C2 alkoxy or C1-C2 haloalkoxy; and
R5, R6, R7, R8 and R9 are independently hydrogen, halogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C3-C6 alkenyloxy, C3-C6 haloalkenyloxy, C3-C6 alkynyloxy, C3-C6 cycloalkyl, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 alkoxysulfonyl, C1-C6 haloalkoxysulfonyl, cyano, nitro, phenyl, phenyl substituted by C1-C4 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, cyano, nitro, halogen, C1-C3 alkylthio, C1-C3 alkylsulfinyl or C1-C3 alkylsulfonyl, or heteroaryl or heteroaryl substituted by C1-C4 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, cyano, nitro, halogen, C1-C3 alkylthio, C1-C3 alkylsulfinyl or C1-C3 alkylsulfonyl; or
R6 and R7 or R8 and R9 together with the carbon atoms to which they are attached form an optionally substituted carbocyclic ring, or heterocyclyl optionally substituted by C1-C6 alkyl or C1-C6 haloalkyl; wherein a \u201ccarbocyclic ring\u201d means a cycloalkyl or cycloalkenyl group; and wherein, when present, the optional substituents on cycloalkyl or cycloalkenyl are C1-C3 alkyl; or
R5 and R6 together form a bond; and
HetAr is an heteroaryl or heteroaryl substituted by C1-C4 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, cyano, nitro, halogen, C1-C3 alkylthio, C1-C3 alkylsulfinyl or C1-C3 alkylsulfonyl;
and wherein when G is a latentiatinq group then G is selected from the groups C1-C8 alkyl, C2-C8 haloalkyl, phenyl C1-C8 alkyl (wherein the phenyl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano or by nitro), heteroaryl C1-C8 alkyl (wherein the heteroaryl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano or by nitro), C3-C8 alkenyl, C3-C8 haloalkenyl, C3-C8 alkynyl, C(Xa)\u2014Ra, C(Xb)\u2014Xc\u2014Rb, C(Xd)\u2014N(Rc)\u2014Rd, \u2014SO2\u2014Re, \u2014P(Xe)(Rf)\u2014R9 and CH2\u2014Xf\u2014Rb.
wherein Xa, Xb, Xc, Xd, Xe and Xf are independently of each other oxygen or sulfur; and wherein
Ra is H, C1-C18 alkyl, C2-C18 alkenyl, C2-C18 alkynyl, C1-C10 haloalkyl, C1-C10 cyanoalkyl, C1-C10 nitroalkyl, C1-C10 aminoalkyl, C1-C5 alkylamino(C1-C5)alkyl, C8 dialkylamino(C1-C5)alkyl, C3-C7 cycloalkyl(C1-C5)alkyl, C1-C5 alkoxy(C1-C5)alkyl, C3-C5 alkenyloxy(C1-C5)alkyl, C1-C5 alkylthio(C1-C5)alkyl, C1-C5 alkylsulfinyl(C1-C5)alkyl, C1-C5 alkylsulfonyl(C1-C5)alkyl, C2-C8 alkylideneaminoxy(C1-C5)alkyl, C1-C5 alkylcarbonyl(C1-C5)alkyl, C1-C5 alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5 alkylaminocarbonyl(C1-C5)alkyl, C8 dialkylaminocarbonyl(C1-C5)alkyl, C5 alkylcarbonylamino(C1-C5)alkyl, N\u2014C1-C5)alkylcarbonyl-N\u2014C1-C5)alkylamino(C1-C5)alkyl, C3-C6-trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl (wherein the phenyl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano, or by nitro), heteroaryl(C1-C5)alkyl (wherein the heteroaryl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano, or by nitro), C2-C5 haloalkenyl, C3-C8 cycloalkyl; phenyl or phenyl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; or heteroaryl or heteroaryl substituted by CrC3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro;
Rb is C1-C18 alkyl, C3-C18 alkenyl, C3-C18 alkynyl, C1-C10 cyanoalkyl, C1-C10 nitroalkyl, C2-C10-aminoalkyl, C1-C5 alkylamino(C1-C5)alkyl, C2-C8 dialkylamino(C1-C5)alkyl, C3-C7 cycloalkyl(C1-C5)alkyl, C1-C5 alkoxy(C1-C5)alkyl, C3-C5 alkenyloxy(C1-C5)alkyl, C3-C5 alkynyloxy(C1-C5)alkyl, C1-C5 alkylthio(C1-C5)alkyl, C1-C5 alkylsulfinyl(C1-C5)alkyl, C1-C5 alkylsulfonyl(C1-C5)alkyl, C2-C8 alkylideneaminoxy(C1-C5)alkyl, C1-C5 alkylcarbonyl(C1-C5)alkyl, C1-C5 alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(CrC5)alkyl, C1-C5 alkylaminocarbonyl(C1-C5)alkyl, C2-C8 dialkylaminocarbonyl(C1-C5)alkyl, C1-C5 alkylcarbonylamino(C1-C5)alkyl, N\u2014(C1-C5)alkylcarbonyl-N\u2014(C1-C5)alkylamino(C1-C5)alkyl, C3-C6-trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl (wherein the phenyl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano, or by nitro), heteroaryl C1-C5 alkyl (wherein the heteroaryl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkyl-thio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano, or by nitro), C3-C5 haloalkenyl, C3-C8 cycloalkyl; phenyl or phenyl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; or heteroaryl or heteroaryl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; and
Rc and Rd are each independently of each other hydrogen, C1-C10 alkyl, C3-C10 alkenyl, C3-C10 alkynyl, C2-C10 haloalkyl, C1-C10 cyanoalkyl, C1-C10 nitroalkyl, C1-C10 aminoalkyl, C1-C5 alkylamino(C1-C5)alkyl, C2-C8 dialkylamino(C1-C5)alkyl, C3-C7 cycloalkyl(C1-C5)alkyl, C1-C5 alkoxy(C1-C5)alkyl, C3-C5 alkenyloxy(C1-C5)alkyl, C3-C5 alkynyloxy(C1-C5)alkyl, C1-C5 alkylthio(C1-C5)alkyl, C1-C5 alkylsulfinyl(C1-C5)alkyl, C1-C5 alkylsulfonyl(C1-C5)alkyl, C2-C8 alkylideneaminoxy(C1-C5)alkyl, C1-C5 alkylcarbonyl(CrC5)alkyl, C1-C5 alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5 alkylaminocarbonyl(CrC5)alkyl, C2-C8 dialkylaminocarbonyl(C1-C5)alkyl, C5 alkylcarbonylamino(C1-C5)alkyl, N\u2014(C1-C5)alkylcarbonyl-N\u2014(C2-C5)alkylaminoalkyl, C3-C6-trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl (wherein the phenyl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano, or by nitro), heteroaryl(C1-C5)alkyl (wherein the heteroaryl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano, or by nitro), C2-C5 haloalkenyl, C3-C8 cycloalkyl; phenyl or phenyl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; heteroaryl or heteroaryl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; heteroarylamino or heteroarylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; diheteroarylamino or diheteroarylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; phenylamino or phenylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or by nitro; diphenylamino or diphenylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or by nitro; or C3-C7 cycloalkylamino, di-C3-C7 cycloalkylamino or C3-C7 cycloalkoxy;
or Rc and Rd may loin together to form a 3-7 membered ring, optionally containing one heteroatom selected from O or S; and
Re is C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, C1-C10 haloalkyl, C1-C10 cyanoalkyl, C1-C10 nitroalkyl, C1-C10 aminoalkyl, C1-C5 alkylamino(C1-C5)alkyl, C2-C8 dialkylamino(C1-C5)alkyl, C3-C7 cycloalkyl(C1-C5)alkyl, CrC5 alkoxy(C1-C5)alkyl, C3-C5 alkenyloxy(C1-C5)alkyl, C3-C5 alkynyloxy(C1-C5)alkyl, C1-C5 alkylthio(C1-C5)alkyl, C1-C5 alkylsulfinyl(C1-C5)alkyl, C1-C5 alkylsulfonyl(C1-C5)alkyl, C2-C8 alkylideneaminoxy(C1-C5)alkyl, C1-C5 alkylcarbonyl(C1-C5)alkyl, C1-C5 alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5 alkylaminocarbonyl(C1-C5)alkyl, C8 dialkylaminocarbonyl(C1-C5)alkyl, C1-C5 alkylcarbonylamino(C1-C5)alkyl, N\u2014(C1-C5)alkylcarbonyl-N\u2014(C1-C5)alkylamino(C1-C5)alkyl, C3-C6-trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl (wherein the phenyl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C3 alkylsulfonyl, halogen, cyano, or by nitro), heteroaryl(C1-C5)alkyl (wherein the heteroaryl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano, or by nitro), C2-C5 haloalkenyl, C3-C8 cycloalkyl; phenyl or phenyl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; heteroaryl or heteroaryl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or by nitro; heteroarylamino or heteroarylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or by nitro; diheteroarylamino or diheteroarylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; phenylamino or phenylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; diphenylamino or diphenylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; or C3-C7 cycloalkylamino, diC3-C7 cycloalkylamino, C3-C7 cycloalkoxy, CrC10 alkoxy, C1-C10 haloalkoxy, C1-C5 alkylamino or C2-C8 dialkylamino;
Rf and Rg are each independently of each other C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, C1-C10 alkoxy, C1-C10 haloalkyl, C1-C10 cyanoalkyl, C1-C10 nitroalkyl, C1-C10 aminoalkyl, C1-C5 alkylamino(C1-C5)alkyl, C2-C8 dialkylamino(C1-C5)alkyl, C3-C7 cycloalkyl(C1-C5)alkyl, C1-C5 alkoxy(C1-C5)alkyl, C3-C5 alkenyloxy(C1-C5)alkyl, C3-C5 alkynyloxy(C1-C5)alkyl, C1-C5 alkylthio(C1-C5)alkyl, C1-C5 alkylsulfinyl(C1-C5)alkyl, C1-C5 alkylsulfonyl(C1-C5)alkyl, C2-C8 alkylideneaminoxy(C1-C5)alkyl, C1-C5 alkylcarbonyl(C1-C5)alkyl, C1-C5 alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5 alkylaminocarbonyl(C1-C5)alkyl, C2-C8 dialkylaminocarbonyl(C1-C5)alkyl, C1-C5 alkylcarbonylamino(CrC5)alkyl, N\u2014(C1-C5)alkylcarbonyl-N\u2014(C2-C5)alkylaminoalkyl, C3-C6-trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl (wherein the phenyl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano, or by nitro), heteroaryl(C1-C5)alkyl (wherein the heteroaryl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano, or by nitro), C2-C5 haloalkenyl, C3-C8 cycloalkyl; phenyl or phenyl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; heteroaryl or heteroaryl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C3 haloalkoxy, halogen, cyano or by nitro; heteroarylamino or heteroarylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or by nitro; diheteroarylamino or diheteroarylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; phenylamino or phenylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; diphenylamino or diphenylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; or C3-C7 cycloalkylamino, diC3-C7 cycloalkylamino, C3-C7 cycloalkoxy, C1-C10 haloalkoxy, C1-C5 alkylamino or C2-C8 dialkylamino; or benzyloxy or phenoxy, wherein the benzyl and phenyl groups may in turn be substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro; and
Rh is C1-C10 alkyl, C3-C10 alkenyl, C3-C10 alkynyl, CrC10 haloalkyl, CrC10 cyanoalkyl, C1-C10 nitroalkyl, C2-C10 aminoalkyl, C1-C5 alkylamino(C1-C5)alkyl, C8 dialkylamino(C1-C5)alkyl, C3-C7 cycloalkyl(C1-C5)alkyl, C1-C5 alkoxy(C1-C5)alkyl, C3-C5 alkenyloxy(C1-C5)alkyl, C3-C5 alkynyloxy(C1-C5)alkyl, C1-C5 alkylthio(C1-C5)alkyl, C1-C5 alkylsulfinyl(C1-C5)alkyl, C1-C5 alkylsulfonyl(C1-C5)alkyl, C2-C8 alkylideneaminoxy(C1-C5)alkyl, C1-C5 alkylcarbonyl(C1-C5)alkyl, C1-C5 alkoxycarbonyl(C1-C5)alkyl, aminocarbonyl(C1-C5)alkyl, C1-C5 alkylaminocarbonyl(C1-C5)alkyl, C2-C8 dialkylaminocarbonyl(C1-C5)alkyl, C1-C5 alkylcarbonylamino(C1-C5)alkyl, N\u2014(C1-C5)alkylcarbonyl-N\u2014(C1-C5)alkylamino(C1-C5)alkyl, C3-C6-trialkylsilyl(C1-C5)alkyl, phenyl(C1-C5)alkyl (wherein the phenyl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano or by nitro), heteroaryl(C1-C5)alkyl (wherein the heteroaryl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano or by nitro), phenoxy(C1-C5)alkyl (wherein the phenyl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano or by nitro), heteroaryloxy(C1-C5)alkyl (wherein the heteroaryl is optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, halogen, cyano or by nitro), C3-C5 haloalkenyl, C3-C8 cycloalkyl; phenyl or phenyl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen or by nitro; or heteroaryl, or heteroaryl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or by nitro; and
wherein \u201caryl\u201d means phenyl;
wherein \u201cheteroaryl\u201d means an aromatic ring system containing at least one heteroatom and consisting either of a single ring or of two fused rings; and
wherein \u201cheterocyclyl\u201d 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.
2. A compound according to claim 1, wherein
R1 is methyl, ethyl, n-propyl, vinyl, ethynyl, halogen, C1-C2 alkoxy or C1-C2 haloalkoxy;
R2 is methyl, halogen, C1-C2 alkoxy or C1-C2 haloalkoxy, or optionally substituted phenyl;
R3 is hydrogen;
R4 is methyl ethyl, n-propyl, vinyl, ethynyl or methoxy; and
R5, R6, R7, R8 and R9 are independently hydrogen, halogen, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl;
R6 and R7 or R8 and R9 together with the carbon atoms to which they are attached form an optionally substituted carbocyclic ring or an optionally substituted heterocyclyl; or
R5 and R6 together form a bond; and
HetAr is heteroaryl or heteroaryl substituted by-one to three times by fluoro, chloro, bromo, methyl, methoxy, cyano or trifluoromethyl.
3. A compound according to claim 2, wherein
R1 is methyl or ethyl, R2 is methyl or chloro, R3 is hydrogen, and R4 is methyl, ethyl or methoxy, and
R5, R6, R7, R8 and R9 are hydrogen, or R5 and R6 together form a bond and
HetAr is a 5- or 6-membered heteroaryl or is a 5- or 6-membered heteroaryl which is substituted one to three times by fluoro, chloro, bromo, methyl, methoxy, cyano or trifluoromethyl.
4. A compound according to claim 3, wherein the HetAr moieties contain 1 or 2 nitrogen, oxygen or sulphur atoms.
5. A compound according to claim 4, wherein HetAr is thienyl, furyl, oxazolyl, isoxazolyl, benzofuryl, thiazolyl, oxazolyl, isothiazolyl, benzothienyl, benzoisothienyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl or benzisoxazolyl, where these rings are optionally substituted one or two times by fluoro, chloro, bromo, methyl, methoxy, cyano or trifluoromethyl.
6. A compound according to claim 4, wherein HetAr is pyridyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, cinnolinyl, phthalazinyl, quinazolinyl or quinoxalinyl, where these rings are optionally substituted one or two times by fluoro, chloro, bromo, methyl, methoxy, cyano or trifluoromethyl.
7. A compound according to claim 1, wherein R1 is methyl, ethyl, n-propyl, cyclopropyl, halogen or C1-C2 haloalkoxy, R2 is hydrogen, R3 is phenyl or pyridyl, where these rings are optionally substituted one to three times by fluoro, chloro, bromo, methyl, methoxy, cyano or trifluoromethyl, and R4 is hydrogen.
8. (canceled)
9. A herbicidal composition, which, in addition to comprising formulation adjuvants, comprises a herbicidally effective amount of a compound of formula I as defined in claim 1.
10. A herbicidal composition according to claim 9, which, in addition to comprising formulation adjuvants, comprises a herbicidally effective amount of the compound of formula I, a further herbicide, and optionally a safener.
11. A method of controlling grasses and weeds in crops of useful plants, which comprises applying a herbicidally effective amount of a compound of formula I as defined in claim 1, or of a composition comprising such a compound, to the plants or to the locus thereof.
12. A method according to claim 11, which is a method of controlling grasses and weeds in crops of useful plants, which comprises applying a herbicidally effective amount of a composition comprising the compound of formula I to the plants or to the locus thereof, and wherein
the crops of useful plants are cereals, rice, corn, rape, sugarbeet, sugarcane, soybean, cotton, sunflower, peanut or plantation crops.
13. A method according to claim 12, wherein the crops of useful plants are wheat or barley.
14. A mixture of a compound of formula I, as defined in claim 1, in combination with a further herbicide, wherein the mixture of the compound of formula I is selected from:
compound of formula I+acetochlor, compound of formula I+acifluorfen, compound of formula I+acifluorfen-sodium, compound of formula I+aclonifen, compound of formula I+acrolein, compound of formula I+alachlor, compound of formula I+alloxydim, compound of formula I+allyl alcohol, compound of formula I+ametryn, compound of formula I+amicarbazone, compound of formula I+amidosulfuron, compound of formula I+aminopyralid, compound of formula I+amitrole, compound of formula I+ammonium sulfamate, compound of formula I+anilofos, compound of formula I+asulam, compound of formula I+atraton, compound of formula I+atrazine, compound of formula I+azimsulfuron, compound of formula I+BCPC, compound of formula I+beflubutamid, compound of formula I+benazolin, compound of formula I+benfluralin, compound of formula I+benfuresate, compound of formula I+bensulfuron, compound of formula I+bensulfuron-methyl, compound of formula I+bensulide, compound of formula I+bentazone, compound of formula I+benzfendizone, compound of formula I+benzobicyclon, compound of formula I+benzofenap, compound of formula I+bifenox, compound of formula I+bilanafos, compound of formula I+bispyribac, compound of formula I+bispyribac-sodium, compound of formula I+borax, compound of formula I+bromacil, compound of formula I+bromobutide, compound of formula I+bromoxynil, compound of formula I+butachlor, compound of formula I+butafenacil, compound of formula I+butamifos, compound of formula I+butralin, compound of formula I+butroxydim, compound of formula I+butylate, compound of formula I+cacodylic acid, compound of formula I+calcium chlorate, compound of formula I+cafenstrole, compound of formula I+carbetamide, compound of formula I+carfentrazone, compound of formula I+carfentrazone-ethyl, compound of formula I+CDEA, compound of formula I+CEPC, compound of formula I+chlorflurenol, compound of formula I+chlorflurenol-methyl, compound of formula I+chloridazon, compound of formula I+chlorimuron, compound of formula I+chlorimuron-ethyl, compound of formula I+chloroacetic acid, compound of formula I+chlorotoluron, compound of formula I+chlorpropham, compound of formula I+chlorsulfuron, compound of formula I+chlorthal, compound of formula I+chlorthal-dimethyl, compound of formula I+cinidon-ethyl, compound of formula I+cinmethylin, compound of formula I+cinosulfuron, compound of formula I+cisanilide, compound of formula I+clethodim, compound of formula I+clodinafop, compound of formula I+clodinafop-propargyl, compound of formula I+clomazone, compound of formula I+clomeprop, compound of formula I+clopyralid, compound of formula I+cloransulam, compound of formula I+cloransulam-methyl, compound of formula I+CMA, compound of formula I+4-CPB, compound of formula I+CPMF, compound of formula I+4-CPP, compound of formula I+CPPC, compound of formula I+cresol, compound of formula I+cumyluron, compound of formula I+cyanamide, compound of formula I+cyanazine, compound of formula I+cycloate, compound of formula I+cyclosulfamuron, compound of formula I+cycloxydim, compound of formula I+cyhalofop, compound of formula I+cyhalofop-butyl, compound of formula I+2,4-D, compound of formula I+3,4-DA, compound of formula I+daimuron, compound of formula I+dalapon, compound of formula I+dazomet, compound of formula I+2,4-DB, compound of formula I+3,4-DB, compound of formula I+2,4-DEB, compound of formula I+desmedipham, compound of formula I+dicamba, compound of formula I+dichlobenil, compound of formula I+ortho-dichlorobenzene, compound of formula I+para-dichlorobenzene, compound of formula I+dichlorprop, compound of formula I+dichlorprop-P, compound of formula I+diclofop, compound of formula I+diclofop-methyl, compound of formula I+diclosulam, compound of formula I+difenzoquat, compound of formula I+difenzoquat metilsulfate, compound of formula I+diflufenican, compound of formula I+diflufenzopyr, compound of formula I+dimefuron, compound of formula I+dimepiperate, compound of formula I+dimethachlor, compound of formula I+dimethametryn, compound of formula I+dimethenamid, compound of formula I+dimethenamid-P, compound of formula I+dimethipin, compound of formula I+dimethylarsinic acid, compound of formula I+dinitramine, compound of formula I+dinoterb, compound of formula I+diphenamid, compound of formula I+diquat, compound of formula I+diquat dibromide, compound of formula I+dithiopyr, compound of formula I+diuron, compound of formula I+DNOC, compound of formula I+3,4-DP, compound of formula I+DSMA, compound of formula I+EBEP, compound of formula I+endothal, compound of formula I+EPTC, compound of formula I+esprocarb, compound of formula I+ethalfluralin, compound of formula I+ethametsulfuron, compound of formula I+ethametsulfuron-methyl, compound of formula I+ethofumesate, compound of formula I+ethoxyfen, compound of formula I+ethoxysulfuron, compound of formula I+etobenzanid, compound of formula I+fenoxaprop-P, compound of formula I+fenoxaprop-P-ethyl, compound of formula I+fentrazamide, compound of formula I+ferrous sulfate, compound of formula I+flamprop-M, compound of formula I+flazasulfuron, compound of formula I+florasulam, compound of formula I+fluazifop, compound of formula I+fluazifop-butyl, compound of formula I+fluazifop-P, compound of formula I+fluazifop-P-butyl, compound of formula I+flucarbazone, compound of formula I+flucarbazone-sodium, compound of formula I+flucetosulfuron, compound of formula I+fluchloralin, compound of formula I+flufenacet, compound of formula I+flufenpyr, compound of formula I+flufenpyr-ethyl, compound of formula I+flumetsulam, compound of formula I+flumiclorac, compound of formula I+flumiclorac-pentyl, compound of formula I+flumioxazin, compound of formula I+fluometuron, compound of formula I+fluoroglycofen, compound of formula I+fluoroglycofen-ethyl, compound of formula I+flupropanate, compound of formula I+flupyrsulfuron, compound of formula I+flupyrsulfuron-methyl-sodium, compound of formula I+flurenol, compound of formula I+fluridone, compound of formula I+fluorochloridone, compound of formula I+fluoroxypyr, compound of formula I+flurtamone, compound of formula I+fluthiacet, compound of formula I+fluthiacet-methyl, compound of formula I+fomesafen, compound of formula I+foramsulfuron, compound of formula I+fosamine, compound of formula I+glufosinate, compound of formula I+glufosinate-ammonium, compound of formula I+glyphosate, compound of formula I+halosulfuron, compound of formula I+halosulfuron-methyl, compound of formula I+haloxyfop, compound of formula I+haloxyfop-P, compound of formula I+HC-252, compound of formula I+hexazinone, compound of formula I+imazamethabenz, compound of formula I+imazamethabenz-methyl, compound of formula I+imazamox, compound of formula I+imazapic, compound of formula I+imazapyr, compound of formula I+imazaquin, compound of formula I+imazethapyr, compound of formula I+imazosulfuron, compound of formula I+indanofan, compound of formula I+iodomethane, compound of formula I+iodosulfuron, compound of formula I+iodosulfuron-methyl-sodium, compound of formula I+ioxynil, compound of formula I+isoproturon, compound of formula I+isouron, compound of formula I+isoxaben, compound of formula I+isoxachlortole, compound of formula I+isoxaflutole, compound of formula I+karbutilate, compound of formula I+lactofen, compound of formula I+lenacil, compound of formula I+linuron, compound of formula I+MAA, compound of formula I+MAMA, compound of formula I+MCPA, compound of formula I+MCPA-thioethyl, compound of formula I+MCPB, compound of formula I+mecoprop, compound of formula I+mecoprop-P, compound of formula I+mefenacet, compound of formula I+mefluidide, compound of formula I+mesosulfuron, compound of formula I+mesosulfuron-methyl, compound of formula I+mesotrione, compound of formula I+metam, compound of formula I+metamifop, compound of formula I+metamitron, compound of formula I+metazachlor, compound of formula I+methabenzthiazuron, compound of formula I+methylarsonic acid, compound of formula I+methyldymron, compound of formula I+methyl isothiocyanate, compound of formula I+metobenzuron, compound of formula I+metolachlor, compound of formula I+S-metolachlor, compound of formula I+metosulam, compound of formula I+metoxuron, compound of formula I+metribuzin, compound of formula I+metsulfuron, compound of formula I+metsulfuron-methyl, compound of formula I+MK-616, compound of formula I+molinate, compound of formula I+monolinuron, compound of formula I+MSMA, compound of formula I+naproanilide, compound of formula I+napropamide, compound of formula I+naptalam, compound of formula I+neburon, compound of formula I+nicosulfuron, compound of formula I+nonanoic acid, compound of formula I+norflurazon, compound of formula I+oleic acid (fatty acids), compound of formula I+orbencarb, compound of formula I+orthosulfamuron, compound of formula I+oryzalin, compound of formula I+oxadiargyl, compound of formula I+oxadiazon, compound of formula I+oxasulfuron, compound of formula I+oxaziclomefone, compound of formula I+oxyfluorfen, compound of formula I+paraquat, compound of formula I+paraquat dichloride, compound of formula I+pebulate, compound of formula I+pendimethalin, compound of formula I+penoxsulam, compound of formula I+pentachlorophenol, compound of formula I+pentanochlor, compound of formula I+pentoxazone, compound of formula I+pethoxamid, compound of formula I+petrolium oils, compound of formula I+phenmedipham, compound of formula I+phenmedipham-ethyl, compound of formula I+picloram, compound of formula I+picolinafen, compound of formula I+pinoxaden, compound of formula I+piperophos, compound of formula I+potassium arsenite, compound of formula I+potassium azide, compound of formula I+pretilachlor, compound of formula I+primisulfuron, compound of formula I+primisulfuron-methyl, compound of formula I+prodiamine, compound of formula I+profluazol, compound of formula I+profoxydim, compound of formula I+prometon, compound of formula I+prometryn, compound of formula I+propachlor, compound of formula I+propanil, compound of formula I+propaquizafop, compound of formula I+propazine, compound of formula I+propham, compound of formula I+propisochlor, compound of formula I+propoxycarbazone, compound of formula I+propoxycarbazone-sodium, compound of formula I+propyzamide, compound of formula I+prosulfocarb, compound of formula I+prosulfuron, compound of formula I+pyraclonil, compound of formula I+pyraflufen, compound of formula I+pyraflufen-ethyl, compound of formula I+pyrazolynate, compound of formula I+pyrazosulfuron, compound of formula I+pyrazosulfuron-ethyl, compound of formula I+pyrazoxyfen, compound of formula I+pyribenzoxim, compound of formula I+pyributicarb, compound of formula I+pyridafol, compound of formula I+pyridate, compound of formula I+pyriftalid, compound of formula I+pyriminobac, compound of formula I+pyriminobac-methyl, compound of formula I+pyrimisulfan, compound of formula I+pyrithiobac, compound of formula I+pyrithiobac-sodium, compound of formula I+quinclorac, compound of formula I+quinmerac, compound of formula I+quinoclamine, compound of formula I+quizalofop, compound of formula I+quizalofop-P, compound of formula I+rimsulfuron, compound of formula I+sethoxydim, compound of formula I+siduron, compound of formula I+simazine, compound of formula I+simetryn, compound of formula I+SMA, compound of formula I+sodium arsenite, compound of formula I+sodium azide, compound of formula I+sodium chlorate, compound of formula I+sulcotrione, compound of formula I+sulfentrazone, compound of formula I+sulfometuron, compound of formula I+sulfometuron-methyl, compound of formula I+sulfosate, compound of formula I+sulfosulfuron, compound of formula I+sulfuric acid, compound of formula I+tar oils, compound of formula I+2,3,6-TBA, compound of formula I+TCA, compound of formula I+TCA-sodium, compound of formula I+tebuthiuron, compound of formula I+tepraloxydim, compound of formula I+terbacil, compound of formula I+terbumeton, compound of formula I+terbuthylazine, compound of formula I+terbutryn, compound of formula I+thenylchlor, compound of formula I+thiazopyr, compound of formula I+thifensulfuron, compound of formula I+thifensulfuron-methyl, compound of formula I+thiobencarb, compound of formula I+tiocarbazil, compound of formula I+topramezone, compound of formula I+tralkoxydim, compound of formula I+tri-allate, compound of formula I+triasulfuron, compound of formula I+triaziflam, compound of formula I+tribenuron, compound of formula I+tribenuron-methyl, compound of formula I+tricamba, compound of formula I+triclopyr, compound of formula I+trietazine, compound of formula I+trifloxysulfuron, compound of formula I+trifloxysulfuron-sodium, compound of formula I+trifluralin, compound of formula I+triflusulfuron, compound of formula I+triflusulfuron-methyl, compound of formula I+trihydroxytriazine, compound of formula I+tritosulfuron, compound of formula I+3-2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-3-yl)phenoxy-2-pyridyloxyacetic acid ethyl ester, compound of formula I+4-(4,5-dihydro-3-methoxy-4-methyl-5-oxo)-1H-1,2,4-triazol-1-ylcarbonylsulfamoyl-5-methylthiophene-3-carboxylic acid, compound of formula I+BAY747 which has Chemical Abstracts Service Reference Number 335104-84-2, compound of formula I+topramezone, compound of formula I+4-hydroxy-3-2-(2-methoxyethoxy)methyl-6-(trifluoromethyl)-3-pyridinylcarbonylbicyclo3.2.1oct-3-en-2-one, and compound of formula I+4-hydroxy-3-2-(3-methoxypropyl)-6-(difluoromethyl)-3-pyridinylcarbonyl-bicyclo3.2.1oct-3-en-2-one;
and wherein the mixture partner for the compound of formula I is optionally in the form of an ester or a salt.
15. A compound according to claim 1, wherein \u201cheteroaryl\u201d means an aromatic ring system containing at least one heteroatom and consisting either of a single ring or of two fused rings; and in which a single ring contains up to three heteroatoms chosen from nitrogen, oxygen and sulphur, and in which a bicyclic system contains up to four heteroatoms chosen from nitrogen, oxygen and sulphur.
16. A compound according to claim 1, wherein \u201cheteroaryl\u201d means furyl, thienyl, pyrrolyl, pyrazolyl, imidazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, 1,2,4-oxadiazolyl, 1,3,4-oxadiazolyl, 1,2,5-oxadiazolyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,5-thiadiazolyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, 1,2,3-triazinyl, 1,2,4-triazinyl, 1,3,5-triazinyl, benzofuryl, benzisofuryl, benzothienyl, benzisothienyl, indolyl, isoindolyl, indazolyl, benzothiazolyl, benzisothiazolyl, benzoxazolyl, benzisoxazolyl, benzimidazolyl, 2,1,3-benzoxadiazole, quinolinyl, isoquinolinyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, benzotriazinyl, purinyl, pteridinyl or indolizinyl.
17. A compound according to claim 1, wherein \u201cheteroaryl\u201d means:
a 5-membered ring which is optionally benzannellated, optionally substituted by C1-C4 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, cyano, nitro, halogen, C1-C3 alkylthio, C1-C3 alkylsulfinyl or
C1-C3 alkylsulfonyl; or
a 6-membered ring which is optionally benzannellated, optionally substituted by C1-C4 alkyl, Cr
C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, cyano, nitro, halogen, C1-C3 alkylthio, C1-C3 alkylsulfinyl or
C1-C3 alkylsulfonyl.
11. A compound according to claim 1, wherein, when G is a latentiating group, then G is a group \u2014C(Xa)\u2014Ra or \u2014C(Xb)\u2014Xc\u2014Rb, and the meanings of Xa, Ra, Xb, Xc and Rb are as defined in claim 1.
18. A compound according to claim 1, wherein G is hydrogen.
19. A herbicidal composition according to claim 9, which, in addition to comprising formulation adjuvants, comprises a herbicidally effective amount of the compound of formula I, a safener, and optionally a further herbicide.
The claims below are in addition to those above.
All refrences to claim(s) which appear below refer to the numbering after this setence.
1. A semiconductor device, comprising:
a plurality of circuits that are provided on a semiconductor substrate, and that each include a semiconductor element having a threshold voltage, the threshold voltage controlled by a substrate voltage supplied to the semiconductor substrate;
a mesh-patterned first wiring that supplies each of the plurality of circuits with a power source voltage supplied to a plurality of locations at an outer periphery of the first wiring;
a mesh-patterned second wiring that is provided at a wiring layer, and that receives a supply of the substrate voltage; and
a mesh-patterned third wiring that is provided at a different wiring layer from the wiring layer at which the second wiring is provided, that has an outer periphery connected to an outer periphery of the second wiring, and that supplies the substrate voltage to the semiconductor substrate.
2. The semiconductor device of claim 1, wherein the substrate voltage is supplied to a central portion of the second wiring.
3. The semiconductor device of claim 1, wherein the second wiring and the third wiring are configured such that a drop in an absolute value of the substrate voltage in a portion corresponding to a first region, where power consumption by circuits of the plurality of circuits is relatively high in the semiconductor device, is greater than a drop in an absolute value of the substrate voltage in a portion corresponding to a second region, where power consumption by circuits of the plurality of circuits is less than in the first region.
4. The semiconductor device of claim 3, wherein:
the outer peripheries of the second wiring and the third wiring are connected to each other through a plurality of vias; and
a formation density of vias of the plurality of vias in the portion corresponding to the first region is lower than a formation density of vias of the plurality of vias in the portion corresponding to the second region.
5. The semiconductor device of claim 3, wherein, in the third wiring, a wiring width at the portion corresponding to the first region is less than a wiring width at the portion corresponding to the second region.
6. The semiconductor device of claim 1, further comprising a voltage generation section that generates the substrate voltage.
7. The semiconductor device of claim 1, wherein the outer peripheries of the second wiring and the third wiring are connected to each other through a plurality of vias.
8. The semiconductor device of claim 7, wherein the plurality of vias are disposed at uniform intervals.