2,4,5,-trisubstituted phenylketo-enols for use as pesticides and herbicides

A compound of the formula (I)

• in which
• X represents halogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, C1-C6-alkoxy, C1-C4-halogenoalkyl, C1-C4-halogenoalkoxy, cyano or nitro,
• Y represents hydrogen, halogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C4-halogenoalkyl, C1-C4-halogenoalkoxy, cyano or nitro,
• Z represents halogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C4-halogenoalkyl, C1-C4-halogenoalkoxy, hydroxyl, cyano, nitro, or phenoxy, phenylthio, thiazolyloxy, pyridinyloxy, pyrimidinyloxy, pyrazolyloxy, phenyl-C1-C4-alkoxy or phenyl-C1-C4-alkylthio which are in each case optionally substituted by halogen, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-halogenoalkyl, C1-C4-halogenoalkoxy, nitro or cyano,
• Y and Z, together represent C3-C4 alkanediyl or C3-C4-alkenediyl which are optionally substituted by halogen, C1-C6-alkyl, C1-C6-alkoxy or C1-C4-halogenoalkyl and in which one to three members can optionally be replaced, independently of one another, by oxygen, sulphur, nitrogen or a carbonyl group, X having one of the abovementioned meanings,
• Het represents
• A represents hydrogen, or represents C1-C12-alkyl, C2-C8-alkenyl, C1-C10-alkoxy-C1-C8-alkyl, poly-C1-C8-alkoxy-C1-C8-alkyl or C1-C10-alkylthio-C1-C6-alkyl which are in each case optionally substituted by halogen, or represents C3-C8-cycloalkyl which is optionally substituted by halogen, C1-C6-alkyl or C1-C6-alkoxy and in which one or two methylene groups are optionally replaced by oxygen and/or sulphur, or represents phenyl, naphthyl, phenyl-C1-C6-alkyl, naphthyl-C1-C6-alkyl or hetaryl having 5 or 6 ring atoms and one to three heteroatoms from the series consisting of oxygen, sulphur and nitrogen, which are in each case optionally substituted by halogen, C1-C6-alkyl, C1-C6-halogenoalkyl, C1-C6-alkoxy, C1-C6-halogenoalkoxy, cyano or nitro,
• D represents hydrogen, or represents C1-C12-alkyl, C3-C8-alkenyl, C3-C8-alkinyl, C1-C10-alkoxy-C2-C8-alkyl, poly-C1-C8-alkoxy-C2-C8-alkyl or C1-C10-alkylthio-C2-C8-alkyl which are in each case optionally substituted by halogen, or represents C3-C8-cycloalkyl which is optionally substituted by halogen, C1-C4-alkyl, C1-C4-alkoxy or C1-C4-halogenoalkyl and in which one or two methylene groups which are not directly adjacent are optionally replaced by oxygen and/or sulphur, or represents phenyl, hetaryl having 5 to 6 ring atoms and one or two heteroatoms from the series consisting of oxygen, sulphur and nitrogen, phenyl-C1-C6-alkyl, hetaryl-C1-C6-alkyl having 5 to 6 ring atoms and one or two heteroatoms from the series consisting of oxygen, sulphur and nitrogen, which are in each case optionally substituted by halogen, C1-C6-alkyl, C1-C6-halogenoalkyl, C1-C6-alkoxy, C1-C6-halogenoalkoxy, cyano or nitro, or
• A and D together represent a C3-C6-alkanediyl or C3-C6-alkenediyl group in which in each case one methylene group is optionally replaced by oxygen or sulphur and which are in each case optionally substituted by halogen or C1-C10-alkyl, C1-C6-alkylthio, C3-C7-cycloalkyl, phenyl or benzyloxy which are in each case optionally substituted by halogen, or by a further C3-C6-alkandiyl, C3-C6-alkenediyl or C4-C6-alkadienediyl group which forms a fused-on ring and in which in each case one methylene group is optionally replaced by oxygen or sulphur and which are optionally substituted by C1-C6-alkyl, or
• A and D together represent a C3-C6-alkandiyl or C3-C6-alkenediyl group which in each case optionally contains one of the following groups
• G represents hydrogen (a), or represents one of the groups
• wherein
• E represents one metal ion equivalent or an ammonium ion,
• L represents oxygen or sulphur,
• M represents oxygen or sulphur,
• R1 represents C1-C20-alkyl, C2-C20-alkenyl, C1-C8-alkoxy-C1-C8-alkyl, C1-C8-alkylthio-C1-C8-alkyl or poly-C1-C8-alkoxy-C1-C8-alkyl which are in each case optionally substituted by halogen, or represents C3-C8-cycloalkyl which is optionally substituted by halogen, C1-C6-alkyl or C1-C6-alkoxy and in which one or two methylene groups are optionally replaced by oxygen and/or sulphur,
• or represents phenyl which is optionally substituted by halogen, cyano, nitro, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-halogenoalkyl, C1-C6-halogenoalkoxy, C1-C6-alkylthio or C1-C6-alkylsulphonyl,
• or represents phenyl-C1-C6-alkyl which is optionally substituted by halogen, nitro, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-halogenoalkyl or C1-C6-halogenoxalkoxy,
• or represents 5- or 6-membered hetaryl having one or two heteroatoms from the series consisting of oxygen, sulphur and nitrogen which is optionally substituted by halogen or C1-C6-alkyl
• or represents phenoxy-C1-C6-alkyl which is optionally substituted by halogen or C1-C6-alkyl
• or represents 5- or 6-membered hetaryloxy-C1-C6-alkyl which has one or two heteroatoms from the series consisting of oxygen, sulphur and nitrogen and is optionally substituted by halogen, amino or C1-C6-alkyl,
• R2 represents C1-C20-alkyl, C2-C20-alkenyl, C1-C8-alkoxy-C2-C8-alkyl or poly-C1-C8-alkoxy-C2-C8-alkyl which are in each case optionally substituted by halogen,
• or represents C3-C8-cycloalkyl which is optionally substituted by halogen, C1-C6-alkyl or C1-C6-alkoxy,
• or represents phenyl or benzyl which are in each case optionally substituted by halogen, cyano, nitro, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-halogenoalkyl or C1-C6-halogenoalkoxy,
• R3 represents C1-C8-alkyl which is optionally substituted by halogen, or phenyl or benzyl which are in each case optionally substituted by halogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C4-halogenoalkyl, C1-C4-halogenoalkoxy, cyano or nitro,
• R4 and R5 independently of one another represent C1-C8-alkyl, C1-C8-alkoxy, C1-C8-alkylamino, di-(C1-C8-alkyl)amino, C1-C8-alkylthio or C3-C8-alkenylthio which are in each case optionally substituted by halogen, or represent phenyl, phenoxy or phenylthio which are in each case optionally substituted by halogen, nitro, cyano, C1-C4-alkoxy, C1-C4-halogenoalkoxy, C1-C4-alkylthio, C1-C4-halogenoalkylthio, C1-C4-alkyl or C1-C4-halogenoalkyl,
• R6 and R7 independently of one another represent hydrogen, or represent C1-C8-alkyl, C3-C8-cycloalkyl, C1-C8-alkoxy, C3-C8-alkenyl or C1-C8-alkoxy-C2-C8-alkyl which are in each case optionally substituted by halogen, or represent phenyl or benzyl which are in each case optionally substituted by halogen, C1-C8-alkyl, C1-C8-halogenoalkyl or C1-C8-alkoxy, or together represent a C3-C6-alkylene radical which is optionally substituted by C1-C6-alkyl and in which one methylene group is optionally replaced by oxygen or sulphur
• R13 represents hydrogen, or C1-C8-alkyl or C1-C8-alkoxy which are in each case optionally substituted by halogen, or represents C3-C8-cycloalkyl which is optionally substituted by halogen, C1-C4-alkyl or C1-C4-alkoxy and in which one methylene group is optionally replaced by oxygen or sulphur, or represents phenyl, phenyl-C1-C4-alkyl or phenyl-C1-C4-alkoxy which are in each case optionally substituted by halogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C4-halogenoalkyl, C1-C4-halogenoalkoxy, nitro or cyano,
• R14 represents hydrogen or C1-C8-alkyl, or
• R13 and R14 together represent C4-C6-alkanediyl,
• R15 and R16 are identical or different and represent C1-C6-alkyl, or
• R15 and R16 together represent a C2-C4-alkanediyl radical which is optionally substituted by C1-C6-alkyl or by phenyl which is optionally substituted by halogen, C1-C4-alkyl, C1-C4-halogenoalkyl, C1-C4-alkoxy, C1-C4-halogenoalkoxy, nitro or cyano,
• R17 and R18 independently of one another represent hydrogen, or represent C1-C8-alkyl which is optionally substituted by halogen, or represent phenyl which is optionally substituted by halogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C4-halogenoalkyl, C1-C4-halogenoalkoxy, nitro or cyano, or
• R17 and R18, together with the carbon atom to which they are bonded, represent C5-C7-cycloalkyl which is optionally substituted by C1-C4-alkyl and in which one methylene group is optionally replaced by oxygen or sulphur,
• R19 and R20 independently of one another represent C1-C10-alkyl, C2-C10-alkenyl, C1-C10-alkoxy, C1-C10-alkylamino, C3-C10-alkenylamino, di-(C1-C10-alkyl)amino or di-(C3-C10-alkenyl)amino.