DD213825A5 - Pflanzenschutzmittel - Google Patents

Pflanzenschutzmittel Download PDF

Info

Publication number: DD213825A5
Authority: DD; German Democratic Republic
Prior art keywords: carbon atoms; phenyl; halogen; alkyl; substituents
Prior art date: 1982-11-15

Application number

DD83256669A

Other languages

German (de)

English (en)

Inventor

Reinhard Lantzsch

Klaus Ditgens

Karl H Buechel

Paul Reinecke

Wilhelm Brandes

Original Assignee

Bayer Ag

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1982-11-15

Filing date

1983-11-14

Publication date

1984-09-26

1983-11-14 Application filed by Bayer Ag filed Critical Bayer Ag

1984-09-26 Publication of DD213825A5 publication Critical patent/DD213825A5/de

Links

239000000575 pesticide Substances 0.000 title description 4
-1 halogenoalkylthio Chemical group 0.000 claims abstract description 56
125000000217 alkyl group Chemical group 0.000 claims abstract description 28
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 21
150000003839 salts Chemical class 0.000 claims abstract description 19
229910052736 halogen Chemical group 0.000 claims abstract description 17
239000002253 acid Substances 0.000 claims abstract description 16
125000005843 halogen group Chemical group 0.000 claims abstract description 13
150000002367 halogens Chemical group 0.000 claims abstract description 13
125000004414 alkyl thio group Chemical group 0.000 claims abstract description 12
229910052751 metal Chemical class 0.000 claims abstract description 11
239000002184 metal Chemical class 0.000 claims abstract description 11
125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 10
125000004438 haloalkoxy group Chemical group 0.000 claims abstract description 10
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 9
239000001257 hydrogen Substances 0.000 claims abstract description 9
125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 8
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 8
125000003342 alkenyl group Chemical group 0.000 claims abstract description 6
125000002071 phenylalkoxy group Chemical group 0.000 claims abstract description 6
125000004660 phenylalkylthio group Chemical group 0.000 claims abstract description 5
125000002883 imidazolyl group Chemical group 0.000 claims abstract description 4
125000001376 1,2,4-triazolyl group Chemical group N1N=C(N=C1)* 0.000 claims abstract description 3
125000004432 carbon atom Chemical group C* 0.000 claims description 42
229910052731 fluorine Inorganic materials 0.000 claims description 18
239000011737 fluorine Substances 0.000 claims description 18
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 15
239000000460 chlorine Substances 0.000 claims description 15
229910052801 chlorine Inorganic materials 0.000 claims description 15
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 14
125000001424 substituent group Chemical group 0.000 claims description 13
238000000034 method Methods 0.000 claims description 12
238000002360 preparation method Methods 0.000 claims description 12
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
125000004995 haloalkylthio group Chemical group 0.000 claims description 10
125000001188 haloalkyl group Chemical group 0.000 claims description 7
125000003545 alkoxy group Chemical group 0.000 claims description 6
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
125000001153 fluoro group Chemical group F* 0.000 claims description 6
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
229910052794 bromium Inorganic materials 0.000 claims description 5
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
125000003626 1,2,4-triazol-1-yl group Chemical group [*]N1N=C([H])N=C1[H] 0.000 claims description 4
239000003085 diluting agent Substances 0.000 claims description 4
150000002170 ethers Chemical class 0.000 claims description 4
125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 claims description 4
239000011814 protection agent Substances 0.000 claims description 4
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
239000004606 Fillers/Extenders Substances 0.000 claims description 3
125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims description 3
239000004094 surface-active agent Substances 0.000 claims description 3
IGERFAHWSHDDHX-UHFFFAOYSA-N 1,3-dioxanyl Chemical group [CH]1OCCCO1 IGERFAHWSHDDHX-UHFFFAOYSA-N 0.000 claims description 2
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
125000004663 dialkyl amino group Chemical group 0.000 claims description 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
HRDXJKGNWSUIBT-UHFFFAOYSA-N methoxybenzene Chemical group [CH2]OC1=CC=CC=C1 HRDXJKGNWSUIBT-UHFFFAOYSA-N 0.000 claims description 2
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 2
238000002156 mixing Methods 0.000 claims description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
125000005359 phenoxyalkyl group Chemical group 0.000 claims description 2
241000233866 Fungi Species 0.000 claims 3
239000004476 plant protection product Substances 0.000 claims 3
VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical group OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 claims 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
125000005016 hydroxyalkynyl group Chemical group 0.000 claims 1
125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims 1
125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
150000007513 acids Chemical class 0.000 abstract description 8
230000000855 fungicidal effect Effects 0.000 abstract description 5
125000000532 dioxanyl group Chemical group 0.000 abstract description 3
125000005879 dioxolanyl group Chemical group 0.000 abstract description 3
150000001875 compounds Chemical class 0.000 description 36
241000196324 Embryophyta Species 0.000 description 17
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
239000000203 mixture Substances 0.000 description 10
239000002904 solvent Substances 0.000 description 10
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
239000003995 emulsifying agent Substances 0.000 description 9
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
238000009472 formulation Methods 0.000 description 8
238000012360 testing method Methods 0.000 description 7
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
230000001681 protective effect Effects 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
125000001309 chloro group Chemical group Cl* 0.000 description 5
239000008187 granular material Substances 0.000 description 5
239000000843 powder Substances 0.000 description 5
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
241000221577 Uromyces appendiculatus Species 0.000 description 4
239000004480 active ingredient Substances 0.000 description 4
239000000969 carrier Substances 0.000 description 4
239000012141 concentrate Substances 0.000 description 4
239000003444 phase transfer catalyst Substances 0.000 description 4
239000000047 product Substances 0.000 description 4
239000000243 solution Substances 0.000 description 4
238000005507 spraying Methods 0.000 description 4
239000000725 suspension Substances 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
150000000475 acetylene derivatives Chemical class 0.000 description 3
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 3
DKEKURXRUXRNES-UHFFFAOYSA-N bis(1h-pyrrol-2-yl)methanone Chemical class C=1C=CNC=1C(=O)C1=CC=CN1 DKEKURXRUXRNES-UHFFFAOYSA-N 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
201000010099 disease Diseases 0.000 description 3
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 3
239000003814 drug Substances 0.000 description 3
229940079593 drug Drugs 0.000 description 3
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238000011156 evaluation Methods 0.000 description 3
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238000011081 inoculation Methods 0.000 description 3
239000007788 liquid Substances 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
238000005554 pickling Methods 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
239000002689 soil Substances 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000007858 starting material Substances 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
WQRBJFZKPWPIJD-UHFFFAOYSA-N 1,1-dibutoxybutane Chemical compound CCCCOC(CCC)OCCCC WQRBJFZKPWPIJD-UHFFFAOYSA-N 0.000 description 2
RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
LFZJRTMTKGYJRS-UHFFFAOYSA-N 1-chloro-4-ethynylbenzene Chemical group ClC1=CC=C(C#C)C=C1 LFZJRTMTKGYJRS-UHFFFAOYSA-N 0.000 description 2
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 2
OQANLKSTTLUNQF-UHFFFAOYSA-N 4-fluoro-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound FCC(C)(C)C(=O)CN1C=NC=N1 OQANLKSTTLUNQF-UHFFFAOYSA-N 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical class [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
240000005979 Hordeum vulgare Species 0.000 description 2
235000007340 Hordeum vulgare Nutrition 0.000 description 2
UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
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206010037888 Rash pustular Diseases 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
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235000021307 Triticum Nutrition 0.000 description 2
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HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical class [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
125000002877 alkyl aryl group Chemical group 0.000 description 2
229910000147 aluminium phosphate Inorganic materials 0.000 description 2
150000001408 amides Chemical class 0.000 description 2
238000003556 assay Methods 0.000 description 2
125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 2
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239000010949 copper Substances 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
238000011161 development Methods 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
239000000975 dye Substances 0.000 description 2
238000001914 filtration Methods 0.000 description 2
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150000004678 hydrides Chemical class 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
229910052742 iron Inorganic materials 0.000 description 2
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical class [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 2
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XTEGVFVZDVNBPF-UHFFFAOYSA-N naphthalene-1,5-disulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1S(O)(=O)=O XTEGVFVZDVNBPF-UHFFFAOYSA-N 0.000 description 2
229910017604 nitric acid Inorganic materials 0.000 description 2
235000015097 nutrients Nutrition 0.000 description 2
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PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
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241001617088 Thanatephorus sasakii Species 0.000 description 1
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
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BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical class ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
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239000000205 acacia gum Substances 0.000 description 1
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230000000895 acaricidal effect Effects 0.000 description 1
239000000642 acaricide Substances 0.000 description 1
DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
150000001241 acetals Chemical class 0.000 description 1
239000013543 active substance Substances 0.000 description 1
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150000001298 alcohols Chemical class 0.000 description 1
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239000003513 alkali Substances 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000008051 alkyl sulfates Chemical class 0.000 description 1
229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
150000008052 alkyl sulfonates Chemical class 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
230000000844 anti-bacterial effect Effects 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
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239000003899 bactericide agent Substances 0.000 description 1
239000002585 base Substances 0.000 description 1
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HTZCNXWZYVXIMZ-UHFFFAOYSA-M benzyl(triethyl)azanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC1=CC=CC=C1 HTZCNXWZYVXIMZ-UHFFFAOYSA-M 0.000 description 1
230000001588 bifunctional effect Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
125000001246 bromo group Chemical group Br* 0.000 description 1
BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical class CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 1
239000001273 butane Substances 0.000 description 1
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
239000008112 carboxymethyl-cellulose Substances 0.000 description 1
235000013339 cereals Nutrition 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
150000008422 chlorobenzenes Chemical class 0.000 description 1
239000008199 coating composition Substances 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
231100000676 disease causative agent Toxicity 0.000 description 1
239000010459 dolomite Substances 0.000 description 1
229910000514 dolomite Inorganic materials 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000010410 dusting Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000005538 encapsulation Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
239000000446 fuel Substances 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
229910021485 fumed silica Inorganic materials 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000003630 growth substance Substances 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
210000002837 heart atrium Anatomy 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
239000001023 inorganic pigment Substances 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
238000009413 insulation Methods 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
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238000011068 loading method Methods 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
239000004579 marble Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
230000003641 microbiacidal effect Effects 0.000 description 1
244000005700 microbiome Species 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
239000011733 molybdenum Substances 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
239000005445 natural material Substances 0.000 description 1
239000005645 nematicide Substances 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
239000011368 organic material Substances 0.000 description 1
150000002902 organometallic compounds Chemical class 0.000 description 1
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
239000006072 paste Substances 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
125000003884 phenylalkyl group Chemical group 0.000 description 1
239000001007 phthalocyanine dye Substances 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
229910000105 potassium hydride Inorganic materials 0.000 description 1
239000001294 propane Substances 0.000 description 1
239000003380 propellant Substances 0.000 description 1
239000003531 protein hydrolysate Substances 0.000 description 1
239000008262 pumice Substances 0.000 description 1
239000010453 quartz Substances 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
239000005871 repellent Substances 0.000 description 1
230000002940 repellent Effects 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
239000011435 rock Substances 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
229910052624 sepiolite Inorganic materials 0.000 description 1
235000019355 sepiolite Nutrition 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
239000002002 slurry Substances 0.000 description 1
239000000779 smoke Substances 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
239000004334 sorbic acid Substances 0.000 description 1
235000010199 sorbic acid Nutrition 0.000 description 1
229940075582 sorbic acid Drugs 0.000 description 1
239000007921 spray Substances 0.000 description 1
125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 1
229910052718 tin Inorganic materials 0.000 description 1
239000011135 tin Substances 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
MDDPTCUZZASZIQ-UHFFFAOYSA-N tris[(2-methylpropan-2-yl)oxy]alumane Chemical compound [Al+3].CC(C)(C)[O-].CC(C)(C)[O-].CC(C)(C)[O-] MDDPTCUZZASZIQ-UHFFFAOYSA-N 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Environmental Sciences (AREA)
Agronomy & Crop Science (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Plant Pathology (AREA)
Pest Control & Pesticides (AREA)
Health & Medical Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Plural Heterocyclic Compounds (AREA)
Polymerization Catalysts (AREA)
Stereo-Broadcasting Methods (AREA)
Measuring Pulse, Heart Rate, Blood Pressure Or Blood Flow (AREA)
Combined Controls Of Internal Combustion Engines (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

DD83256669A 1982-11-15 1983-11-14 Pflanzenschutzmittel DD213825A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19823242222 DE3242222A1 (de)	1982-11-15	1982-11-15	Hydroxyalkinyl-azolyl-derivate

Publications (1)

Publication Number	Publication Date
DD213825A5 true DD213825A5 (de)	1984-09-26

Family

ID=6178181

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD83256669A DD213825A5 (de)	1982-11-15	1983-11-14	Pflanzenschutzmittel

Country Status (22)

Country	Link
US (2)	US4622333A (2)
EP (1)	EP0108995B1 (2)
JP (1)	JPS59104368A (2)
KR (1)	KR840006804A (2)
AT (1)	ATE20060T1 (2)
AU (1)	AU561625B2 (2)
BR (1)	BR8306242A (2)
CA (1)	CA1213593A (2)
DD (1)	DD213825A5 (2)
DE (2)	DE3242222A1 (2)
DK (1)	DK520783A (2)
EG (1)	EG16288A (2)
ES (1)	ES527257A0 (2)
GR (1)	GR79070B (2)
HU (1)	HU191495B (2)
IE (1)	IE56278B1 (2)
IL (1)	IL70196A (2)
NZ (1)	NZ206250A (2)
PH (1)	PH20170A (2)
PT (1)	PT77618B (2)
TR (1)	TR21963A (2)
ZA (1)	ZA838469B (2)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3222191A1 (de) *	1982-06-12	1983-12-15	Bayer Ag, 5090 Leverkusen	Hydroxyalkinyl-azolyl-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide
DE3242252A1 (de) *	1982-11-15	1984-05-17	Bayer Ag, 5090 Leverkusen	Heterocyclisch substituierte hydroxyalkyl-azolyl-derivate
DE3501245A1 (de) *	1985-01-16	1986-07-17	Bayer Ag	Azolyl-aroxymethyl-dimethylpentinole
GB8519836D0 (en) *	1985-08-07	1985-09-11	Ici Plc	Heterocyclic compounds
GB8530429D0 (en) *	1985-12-10	1986-01-22	Ici Plc	Heterocyclic compounds
DE3627673A1 (de) *	1986-08-14	1988-02-25	Bayer Ag	Verfahren zur herstellung optisch aktiver 2-hydroxyethyl-azol-derivate
DE3824434A1 (de) *	1988-07-19	1990-01-25	Bayer Ag, 51373 Leverkusen	Substituierte 1-aryl-3-cycloalkyl-4-(1,2,4-triazol-1-yl)-but-1-in-3-ole, verfahren sowie substituierte 2-arylethinyl-2-cycloalkyl-oxirane und cycloalkyl-arylethinylketone als zwischenprodukte zu ihrer herstellung, und ihre verwendung in fungiziden mitteln
GB8825313D0 (en) *	1988-10-28	1988-11-30	Ici Plc	Heterocyclic compounds

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2918894A1 (de) *	1979-05-10	1980-11-20	Bayer Ag	Fluorierte 1-triazolyl-butan-derivate, verfahren zu ihrer herstellung und ihre verwendung als fungizide
DE2926096A1 (de) *	1979-06-28	1981-01-08	Basf Ag	Fungizide beta -triazolylether, ihre herstellung und verwendung
DE2926280A1 (de) *	1979-06-29	1981-01-08	Basf Ag	Fungizide alpha -triazolylglykolderivate, ihre herstellung und verwendung
DE2951163A1 (de) *	1979-12-19	1981-07-16	Bayer Ag, 5090 Leverkusen	Substituierte triazolylmethyl-tert.-butyl-carbinole, verfahren zu ihrer herstellung und ihre verwendung als pflanzenschutzmittel sowie als zwischenprodukte
DE2951164A1 (de) *	1979-12-19	1981-07-16	Bayer Ag, 5090 Leverkusen	Substituierte triazolylmethyl-tert.-butyl-ketone, verfahren zu ihrer herstellung und ihre verwendung als pflanzenschutzmittel sowie als zwischenprodukte
DE3018865A1 (de) *	1980-05-16	1981-11-26	Bayer Ag, 5090 Leverkusen	Antimikrobielle mittel
DE3018866A1 (de) *	1980-05-16	1981-11-26	Bayer Ag, 5090 Leverkusen	1-hydroxyethyl-azol-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als pflanzenwachstumsregulatoren und fungizide
DE3106076A1 (de) *	1981-02-19	1982-09-09	Bayer Ag, 5090 Leverkusen	1-hydroxyethyl-azol-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als pflanzenwachstumsregulatoren und fungizide
DE3025308A1 (de) *	1980-07-04	1982-01-28	Bayer Ag, 5090 Leverkusen	Metallsalzkomplexe von n-propargylaniliden, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide
US4321272A (en) *	1980-08-25	1982-03-23	Syntex (U.S.A.) Inc.	Derivatives of substituted N-alkylimidazoles
JPS5770872A (en) *	1980-10-22	1982-05-01	Ono Pharmaceut Co Ltd	Imidazole derivative and biosynthetic inhibitor against thromboxana a2 containg the same
DE3175673D1 (en) *	1980-11-19	1987-01-15	Ici Plc	Triazole compounds, a process for preparing them, their use as plant fungicides and fungicidal compositions containing them
DE3048267A1 (de) *	1980-12-20	1982-07-15	Bayer Ag, 5090 Leverkusen	Substituierte 1-azolyl-butan-2-ole, verfahren zu ihrer herstellung und ihre verwendung als pflanzenschutzmittel sowie als zwischenprodukte
DE3104311A1 (de) *	1981-02-07	1982-08-19	Bayer Ag, 5090 Leverkusen	2-azolylmethyl-1,3-dioxolan- und -dioxan-derivate, verfahren zu ihrer herstellung und ihre verwendung als fungizide
DE3111238A1 (de) *	1981-03-21	1982-10-07	Bayer Ag, 5090 Leverkusen	Substituierte triazolylmethyl-oxirane, verfahren zu ihrer herstellung sowie ihre verwendung als zwischenprodukte
DE3124580A1 (de) *	1981-06-23	1983-01-05	Bayer Ag, 5090 Leverkusen	Fungizide mittel
DE3275088D1 (en) *	1981-08-19	1987-02-19	Ici Plc	Triazole derivatives, processes for preparing them, compositions containing them and processes for combating fungi and regulating plant growth

1982
- 1982-11-15 DE DE19823242222 patent/DE3242222A1/de not_active Withdrawn
1983
- 1983-11-01 US US06/547,806 patent/US4622333A/en not_active Expired - Fee Related
- 1983-11-02 DE DE8383110888T patent/DE3363805D1/de not_active Expired
- 1983-11-02 EP EP83110888A patent/EP0108995B1/de not_active Expired
- 1983-11-02 AT AT83110888T patent/ATE20060T1/de not_active IP Right Cessation
- 1983-11-07 PT PT77618A patent/PT77618B/pt unknown
- 1983-11-07 AU AU21037/83A patent/AU561625B2/en not_active Ceased
- 1983-11-11 IL IL70196A patent/IL70196A/xx unknown
- 1983-11-11 JP JP58211117A patent/JPS59104368A/ja active Pending
- 1983-11-13 EG EG709/83A patent/EG16288A/xx active
- 1983-11-14 PH PH29830A patent/PH20170A/en unknown
- 1983-11-14 CA CA000441064A patent/CA1213593A/en not_active Expired
- 1983-11-14 GR GR72966A patent/GR79070B/el unknown
- 1983-11-14 ZA ZA838469A patent/ZA838469B/xx unknown
- 1983-11-14 DK DK520783A patent/DK520783A/da not_active Application Discontinuation
- 1983-11-14 DD DD83256669A patent/DD213825A5/de unknown
- 1983-11-14 ES ES527257A patent/ES527257A0/es active Granted
- 1983-11-14 HU HU833903A patent/HU191495B/hu not_active IP Right Cessation
- 1983-11-14 BR BR8306242A patent/BR8306242A/pt unknown
- 1983-11-14 NZ NZ206250A patent/NZ206250A/en unknown
- 1983-11-14 IE IE2649/83A patent/IE56278B1/xx unknown
- 1983-11-15 TR TR21963A patent/TR21963A/xx unknown
- 1983-11-15 KR KR1019830005408A patent/KR840006804A/ko not_active Ceased
1986
- 1986-01-02 US US06/815,692 patent/US4818762A/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
ES8406444A1 (es)	1984-07-16
US4818762A (en)	1989-04-04
DK520783D0 (da)	1983-11-14
KR840006804A (ko)	1984-12-03
IE832649L (en)	1984-05-15
ES527257A0 (es)	1984-07-16
NZ206250A (en)	1986-05-09
IL70196A (en)	1987-09-16
BR8306242A (pt)	1984-06-19
IL70196A0 (en)	1984-02-29
AU561625B2 (en)	1987-05-14
EP0108995B1 (de)	1986-05-28
CA1213593A (en)	1986-11-04
AU2103783A (en)	1984-05-24
ZA838469B (en)	1984-07-25
DE3242222A1 (de)	1984-05-17
US4622333A (en)	1986-11-11
IE56278B1 (en)	1991-06-05
DE3363805D1 (de)	1986-07-03
PT77618B (en)	1986-03-19
EG16288A (en)	1986-12-30
JPS59104368A (ja)	1984-06-16
DK520783A (da)	1984-05-16
EP0108995A1 (de)	1984-05-23
PT77618A (en)	1983-12-01
PH20170A (en)	1986-10-14
ATE20060T1 (de)	1986-06-15
GR79070B (2)	1984-10-02
HU191495B (en)	1987-02-27
TR21963A (tr)	1985-12-11

Publication	Publication Date	Title
EP0096786B1 (de)	1987-09-16	Hydroxyalkinyl-azolyl-Derivate, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Fungizide
EP0019189B1 (de)	1982-07-28	Fungizide Mittel, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Fungizide
EP0121171A2 (de)	1984-10-10	Fungizide Mittel, Verfahren zu ihrer Herstellung und deren Verwendung
EP0131845A2 (de)	1985-01-23	Verwendung von substituierten Diazolyl-alkyl-carbinolen zur Bekämpfung von Pilzen im Pflanzenschutz
EP0103798A2 (de)	1984-03-28	Substituierte Azolylalkyl-t-butyl-ketone und -carbinole
DD212408A5 (de)	1984-08-15	Pflanzenschutzmittel
EP0047405B1 (de)	1984-06-20	Azolylalkyl-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Fungizide
EP0108995B1 (de)	1986-05-28	Hydroxyalkinyl-azolyl-Derivate
EP0076370A1 (de)	1983-04-13	Substituierte Azolyl-phenoxy-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Fungizide
DE2842137A1 (de)	1980-04-17	Halogenierte 1-azolyl-1-fluorphenoxy- butan-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide
EP0141205B1 (de)	1990-06-06	Hydroxyethylazolyl-oxim-Derivate
EP0118069B1 (de)	1986-12-30	Fungizide Mittel 1,3-Diazolyl-propanole enthaltend
EP0040366B1 (de)	1983-11-02	Imidazolyl-vinyl-ketone und -carbinole, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Fungizide
EP0102517B1 (de)	1986-10-08	Fungizide Mittel
DE3544731A1 (de)	1987-06-19	1,4-disubstituierte 1-azolyl-3,3-dimethylbutan-2-on- und -ol-derivate
EP0047420A2 (de)	1982-03-17	Fluorierte 1-Azolyl-butan-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Fungizide
EP0023651B1 (de)	1983-01-26	Imidazolyl-enolether, Verfahren zu ihrer Herstellung und ihre Verwendung als Fungizide
EP0073331B1 (de)	1986-04-09	5-Aryloxy-5-azolyl-3,3-dimethyl-1-penten-4-one und -ole, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Fungizide
DE3314738A1 (de)	1984-10-25	Azolylethyl-benzyl-ether-derivate, verfahren zu ihrer herstellung und ihre verwendung als fungizide
EP0129115A2 (de)	1984-12-27	Azolylmethyl-thienyl-carbinol-Derivate
EP0045016B1 (de)	1984-09-12	Substituierte Triazolylalkyl-pyridyl-ether, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Fungizide
DE3417467A1 (de)	1985-11-14	Cyclische azolylvinylether
EP0024538B1 (de)	1983-01-26	1,2,4-Triazolyl-enolether, Verfahren zu ihrer Herstellung und ihre Verwendung als Fungizide
EP0019190A2 (de)	1980-11-26	Verwendung von Hydroxyalkyl-imidazolen als Fungizide
EP0039405A2 (de)	1981-11-11	Triazolyl-benzyloxy-ketone und -carbinole, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Fungizide