PL160277B1 - S rodek grzybobójczy, owadobójczy lub roztoczobójczy PL PL PL PL PL PL - Google Patents
S rodek grzybobójczy, owadobójczy lub roztoczobójczy PL PL PL PL PL PLInfo
- Publication number
- PL160277B1 PL160277B1 PL1989282378A PL28237889A PL160277B1 PL 160277 B1 PL160277 B1 PL 160277B1 PL 1989282378 A PL1989282378 A PL 1989282378A PL 28237889 A PL28237889 A PL 28237889A PL 160277 B1 PL160277 B1 PL 160277B1
- Authority
- PL
- Poland
- Prior art keywords
- phenyl
- ppm
- oil
- cyano
- group
- Prior art date
Links
Classifications
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
- C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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 with substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/335—Radicals substituted by nitrogen atoms not forming part of a nitro radical
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- A—HUMAN NECESSITIES
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- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
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- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
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- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
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- A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
- A01N37/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
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- A—HUMAN NECESSITIES
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- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/50—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids the nitrogen atom being doubly bound to the carbon skeleton
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- 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
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- A—HUMAN NECESSITIES
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- 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/10—Sulfones; Sulfoxides
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- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
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- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/10—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with sulfur as the ring hetero atom
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- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
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- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/18—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with sulfur as the ring hetero atom
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- 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
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- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
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- 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
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- A01N43/42—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings condensed with carbocyclic rings
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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Abstract
1. Srodek grzybobójczy, owadobójczy lub roztoczo- bójczy, znamienny tym, ze jako substancje czynna zawiera zwiazek o wzorze 1, w którym R1 i R2 moga byc takie same lub rózne i oznaczaja wodór, chlorowiec, grupe Ci-6alkilo- wa, C3-6 c ykloalkilowa, fenylowa, fenoksylowa, fenylo/C1- 4/alkilowa, heteroarylowa, cyjanowa, - CO2R 3 -COR3, -SO2R3, gdzie R3 oznacza wodór, grupe C 1- 6 alkilowa lub fenylowa, albo R1 i R2 razem tworza pierscien C5-10 kar- bocykllczny lub heterocykliczny, ewentualnie zawierajacy sprzezony pierscien benzenowy, przy czym pierscien hete- rocykliczny zawiera 1 lub 2 atomy tlenu lub azotu, kazda z wymienionych wyzej grup fenylowych albo heteroar ylo- wych, bedacych 5- lub 6-czlonowymi pierscieniami, zawie- rajacymi 1, 2 lub 3 atomy tlenu, azotu lub siarki, moze byc ewentualnie podstawiona chlorowcem, grupa C1-4 alkilo- wa, C1-4 alkoksylowa, C1-4 alkilotio, chlorowco/C1-4/alkilo- wa, chlorowco/C1- 4/alkoksylowa, C2-6 alkenyloksylowa, C2-4 alkinyloksylowa, heteroar yloksylowa, fenylowa, feno- ksylowa, nitrowa, cyjanowa. N-oksy, fenylo-/C1-4 alkil owa. fenylo/C1 -4 / alkoksylowa, -NR3R4, -CO2R3, -CONR3R4 lub -SO2R3, gdzie R3 i R4 moga byc takie same lub rózne i maja znaczenie wyzej podane dla R3, a grupy fenylowe sa ewen- tualnie podstawione chlorowcem lub grupa cyjanowa oraz j ego stereoizomery, w polaczeniu z grzybobójczo, owadobój- czo lub roztoczotójczo dopuszczalnym nosnikiem lub roz- cienczalnikiem W Z Ó R 1 PL PL PL PL PL PL
Description
Przedmiotem wynalazku Jost środek grzybobójczy, owadobóóczy lub roztoczobójczy, zawierający jako substancję czynną nowo pochodne kwasu proponowego.
środek według wynalazku zawiera jako substancję czynną związek o wzorze 1, w którym R i R mocą byc takio same lub różno i oznaczają wodór, chlorowiec, grupę Cj_g-llkllooę,
Cg gCykkoalkilową, C^gglkoksylową, chlonwco/Cj_4/a kł^wą , fenylową, fonoksyl^ową, fenylo/ Cj 3/alkilooę, fotyll/Cg_4/alkenklową, yhlorowco/C3_4/akkoksylooą, fonylo/Cj 4/llkoksklloę, ho torocykllic/Ci_4/llk iłową , hβteroaΓklooę, cyJatooę, -NRJR4 , -COgR-COR5,-S/o/ r3 ,,-PC//cr3/2 gdzie R3 i r4 mogą być takie samo lub różno i oznaczają woddr, grupę C. likllową iuo i u fetkiooę, i n Jost równo 0, 1 lub 2, albo R i R razem tworzą pierścień karbacy^iczny lub heterocykliczny, owoetualnle zawierający sprzężony pierścień benzenowy, przy czym pierścień heterocykliczny zawiera 1 lub 2 atomy tlenu lub azotu, każda z wymienionych wyżej grup fenklookyh albo heterockklllowych lub hθtoolrklowych, będących 5- lub 6-czln^υokii pierścieniami, zawierającymi 1, 2 lub 3 atomy tlenu, azotu lub siarki, owθetu8lnie sprzężonymi z piorścienOam lOtzenooym, możo byc owenoalnie podstawiona chlorOwcem, grupą C3 4 aiklOooą, C3_3llkoksylowę, yhiorowyo/Ci_4/elknową , chlorowco/Cj_4/alkoksk4
160 277
Iową, C2_6alkenyl^oksyl^ową, C2_4-alkinyloksylowę, cykloalkokeylową, Ci^alkoksy/C^^ alkoksy/Cj^/alkoksylową, cyjanoalkoksylową, heteroaryloksylowę, fenylową, fenoksylową, nitrową, cyjanową, N-ol<sy. fenylo/C, ./eai.koksylową, -NR3R4, -CO„R3, -CONR3R4,, -CSNR3R4 τ 34 * lub -S/O/ftR , gdzie R , R l n maje wyżej podane znaczenie, a grupy fenylowe są eweetualnie podstawione chlon^wc^B lub grupą cyjanową oraz Jego etereoZkomery.
Związki o wzorze 1 zawierają co najmniej jedno podwójne wiązanie węąiel - azot 1 co najmniej Jedno podwójne wiązanie węgial-węgiel i czasami otrzymuje sią Je w postaci mieszaniny Izomerów geometrycznych. Mieszaniny te można rozdzielać na Indywidualne Izomery. Wynalazek obejmuje Izomery i lch mieszaniny we wszystkich proporcjach.
Izomery wynnkające z niesymeerycznie podstawionego podwójnego wiązenia grupy propeniamwej oraz oksymu określa się zazwyczaj stosowanymi terminami £· 1 Z. Deeinicja ta Jest zgodne z syseemem CahnnIngcld-PΓelkg, opisanym w lieeaaturze /patrz np. 3. March, Advanced Organie 011811^81^, 3-cie wyd., Wlley-lnterscieacβ, etr. 109 i nastąpna/.
Przy podwójnym wiązaniu węągel-węgiel grupy prkpenlankoej zazwyczaj Jeden z izomerów jest bardziej aktywny grzybobójczo nlZ drugi, zazwyczaj bardziej aktw»nym Jest izomer, w którym grupy -ΟΟ,,ΟΗ^ i -OCH3 są po przecn^ewnych stronach wiązenia oitftkowego grup·/ prkpealankweJ /nomer /E/ż Korzystną postacią wynalazku aą izomery /E/. Chlorowiec oznacza fluor, chlor, brom i Jod.
Grupy flkUowe oraz cząści alkUowe grup aikkkeylkwych, ara^Honych 1 a^^ksymogą mieć łańcuch prosty lub rozgałęziony 1 jeśli nie zaznaczono inaczej, dogodnie zawierają 1-6 atomów węgla. Przykładami są grupy metylowβ, etylowa, izopropylowa i tbutylowa. Eιoottualayml podstawnikami mogą być atomy chlorowca, zwłaszcza chlor i fluor, grupy hydroksylowe i C^^alkoksylowa. Przykładami podstawionych grup 1 alkkksylowych są grupy triflkOkemαtylooα i trfflookemelokeylowa.
Grupą cyklkalklkooą Jest dogodnie grupa C3_gCcklooekilowa. np. cyklopropylowa i cyki.kheksylkwa, a grupą cyklk3lklloalkikową Jest dogodnie grupa C3_gCctklkflklo/Cl_4/ aH^owa, np. cyklopmpyloetylowa.
Grupy alkenylowe 1 aH^y^we dogodnie zawierają 2-6 alt omów węgla, zazwyczaj 2-4 atomów węgla, w postaci prostej lub rozgalązionee. Przykładami są grupy tteayiooa. αΙΗ^α i propargilc^wa. Podstawione grupy aikeaylowe i alkinykowt obejmują eoontuufnie podstawione grupy aryloalkenykowe /zwłaszcza ewenhalnie podstawioną grupą feaylketθaylooę/ i aryloalkinylowe.
□ako grupy Bryłowe i cząści arylowt grup aralklkooych, aryloalkenykooych, aryloaiktnykowych, aryloleykooych i eryloleyalklewych wystąpują grupy fenylowa i na^ykows.
Gdy R i R razem tworzą karbkcykliczay luo heterocykliczny układ pierścieniowy, to jest to dogodnie Cg ^alifatyczny, aromatyczny lub mieszany flifatyzao--akmmatyczny układ pierśctenlooy, np. cyklkpentylkoy, cyklohekeylkoy, cykiohekeadienknylowy oraz te grupy podstawione sp^ązonym piersc«nemm benzenowym ι/Hjb podstawnikami takim jak grupa mtylkoa, albo może to być 5-10-czlnnooy heterocykliczny układ pierśclθnkooy np. tetrahydropiranyy.
Określenie grupa hettrkfrykoof obejmuje aromatyczne grupy heterocykliczne. Grupy heteroarykowa i heterkyykllkoot oraz cząści heterkfrylowe i heterocyklllooe innych grup, takie jak grapa nsttrkarylokeyalklloof i heterocykloalkιkoWf są zazwyczaj 5- lub 6- członowym pltrsyltalfm, zawieraj ącymi jeden lub nącej htttroalmmJo O, N luo S i mogą być sp^ązone z jednym lub wiącej laayel aromatyyzayne, htttΓkakOlatyyzayml lub hsterdcykl·icznymi pierścieniami, takimi jak pierścień benzenowy. Przykładami są grupy tleaylkoa, fuzlowa, pirolilowa, trlfzolllooa, tιazkilkoo3, lirydylkoα, pi rymldy.tylkof, p irazynyiowa, lirydazynylko^, tr 1 azyaylooa. craml lny Iowa i yhlakks^llnylooa oraz ich '.-tlent!.
:^azek obejmuje znązlki o wzorze 1 w którym R^ oznacza grupę C__afl^l|kwą, ynlcrooto/Cl_4/flkikooę, Cl_z-filckeylkΌ, chlorowcc/C^_4/ailkkeylkoą, Cj_4filllokfΓbkaylkCj_4flkkleykfrbknylkoę, cyjanową, ienylk/C^_4/alklkową, fenylową, 5- lub 6-yzlonooą aromatyczną grupą haterocyk1lczną zawierającą jeden lub wiącej atomów O, N lub S 1 ewenhalnie sp^ążoną z pierśceeciem benzenowym, przy czym ^^i^i^nnne wyżej cząści aromatyczne lub
160 277 heteroaromatyczne sę ewentualnie podstawione jednym lub więcej atomaM. chlorowca, grupami hydroksylową, C^^elkilowę, chlorowco/C,_4/alkilowę, Cj^alkoksylowę, chlorowco/Cj^/alkoksylowę, Cl_4alkilonabbonyllwę, C^^akkoksykarbonylowę, mtrowę, cyjanowa, fenylowa, fenoksylowę, benzylową lub benzyloksyjw^ r2 oznacza wodiir, chlorlwlec, grupę C^^allkilowę, chlorowco/C^_4/alkllowę, Cj^alkiookarbonylowę, C j^alkoksykarbonylowę, cyjanowa lub fenylowę, albo R1 i R2 razem tworzę O5_10-karblcykliczay układ pierścieniowy.
Wynalazelc pona<jto obejrauje znęzki o wzorze 1 w którym R* oznacza grupę C^^allkilowę, benzylową, Cj_4nlkilokarbonylowę, Cj^alkoksykarbonylowę, cyjanową, fenylowę, tienylowę, triazolioowę, tiazolHowę, pirydylowę, pirymidynylowę, pirazynylowę, pirydazynylowę, tnazynylowę, chlnollnylowę lub chinoksalinylowę, przy czym wymienione części aromatyczne lub heteroaTematyczne sę nwθetualain podstawione Jednym lub więcej atomami chlorowca, grupami Ci_4alkHowę, trfluudOTety^owę, Cj^alkoksylowę, tnff^^K^r^m^^U^l^sylc^wę, mtrowę cyjaaowę, Jnylowę lub benzyloksylowę, r2 oznacza wodór, grupę Cj^alkUwę, Cl_4alkllokβrbonylowę, Cj^alkoksykerbonylowę, cyjanowę lub fenylowę, albo R i R razem tworzę pierścień cyklopantylowy lub cykloheksylowy, ewθntuulnle sprzężony z pierścieneem benzenowym.
W następującej tabeli 1 zestawiono zwięzki o wzorze 1. Grupa 3-metokeypropenianu omeylu ma konfigurację /£/.
Tabela I _ZwiS*ki_o_wzorze 1
Zwięzek | ' r1 | I | R2 | , Oksym* | 1 | Olefnnowy | * 1 Temmeeatura |
nr | topnienia | ||||||
1 | l_ _ _ _ | J | 1 °C | ||||
1 | ; 2-CH3O-C6H4 | 1 1 | H | ‘ 8,50 | 1 f | 7,60 | , olej |
2 | ' 3-CH30-C6H4 | 1 | H | ' 8,05 | 1 | 7,60 | ' olej |
3 | 1 3-CH3c6H4 | 1 | H | , 8,05 | 1 | 7,59 | 1 olej |
4 | ' 4-CH3-C6H4 | 1 1 | H | ' 8,07 | 1 1 | 7,60 | , olej |
5 | • 3-Cl-C6H4 | 1 | H | < 8,04 | 1 | 7,59 | ' olej |
6 | 3-n02-C6H4 | 1 1 | H | , 8,14 | 1 | 7,61 | 1 olej |
7 | i 3-CF3-C6H4 | 1 1 | H | '8.12 | 1 1 | 7,60 | 1 , olej |
6 | 1 C6H5 | 1 | H | ' 8,10 | 1 | 7.60 | 1 63-6 |
9 | 1 V5 | 1 1 | CH3 | 1 | 1 | 7,59 | 1 dlej |
10 | • 3-/0^^/-0^4 | 1 | H | 1 8,06 1 | 1 1 | 7,60 | ' olej |
11 | , 3-cyJaao-CgH4 | 1 | H | 1 8,07 | 1 | 7,60 | 1 olej |
12 | piryd-2-yl | 1 1 | H | 8,19 | 1 1 | 7,60 | 1 olej |
13 | 1 piryd-3-yi | 1 | H | '6.10 | 1 | 7,60 | 1 olej |
14 | , piryd-4-yl | H | 1 8,03 | 1 | 7.51 | 1110,5-111,5 | |
15 | 1 piryd-2-yl I | O3 | I I | 1 1 | 7,60 | 1 , olej | |
16 | 1 piryd-2-yl | 1 | cyjano | 1 | 1 | 7,53 | 1 144-6 |
17 | , piryd-2-yl | ,co | 2C2H5 | 1 | 1 | 7,55 | 1 olej |
18 | • piryndyn-4-y 1 | 1 | | H | *8,07 I | 1 1 | 7,51 | ' 56-3 t |
19 | , tien-2-yl | 1 | CH3 | 1 | f | 7,56 | ' olej |
20 | I C02C2H5 | ,C0 | 2C2H5 | 1 1 | 1 ł | 7,56 | tolej |
Stosunek izomerów*
19sl
16:1
160 277
Tabele I /c.d,/
1 Związek 1 | Rl ' 1 1 | r2 | Oksym 1 | X 1 | Olef mowy | * l | Temppraturd topnienia °C 1 | Stosunek 1 Izomerów**i t | ||
nr | 1 1 | |||||||||
- -i ł | τ - “ | 1 | t | I | ||||||
21 | 1 | β ' | β | 1 | 7,58 | olej i | 1 | |||
22 | 1 | 1 pirazyn-2-yl , | CH3 | 1 | 7,61 | 1 116-118,5 i | 1 1 | |||
23 | 1 1 | 6-CHg-pirydd3-yl 1 | CH3 | 1 f | 7,60 | 67-73 ' | 1 | |||
24 | 1 | plryd-2-yl i | C2Hs | 1 | 7,60 | 70-80 , | 1 | |||
25 | 1 1 | piryd-3-yl f | CH3 | 1 B | 7,60 | olej * | 24 il ' 1 | |||
26 | 1 | | piryoldyn-5-yl ' | H7 | 7,60 | olej · | 1 | ||||
27 | 1 | izo-C3H7 i | pirymidyn· | 7,53 | oleJ , | 1 1 | ||||
| | 5-yl | |||||||||
26 | t | 4-cyJenn-plryd-2-yl | Ch3 | 7,61 | 93-99 1 t | 1 | ||||
29 | 1 | 6-Br-piryd-2-yl 1 | CH3 | 7,59 | olej i | 1 | ||||
30 | 1 | 6pCH3ppiryd-2-yl , | CH3 | 7,58 | dej ‘ | t 1 | ||||
31 | 1 ł | 3pCH3ppirazyn-2-yl 1 | CH3 | 7,60 | 106-8 1 | 1 | ||||
32 | 1 | 3pC2Hgppirazynp2pyli | CH3 | 7,39 | 74-76,5 , | 1 | ||||
33 | 1 | 1 3-0CHH-pllazγy-p2yl) | CH3 | 7,58 | dej J | ł 1 | ||||
34 | 1 | 5-C0,,CH,,-pirazyn- ' | 1 | 1 | ||||||
2-yl2 3 < | CH3 | 7,60 | olej i | 4:1 , | ||||||
3S | 1 2p0CH--pirymtdyn- | CH3 | 115-116 J | 1 | ||||||
4-yl J ( | ||||||||||
36 | tiazol-2-yl | CH3 | 7,60 | 107-114 1 | 10:1 1 1 | |||||
37 | tien-3-yl 1 | CH3 | 7,60 | olej * | 1 | |||||
38 | 2^0Ch3p26 h4 . | Ch3 | 7,57 | olej , | ł | |||||
39 | 1 | 3p°CH3pC6H4 ; | CH3 | 7,64 | 81-33 * 1 | 1 1 | ||||
40 | 1 | 4-och3-c6h4 ' | CH3 | 7,57 | 85-7 » | 1 | ||||
41 | 1 | ^3-^4 . | CH3 | 7,58 | dej , | 1 1 | ||||
42 | 1 1 | ^chj-c^4 ; | CH3 | 7,58 | olej 1 I | < l | ||||
43 | I | 4pCH3pC6H4 · | CK3 | 7,58 | olej i | |||||
44 | 1 1 | 2-F-c6H4 : | CH3 | 7,59 | dej J | t 1 | ||||
45 | f 1 | 3-f-c6H4 ; | CK3 | 7,60 | olej ' | 1 | ||||
46 | 1 | 4-F-C-H. i 0 4 | CH3 | 7,59 | olej , | ł | ||||
47 | 1 1 | 2-c1pc6H4 ; | CH3 | 7,58 | olej ΐ | 1 1 | ||||
48 | ł | 3«c1-c_hΛ · c 4 , | CH3 | 7,59 | dej ' | 1 | ||||
49 | t | 4-ClpC5H4 , | CH3 | 7,55 | dej , | 1 f | ||||
50 | f 1 | 3-Br-CcH. 1 O 4 1 | ch3 | 7,55 | dej 1 1 | 1 l | ||||
51 | r I | 2-N°2'CóH4 ' | CH3 | 7,59 | 70-72 i | 1 | ||||
52 | 1 | 3^ΝΟ2-°6Η4 I | CH3 | 7,66 | olej , | 1 ł | ||||
53 | 1 1 | 4-Ν02'06Η4 ' | CH3 | 7,60 | 100-2 1 | 1 | ||||
54 | i | 2-CF3>C6H4 1 | CH3 | 7,57 | olej , | 1 | ||||
55 | 1 1 1 | 3-CF3’C6H4 i 1 | CH-J | 7,60 | dej J 1 | ł 1 1 |
160 277
Tabela | I /c.d./ | |||||||||
- - - - Γ Związek, | r1 | > · r—' ' R2 . | 3kaynx· • | Olekno | 1 | Temneratura | Stosunek _ | |||
nr | l 1 | | 1 1 | wy ♦ | 1 1 | tlpnienia °C | izomerów** | ||||
1 | ||||||||||
56 | 1 | 4-cf3-c6h4 | J CH3 ' | 1 | | 7,59 | 1 | 125 | |||
57 | 1 1 | 3-cyJeno-C5H4 | * CH3 | i | 7,60 | 1 1 | 75.5-77 | |||
58 | 1 | | 4-cyJano-CgH4 | : ch3 ; | 1 | 7,59 | 1 | olej | |||
59 | 1 | 6-CH3ypi rydazyη-3-yi | ;cH3 · | 1 1 | 1 | 89-91 | ||||
60 | 1 1 | 4-cyjano-chinolln-2-yl CH3 | 1 | 7,63 | 1 1 | 160.5-162 | ||||
61 | 1 | chinokaalin-2-yl | ,CH3 ; | I 1 | 7.62 | 1 | 179-181 | |||
62 | 1 | 6-CH3-piryraldyn-4-yl | ; -3 : | 1 1 | 7,60 | 1 1 | olej | 4:1 | ||
63 | 1 1 | 4-CH3-pirynidynn5-yi | • -h3 ; | • | 7,58 | 1 1 | olej | 6:1 | ||
64 | 1 | 4-CH^-pi rynidynn2-yi | : ch3 ' | 1 1 | 7.57 | I | olej | |||
65 | 1 | 4,6-d!CH,-pirynidyn- · | 1 | 1 | ||||||
1 | 2-yi | •cH3 , | • | 7,56 | 1 | 107 | ||||
66 | 1 1 | 2,6- d 10 H3-p 1 r y n i dyn-4-yi | 1 ;cH3 · | 1 1 1 | 7,48 | I | 102 | |||
57 | 1 1 | f | 1 ' f , | 1 | 7,58 | 1 | olej | |||
68 | 1 | f | : f ' | 1 | 7,58 | 109-110 | ||||
69 | 1 | ΝΊlenek-piryd-2-yi | ' CH3 1 | 1 I | 7,52 | olej | ||||
70 | 1 1 | CH3CO | -a ; | • | 7,59 | 78 | ||||
71 | 1 | C5H5CO | -3 · | 1 | 7.56 | e Ξ, | ||||
72 | 1 | N-CH3-pirol--2ii | ; -3 : | 1 | 7,57 | olej | ||||
1 ι | 73 | 1 | | 4-Cl-chinolm-2-ii | : -3 ; | • | 7,62 | | | 114-116 | ||
74 | 1 | 2,4-diCl-C,-H- | 1 1.2,4- 1 | 1 | 7,61 | I | oiej | |||
| | ’ triazoi-1- | 1 | | | |||||||
1 | ' x1-Ch2 . | 1 | 1 | |||||||
75 | 1 | 2,4-di-CH_-t nzol5-ii 3 | 1CH- · | 1 1 | 7,58 | ł | olej | |||
76 | 1 | furan-2-yl | •-K3 1 | 1 | 7,58 | 1 | olej | |||
77 | piryd^-yl | piryd-2-yi | 1 1 | 7,56 | 1 | olej | ||||
78 | 6--,^^1 rynnyn-4-?l“ | 1 HH3 1 | 1 1 | 7,51 | 1 1 | 102 | ||||
75 | 3-SCH_-l ,2,4t r-iaz^^-yi | 1 1 CK, 1 1 J | 1 1 1 | 7,52 | 1 1 | 122-123 | ||||
80 | 3-CCH3-I,2,4tnazyn-e-yi | 1 1 ch3 ; | 1 f | 7,61 | 1 1 1 | olej | ||||
81 | 1 Cg · | 1 1 | 7,60 | 1 | 146-16 | 3:1 | ||||
62 | 1 | 5-cyjano-pirozym-i-yi | ' HH2 1 | 1 | 7,62 | 1 1 | 85-52 | |||
83 | I | 3·.-.-/-,-2-yi CH, ' | ł | 7,53 | 1 | 114-6 | ||||
64 | 1 1 | 3 ,£-di-CH.-pirazyn2-yi 3 | 1 Ch3 1 | 1 1 | 7.89 | 1 1 | 55-6- | 7 :3 | ||
65 | 1 1 | 3.6-di-CK--p i razyr.2-yi 3 | 1 1 ' CH3 i | 1 1 | 7.59 | 1 1 | olej | |||
86 | ł | 4-S°2CH3--gH4 | • -H 1 1 3 1 | ł 1 | 7,59 | 1 | olej | |||
87 | 1 | 4-NH2-C6H4 | , -H3 1 | 1 | 7,58 | 1 | olej | |||
1 | 1 · | * |
δ
160 277
Tabela I /c.d./
Zwięz nr | ek 1 1 • 1. | Stosunek i Izomerów*^ | |||||
r1 | RZ ' Oksy 1 1 | yx( Olefinowy·* l 1 | Temppeaturai topnienia l °C · | ||||
68 | 1 | | 2,4<^did3^-Cgł^5 | CH3 ; | * 7,60 J | 79-82 , | ||
89 | 1 | 2.4-di-CH3-C6H3 | ch3 ; | 1 7,57 ' | 66-6Θ.5 1 I | ||
90 | 1 | C H 6 5 | cykropropyl | ' 7,57 1 | olej · | 8sl · | |
91 | C6H5 | Cl 1 t | • 7,61 J | oleJ , | |||
92 | 4^3^4 | 1 1 7.55 , | t olej , | ||||
93 | C6H5 | sch3 · | i 7.57 ’ 1 | olej ' 1 | |||
94 | C/CH3/3 | CH3 ' | ‘ 7.57 i | olej l | |||
95 | C6H5-CH2 | CH3 · | 1 7.57 J | olej J | |||
96 | 1 | /E/-CgHc- CH«0H | CH3 , | , 7,58 ' I | olej ' | ||
97 | 6-0CH3~pirazyn-2-yl | CH3 : | 1 7,60 , 1 | 111 i | |||
98 | 1 | 3-8r-i.zok8aaol-55 3Ll | CH3 · | • 7,60 J | dej ' | ||
99 | 1 1 | C6H5 | 0CH3 \ | J 7,53 ' | żywica 1 | ||
100 | 1 1 | 0CH3 | c6hs ; | ' 7,58 , | | żywica , | ||
101 | 1 | C6ri5 | CH3S/0/ 1 | i 7,60 1 1 | żywice * 1 | ||
102 | 1 1 | C6h5 | CH3s/o/2 ; | J 7.60 i | żywica i | ||
103 | 1 | C6H5° | CH3 ; | ' 7,57 ' | dej ' | ||
104 | 1 | 3-0C2H5-P1raoyn-2-yl | CH , | , 7,50 ' | 01-82 1 | ||
105 | 1 1 | Piryd-2-yl | soh3 ; | * 7,59 i 1 | olej l | ||
106 | 1 | Pirydd2-yl | SO2CH3 1 | i 7,60 | 150-154 ’ 1 | ||
107 | 1 | Plryd-2-yl | SOCH3 , | 1 7.60 · | 124-127 1 | ||
108 | 1 l | 3,5-di-CH3-oksazol-4-il | cH3 ; | ' 7.58 , | dej , | ||
109 | 1 | Piryd-2-yl | 0CH3 I | f 7.59 * 1 | olej 1 1 | ||
110 | 1 1 | Piryd-2-yl | SC2H5 | J 7,57 i | 102-106 i | ||
111 | 1 1 | Piryd-2-yl | <^5 ; | ' 7,54 , | olej ' | ||
112 | 1 | Piryd-2-yl | 0CH2C6Hó | I 7,57 1 1 | olej 1 1 | ||
113 | 1 1 | 6-0C2H5-pLrymidyn-4-yl | ch3 1 | 1 7,50 i 1 | 87-88 l | ||
114 | 1 | Piryd-2-yl | NH'2 j | 1 7,59 J | dej J | ||
115 | 1 | SCH3 | Piryd-2-yl | , 7,56 ' | olej 1 | ||
116 | 1 1 | 2,4-dl-F-C6H3 | CH3 ί | * 7,56 l 1 | dej l | ||
117 | 1 | 2,4-dlOCH3^ę„H„ | CH„ » o | ' 7,56 ' | 96 1 1 | ||
118 | 1 | 5-In,-pirymidyn-2-yl | Ch3 , | , 7.57 ' | 122-123 ' | ||
119 | 1 1 | SC2CH3 | Piryd-2-yl | * 7,56 , 1 | 122-127 , | ||
120 | 1 | Piryd-3-yl | sch3 ; | 1 7,60 1 t | olej 1 | ||
121 | 1 1 | Piryd-3-yl | 0CH3 I | J 7.61 · | dej l | ||
122 | I | 6-CF3-piryd-2-yl | CH3 | ' 7.60 | dej ' | ||
123 | 1 1 1 | 3-CF3,4-F-C6H3 | ck3 ; 1 | i 7,60 ' 1 1 1 1 | olej 1 1 1 |
160 277
Tabela I /c.d./
Zniąze | r1 | R2 J £ | )keymx Olafi- | Tempeertura | Stosunek |
nr | nowy* | topnienia | izomerów | ||
1 | 1 1 | °c | |||
124 | 6-CF3-pirymidyn-4-yl | CH . | l 7,62 l | 87,2-88,4 | |
125 | 3,5-^dl-F^BH3 | CH3 ' | ; 7,60 | olej | |
126 | 2^CH3S-pii'^aldyr^-^‘^-yl | C*3 · | 1 7,60 ' | 1 | 102,2-104 | .4 |
127 | 2-CF3-pirymidyn-4-yl | CH3 I | 1 7,61 1 | 105-106 | |
128 | 4-CF3-piryd-2-yl | C*3 ', | 7.^1 J | olej | |
129 | 2-f enylo t iazol-4-il | C*3 ' | • 7,59 · | olej | |
130 | 3-NH2C/O/-C3H4 | Ch3 i | l 7·59 l | olej | |
131 | 4-CF3-pirymidyn-2-yl | C*3 ; | 1 7,58 1 I I | olej | |
132 | 3,5-d^CF3^C3H3 | C*3 · | • 7,60 i | 108-110 | |
133 | 2-/2CCNC3H4-0-/ | 1 | 1 1 | ||
plrymidyn-4-y1 | C*3 ' | 1 7,60 1 I i | 108-110 | ||
134 | 3-η-%Η70-%Η4 | C*3 ' | • 7.59 i | olej | |
135 | 2-CH/CH3/2-O- | 1 | 1 1 | ||
pirynidyη-4-yl | CH , | l 7,60 , | 88-90 | ||
136 | 6-CF3-pirazyn-2-yl | C*3 ' | ‘ 7,61 ' | 72-74 | |
137 | 4-C2H5O-pirymidynn2-yl | CH3 ' | 1 7,58 · | 87-89 | |
138 | 6-C2F3-pi^r^^nJ^dy^^4“yl | ch ; | » 7,61 , | olej | |
139 | ^C^0--^4 | C*3 ' | 1 7,60 1 1 1 | olej | |
140 | 4-CH30-piryd-2-yl | CH · | i 7,60 1 | 60-62 | |
141 | 2-Propargilokeypiryoidyn | ||||
-4-yl | % : | 1 7,60 ( | 121-122,4 | ||
142 | 2-^2^0--11^1^1^4.^1 | CH . | ' 7,60 » | 94 - 96 | |
143 | 2-AllllokrypplΓy«lldrn- | ||||
-4-yl | C*3 ' | • 7,60 1 | 74 - 76 | ||
144 | 3-CH3O-plrrdazyn-6-rl | C*3 . | ' 7,60 ' | 124-126 | |
145 | 3-C2 HgO--i. ry da zy n-£6· y 1 | C*3 ; | , 7,59 , | 90 - 91 | |
146 | 3-Alll 10^--0^4 | C*3 ' | 1 7,59 1 1 1 | olej | |
147 | 4-CH3S-pirymldyn-2-rl | C*3 ' | I 7,57 i | 7S - 81 | |
148 | 4-^30^ l^mió^-i-yl | Ch'3 | ' 7,58 i | olej | |
149 | 3-CF3C6H4 | SC*3 ; | ’ 7,59 ' | olej | |
150 | 3-CF -CrH 3 6 4 | CF3 ; | ' 7,56 ' | olej | |
151 | 3-CF3-C6H4 | C2H5 ' | i 7,60 · | olej | |
152 | 3-CF3-c6H4 | N*2 . | . 7,51 , | 98 - 8 | |
153 | ^3-^4 | Imidaaz1il1 1 | 1 7,58 1 1 I | olej | |
154 | 3-CF3-C6H4 | n/ch3/2 i | 1 7,52 1 | olej | |
155 | 3-CF3-C6 H4 | NHC*3 I | 1 7,58 1 | olej | |
156 | -0/002*5/2 | CH ' | ' 7,56 1 1 a | olej | |
157 | PO/OC2Hh32 | C6H5 1 | 1 7,53 l | olej |
160 277
T a b | ale 1 | /e.d./ | |||||
Zwięze^ | łt* | 1 r2 | , Oksym'* | ,0lefi- ' | Temppratury | 1 | |
nr | 1 | 1 | 1 1 | nowy* 1 • 1 | topnienia °C . | 1 t | |
158 | t | 4-0^0-6-/COgCt^/pirymidyn-2-yl | 1 ; cH3 | 1 1 | 1 , 7,59 1 1 | olej | 1 1 1 |
159 | 1 1 | Pirol-2-il | • CH3 | 1 1 | 7.58 t | olej | 1 |
160 | CH3 | ' Pirol- | 2-yl | ' 7,56 ; | olej | 1 1 | |
161 | 1 | 5-CF3-p1ryd-3-yl | ; ch3 | 1 1 | ί 7,61 ' | 96,4-97,6 | 1 |
162 | 3-/pryy»idnyylokyy7cC u ' ‘ ‘ n t> « | * CH3 | 1 1 | 1 7,59 , 1 | olej | ||
163 | 3-PropyrgllkksycC H O 4 | : CH3 | 1 | • 7,60 | olej | 1 1 | |
164 | CH3 | ♦ H | 1 1 | I 7.56 · | olej | 1 | |
165 | 5-/2,4-d1fluorofenylo/furyn-2-yl | 1 ch3 | 1 1 | 1 1 7,60 ( | 104-105 | 1 t | |
166 | CH_ | ‘ 5-/2, | 1 4-dlfluoro | - 7,58 ' | 136-139 | 1 | |
167 | 3 C2H5° | • fanyloZ-furyn-Z-yl * • CH3 ' ' 7,56 ' | 1 c1yło styłe 1 I | ||||
168 | 4—tertouutyloCCgH4 | • CH3 | 1 | . 7,59 i | 10,2-101, | 6. | |
169 | 4-propergiloksy-plrym1- | • CH3 | 1 | ' 7,58 ' | dęło styłe | ||
170 | dyn-2-yl 2-C2H50-CóH4 | I CH3 | 1 1 | 1 1 1 7·58 , | 107,6-109, | 8 ’ 1 | |
171 | 1 | 4-C2H5- C6H4 | • CH | I | ' 7,59 ' | olej | 1 |
172 | 3-C2H50-C6H4 | ί ch3 | 1 | , 7,59 , | 83-84,2 | 1 | |
173 | CH3S | ; cH3 | 1 1 | 1 7,57 1 I 1 | olej | i 1 | |
174 | 1 | CH3S02 | • CH3 | 1 7,60 1 | olej | » | |
175 | P | . P | 1 1 | 1 7,60 , | olej | 1 | |
176 | 1 | 4-n-C3H70-pirymidyn-2-yl | • cH3 | 1 1 | * 7,58 ' i 1 | olej | 1 |
177 | 1 | 3- n-Hyksylokay-Cg^ | • CH3 | r | 1 7,59 1 | olej | 1 |
178 | 1 | 4- n-Bu ty loksy-pi rymidyn-2-yl | • cH3 | 1 1 1 | , 7,50 1 | olej | 1 , |
179 | 1 i | Benzotiofen-3-yl | • CH3 | 1 | • 7,58 1 | 125-126 | 1 |
180 | 1 • 1 | 3-/ /CH3/2-C«CHCH20 /C6H4 | 1 • C«3 | 1 1 | 1 ł 1 7,50 1 | olej | 1 1 |
181 | 1 1 1 | 2 J-diCHO-pirymidyn6-yl | ; ch3 | 1 1 1 | * 7,60 ' i 1 | 93-94 | 1 I |
162 | 1 1 | 3-CF--C-H. J Ξ 4 | 1 1,23 1 zol-1 | -tfia- -il | t 1 . 7,58 , | 54 | 1 I |
183 | 1 1 | 3-CH3S-Piryzyn-2-yl, | : ch3 | 1 1 | ' 1 l 1 | 82-83 | 1 1 |
184 | l | 3-n^CH3/2-C5H4 | 1 Ch3 | 1 | 1 7,58 1 | olej | 1 |
165 | i | 3-CF3-C5% | Cl | 1 | 1 7,61 , | olej | , |
186 | 1 | P | ' P | 1 1 | ' 7,57 ' 1 1 | olej | 1 1 |
167 | Benzofuran-2-yl | • CH3 | 1 | 1 7,5e 1 | olej | 1 | |
188 | 1 | 2-CH_S/0/-pi rymi^^nn^^yl | ' CH3 | 1 | 1 7·53 : | cloło styłe | |
1 I 1 | I 1 1 | 1 1 1 | 1 t 1 1 1 1 | /rozkład przy ogrzewaniu// 1 I |
Stosunek izomerów
150 277
Tabela I /c.d./
_ --- | |||
Zwięzek nr | . r1 | 1 r2 | |
L | i - -___...--- | I | |
189 | • 3-nh2c/s/-c6h4 | • CH3 | |
190 | , 4-NH2C/S/-piryd-2-yl | 1 CH3 | |
191 | ' ^^//CH^OCHgCH^OCH^O/- | 1 | |
^6H4 | ; ch3 | ||
192 | ' 3-CCNCH20/-CgH4 | 1 cH3 | |
193 | 9 | 1 9 | |
194 | ' 3-F2HCcO-/-C6H4 | 1 cH3 | |
195 | • 6-C2H560-irazyn-2-yl | 1 cH3 | |
1 Temnptatura topnienia L . 2C___ • 158-151 , 162-163 | 1 , Stosunek izomerów** 1. . . . « 1 t 1 | Ί J | ||||
Oksym 1 1 1 1 1 1 1 | Olafinowy* 7,59 7,59 | |||||
i 1 | 7,60 | o^j | 1 1 | |||
1 1 | 7.59 | • olej | 1 | |||
1 | 7,63 | , 139-140 | 1 | |||
1 | 7,60 | 1 olej I | 1 1 | |||
1 | 7,51 | 1 71-73 | 1 | |||
L - - - --- | u |
Ob jaśnienia do tabeli · « Chemiczne przesunięcie singletu z olefnoowego protonu grupy β -metoksypropenianowej głównego izomeru eteru oksymu /ppm wobec tetranatylosllanu/, x Chemiczne przesunięcie singletu z protonu aldoksymu ++ Izomerów wynnkajęcycn z niesymetrycznie podstawionego podwOjnego więżenia oksymu
Grupy R | 1 1 | R3 2 | razem tworzą następujące pierścienie: |
związek | nr | 21 | wzór 2 |
związek | nr | 67 | wzór 3 |
związek | nr | 68 | wzó r 4 |
związek | nr | 175 | wzór 5 |
związek | nr | 186 | wzór 6 |
związek | nr | 193 | wzór 7 |
Tabela I!
Wybrane dane protonowe NMR
Tabela II ukazuje wybrane dane protonowe NMR dla pewnych związków wymienionych w tablicy
I. Chemiczne przesunięcia marzono w ppm z tetrametylosilanu a jako rozpuszczalnik stost^wano deuterochloroform. Kolumna “częstotliwość dotyczy częstotliwości działania spektrometru NMR.
Stosuje się następujące skróty:
br = szeroki s = single:
d a duolet t a triplet q a kwartet m a multiplet
Związek nr
Czę ltOtliWClC
MHz
270
3,69 /3H, s/, 3,82 /3H, s/, 3,83 /3H, s/, 5,12 /2H, s/, 6,84-6,25 /2H, m/, 7,11-7,2 /IH, m/, 7,25-7,4 /3H, m/, 7,5 - 7,62 /1H, m/, 7,60 /IH, s/, 7,74 - 7,8 /IH, m/, 6,50 /IH, s/ ppm.
400
3,70 /3H, s/, 3,80 /3H, V, 3,81 /3H, s/, 5,13 /2H, e/, 6,9-7,54 /8η, m/, 7,60 /IH, s/ ppm.
160 277
Tabele II /c.d./ r·
- - - - r
Związek , nr
Cząstotlww,ość
MHz . _ _ _ -__J
270 1
270
270
270
270
270
270
270
270
270
270
270
270 /główny izoaee/ 2,36 /3H, s/, 3,68 /3H, a/, 3,80
/3H, | ej, 5,10 /2H, | s · | 7,1- | 7,5 /8H. a | /, 7,60 /1H, s/ | |
8,07 | /1H, s/ ppm. | |||||
3,70 | /3H, e/, 3.81 | /3H. | e/. | 5,14 /2H, | 8/, 7,15-7,20 | |
/1H, | m/, 7,24-7,43 | /5H. | /. | 7,48-7,54 | /1H, m/, | |
7,58-7.62 /1H. m/. | 7,59 | / 1H | « 8/, 8,04 | /1H, 8/, ppm. | ||
3,70 | /3H, 8/, 3,84 | /3H, | e/. | 5,17 /2H, | 8/, 7,16-7.22 | |
/1H, | a/, 7,32-7,39 | /2H. | «/. | 7,49-7,58 | /2H, m/, | |
7,60 | /1H, 8/, 7.88 | d/. | 8,14 /1H, | 8/. 8,17-8,23 | ||
/1H, | «/, 8,42 /1H, | »/ p | pm. | |||
3,70 | /3H, 8/, 3.83 | /3H, | 9/. | 5,16 /2H, | s/, 7,14-7,20 | |
/1H , | a/, 7,31-7,38 | /2H, | »/. | 7,46-7,55 | /2H, a/, 7,55 | - |
7,64 | /1H. m/, 7,60 | /1H. | 8/, | 7,7-7,77 /1H, d/. | ||
7,83 | /1H, 8/, 8,12 | /1H, | 8/ | ppm. | ||
2,25 | /3H, 8/, 3,69 | /3H, | 9/. | 3,81 /3H, | 8/, 5,16 /2H, | 8/. |
7,13- | -7,20 /1H, m/, | 7,3 | - 7, | 4 /5H, /. | 7,5-7,55 /1H, | «/. |
7,59 | /1H, 8/, 7,6 - 7,6 | 6 /2 | H, m/, ppm | , | ||
3,68 | /3H, 8/, 3,80 | /3H, | 8/, | 5,08 /2H, | 8/, 5,13 /2H, | s/, |
6,94-7,07 /1H, m/, | 7,07 | -7,5 | 6 /12H, a/ | 7,60 /1H, s/, | ||
8,06 | /1H, s/ ppm. | |||||
3,70 | /3H, a/, 3,83 | /3H, | 8/. | 5,14 /2H, | 8/. 7,1-7,9 |
/8H, | m/> | 7,60 /1H, s/ | , 8,07 /1H, s/ | ppm | |
3,69 | /3H, | 6/ 3,81 /3H, | 6/. 5,18 /2H, | 6/, | 7,16-7,82 |
/7H, | a/. | 7,60 /1H, 8/, | 8,1S /1H, 8/, | 8,6 | /IM, a/ ppm. |
3,69 | /3H, | s/ 3,82 /3H, | 3/, 5,14 /2H, | 8/. | 7,14-7,53 |
/5H, | m/. | 7,60 /1H, a/. | 7,90-7,96 /1H, | . »/, | , 8,10/1^ s/ |
8,55-8,62 /1H, a/, 8,72 /1H, m/ ppm.
2,34 /3H, 8/, 3,69 /3H, s/, 3,81 /3H, s/, 5,19 /2H, s/ , 7,1-7,7 /6H, m/, 7,60 /1H, s/, 7,89 /1H, d/, 8,59 /1H, d/, ppm.
1,32-1,40 /3H, t/, 3,63 /3H, s/, 3,77 /3H, s/, 4,33- | ||||||
4,44 /2K, 7,42 /4H, 7,66-7,71 | 9/, m/, /1H | 5,25 /2H, s/. 7,56 /1H, s/, , m/ ppm, | 7,13-7,20 /1H, m/, 7,7-7.77 /2H, n/, | 7,26- | ||
2,24 /3H, | s/« | 3,69 | /3H, s/. | 3,82 /3H, | s/. 5,11 | /2«, s/, |
6,9-7,55 | /7H, | m/, | 7,58 /3H, | s/ ppm. |
1,3 /6H, Q, 3,70 /3H, s/, 3,63 /3H, s/, 4,36 /4H, q, 5.28 /2H, s/, 7,1-7,5 /4H, m/, 7,58 /1H, e/ ppm.
160 277
Tabele II /c.d./
Zwięzek nr 21 | 1 Częstotliwość | 1 1 1 f 1 | 2,85-3,12 /4H, ·/, 3,69 /3H, e/, 3.62 /3H, 9/. ' 5,14 /2^ e/, 7,1-7,7 /8h, m. 7,56 /1H, 8/ ppm. f | ||
1 1 1 1 | MHZ 270 | ||||
25 | 1 1 1 1 | | 270 | 1 1 • 1 | | /główny Izomer/ 2,24 /3H, s/, 3,68 /3H, 9/, 3,81 ( /3H, 9/, 5,16 /2H, 8/, 7,1-7,5 /5H, a/, 7,60 /1H, 8/, , 7,9 /1H, m/, 8,57 /1H, m/, 8,83 /1H, m/, ppm. i | |
26 | 1 1 1 1 | 270 | 1 1 1 | 1,22 /6H, d/, 3,57 /1H, m/, 3,69 /3H, 8/, 3,82 /3H, 8/,i 5,13 /2H, e/, 7,1-7,5 /4H, r/, 7,60 /1H, 8/, 8,81 /2H, 8/, 9,13 /1H, 8/ ppm. 1 | |
27 | 1 1 1 1 | 270 | 1,14 /6H, d/, 2,83 /1H, r/, 3,66 /3H, 8/, 3,78 /3H,e/, ' 5,00 /2^ 8/. 7,1-7,4 /4^ m^ 7,53 /1^ 8/, 8,66 ' /2H, 8/, 9,17 /1H, 8/ ppm. 1 | ||
33 | 1 1 1 1 | 270 | 2,26 /3H, 8/, 3,68 /3H, s/, 3,80 /3H, 8/, 4,00 /3H, V,' 5,21 /3H, 8/, 7,1-7,6 /4H, //, 7,58 /1H, s/. 8,08 1 /1H, d/, 8,16 /1H, d/ ppm. ( | ||
34 | 1 1 1 | 270 | 1 1 1 1 1 1 1 | /główny lzomr^ 2,30 /3H, s/, 3,69 /3H, 9/, 3,83 /3H, 1 8/, 4,03 /3H, 8/, 5,24 /2H, 9/, 7,1-7,55 /4H, m/, ' 7,60 /1H, s/, 9,20 /1H, a/, 9,23 /1K, m/, /uboczny ( izomer/ 2,30 /3H, 9/, 3,64 /3H, s/, 3,80 /3H, 9/, 1 4,03 /3H, 9/, 5,12 /2H, e/, 7,1-7,55 /4H, r/, 7,57 1 /1H, 8/, 9,32 /1H, m/, 9,37 /1H, m/ ppm. | |
37 | 270 | 1 1 1 | 2,22 /3H, 8/, 3,68 /3H, s/, 3,83 /3H, e/, 5,12 /2H, s/,1 7,15-7,55 /7^ «/, 7,60 /1H, 8/ ppm. ' | ||
36 | 1 t | 270 | 1 1 1 | 2,20 /3H, 9/, 3,67 /3H, 8/, 3,80 /3^ 8/, 3,83 /3^ 6/ 5,14 /2H, 8/, 6,87-7,60 /6ri, //, 7,57 /1H, 6/ ppm. , | |
41 | 1 1 1 1 1 | 270 | 1 1 1 1 1 | 2,20 /3H, 8/. 2,30 /3H, 8/. 3,68 /3H, 8/, 3,80 /3H, s/,( 5,13 /2H, s/, 7,15-7,4 /7h, m/, 7,54 /1H, /, 7,58 1 /1H, 9/ ppm. | |
42 | 1 1 1 | 270 | 1 1 1 | 2,23 /3H, 9/. 2,37 /3H, s/, 3,68 /3H, s/, 3,81 /3H, s// 5,16 /2H. s/, 7,1-7,55 /δH. m/, 7,58 /1^ s/ ppm. | |
43 | 1 1 1 | 270 | 1 1 1 | 2,22 /3^ s/, 2,35 /3H. s/, 3,68 /3H, s/, 3,81 /3H, s/^ 5,13 /3n, s/, 7,1-7,5 /8H, m/, 7,58 /1H, s/ ppm. , | |
44 | 1 1 1 1 | 2 70 | 1 1 1 | 2,26 /3H, s/, 3.65 /3H, s/, 3,81 /3H, 9/. 5,16 /2H, s/,, 7,0-7,55 /8h, m, 7,59 /lh, s/ ppm. 1 | |
45 | 1 1 1 | 270 | 1 1 1 | 2,02 /3H, s/, 3,68 /3H, s/, 3,62 /3H, s/, 5,15 /2r(, s/,< 7,0-7,55 /8H, m, 7,60 /1H, 9/ ppn. | |
45 | 1 1 1 1 1 1 | 270 | 1 I 1 1 1 ł | 2,22 /3H, s/, 9,6e /3H, 6/, 3,82 /3H, s/, 5,13 /2H, s// ó,9S-7,65 /6h, m/, 7,59 /1H, s/ ppm. |
160 277
Tabele II /c.d./
Zwięzek nr
Γ “ ~---, .Częstotliwość
MHZ
L______
270
270 ' 270 i
i · 270
270
270
270
270
270
270
270
270
270
2.21 /3H. s/, 3,69 /3H, e/. 3,81 /3H, s/, 5,16 /2H, s/, 7,14-7,66 /8H, //, 7,59 /IH, s/ ppr.
2.21 /3H, s/. 3,69 /3H, s/, 3,82 /3H, s/, 5,16 /2H, 3/. 7,1-7,55 /7H, m/, 7,59 /IH, s/, 7,81 /1H, m/ ppo.
2,26 /3H, s/, 3,69 /33, s/, 3,83 /3H, s/ 5,18 /2H, 9/, 7.15-7,92 /88. m/, 7,60 /1H, 9/ ppm.
2.22 /3H, s/, 3,68 /33, s/, 3,82 /3H, 9/. 5,18 /2H, 6/, 7,1-7,8 /8H, τι/, 7,59 /IH, s/ ppm.
/główny izomer/ 2,28 /3H, s/, 2,53 /3H, s/, 3,69 /3H, 6/, 3,83 /3H, 9/, 5,22 /2H, 9/, 7,1-7,5 /4H, //,
7.60 /IH, s/, 7,72 /IH, s/, 9,06 /IH, 9/ ppm. /uboczny izomee/ 2,27 /3H, s/, 2,48 /3H, 9/, 3,69 /3H, 9/, 3,83 /3H, s/, 5,21 /2H. 9/. 7,1-7,5 /4H, //,
7.61 /1H, 9/, 7,77 /IH, 9/, 9,10 /IH, s/ ppm.
/główny izomer/ 2,22 /3H, 9/, 2,50 /3H, 9/, 3,67
/3H. | 3/. 3.81 | /3H, | s/, 5,14 | /2H, | s/, 7,1-7,5 /4H, m/ | t » |
7,58 | /1H. s/. | 6,53 | /1H, 5/. | 9,02 | /IH, s/, ppm. | |
/uboczny izom | ar/ 2 | ,17 /3H, | 6/. 2 | ,40 /3H, 9/, 3,65 | ||
/3H, | 9/. 3.77 | /3H, | s/, 5,00 | /2H, | 9/, 7,1-7,5 /4H, m/ | » | |
7,52 | /IH, 6/. | 8,37 | /1H, 9/, | 9,05 | /iH, 9/ ppm. | |
2,39 | /3H, s/. | 2,57 | /3H, 9/, | 3,66 | /3H, s/, 3,81 /3H, | s/t |
5,33 | /2H. s/. | 7.11 | /1H, d/, | 7,1- | 7,55 /4H, m/, 7,57 | |
/1H, | 9/. 8,64 | /1H. | d/ ppm. |
2,92 /2H. :/ 3,68 /3H, 9/, 3,82 /3H, 9/, 4,18 /2H, t/, 5,14 /2H, s/, 6,8-7,0 /2H, m/, 7,1-7,5 /5H, m/,
7,58 /IH, s/, 7,87 /1H, m/ ppm.
2,22 /3H. s/, 3,61 /3H, 9/, 3,75 /3H, 9/, 5,08 /2H, s/ 7,0-7,5 /7H, //, 7,52 /IH, s/, 8,12 /iH, m/ ppm.
2,08 | /3H, s/, 3,67 /6H, 6/, | 3,80 /3H, | 9/. | 5,06 /2H, 3/ |
6,08 | /IH, n/, 6,36 /1H, m/, | 6,06 /IH, | //, | 7,1-7,5 |
/4H, | //, 7,57 /IH. s/ ppm. | |||
3,69 | /3H, 3/, 3,82 /3H, 9/, | 5,19 /2H, | s/, | 5,42 /2H, s/ |
7,1- | 7,5 /7*. //, 7,61 /IH, | 9,. 7,77 /lh, | 3/, 6,05 |
/1H, | s/ ppm. | ||||
2,21 | /3H, 9/, | 2,46 | /3n, s/ | 2,62 /3H, 5/, | 3,63 /3H, s/, |
3,82 | /3H, 9/, | 5,10 | /2h, s/, | 7,1 - 7.5 /4H | . //, 7,56 |
/IH, | 9/ PP·7· | ||||
2,16 | /3H, s/, | 3,6e | /3H, 9/, | 3,81 /3H, 9/. | 5,17 /2H, 3/ |
6,42 | /1H, //, | 6,61 | /IH. //, | 7,1-7,55 /6H, | // 7,58 |
/1H, | s/ ppi·, |
160 277 15
Tabela II /c.d.
• i . ·
Ziięzek , Częstotliwość , nr MHz
270
270
270
270
3,63 /3H, a/, 3,76 /3H, a/. 5,22 /2H, a/, 7,1-7,8 /10H, /, 7,56 /IH, a/, 8,55 /IH, d/, 8,70 /IH, d/ ppm.
2,29 /3H, a/, 2,51 /3H, a/, 2,5j /3H, a/. 3,68 /3H, a/, 3,81 /3K, a/, 5,15 /2H, a/, 7,1-7,5 /4H, ra/, 7,59 /IH, a/, 8,24 /IH, a/ ppm.
2,24 /3H, a/, 3,03 /3H, a/, 3,68 /3H, a/, 3,82 /3H, a/, 5,20 /2K, a/, 7,1-7,5 /4H, m/, 7,59 /IH, a/ . 7,8 - 8,0 /4H, m/ ppm.
2,18 /3H, a/, 3,67 /3H, a/, 3,78 /3H, a/, 3,80 /2H, br.a/ 5,11 /2H, a/, 6,59 /2H. d/, 7,1-7,55 /6H, m/, 7,58 /1H, a ppm.
270 /główny izomer/ 0,65 /2H, m/, 0,90 /2H, m/, 2,32 /IH, /, 3,67 /3H, a/, 3,80 /3H, a/, 5,13 /2H, a/, 7,1-7.6 /9h, m/ 7,57 /IH, a/ ppm.
/uboczny izomer/ 0,65 /2H. m/, 2,32 /IH, m/, 3,63 /3H, a/ 3,76 /3H, a/, 4,97 /2H, a/, 7,1-7,6 /9h, m/, 7,77 /IH, a/ ppm.
270
1,41 /3H, t/, 5,18 /2H, a/,
3,64 /3H, a/, 3,76 /3H, a/, 4,05 /2H, q, 6,8-7,55 /8H, ·/, 7,55 /IH, a/ ppm.
93 | 270 | 1 2.04 /3H, 8/. 3,66 /3H, a/, 3,78 /3H, a/, 5,19 /2H, a/, 1 7,1-7,4 /8H, a/, 7,5-7,6 /IH, ·/, 7,57 /IH, a/ ppm· | |
94 | 270 | 1 1 1 | 1,10 /9H, a/, 1,81 /3H, s/, 3,68 /3H, a/, 3,81 /3H, a/, 4,99 /2H, a/, 7,1-7,5 /4H, m/, 7,57 /IH, 8/ ppm. |
95 | 270 | 1 1 1 1 | 1,76 /3H, a/, 3,46 /2H, a/. 3,67 /3H, a/, 3,80 /3H, a/, 5,06 /2H, a/, 7,1-7,5 /9H, m/, 7,57 /IH, a/ ppm. |
96 | 270 | 1 1 1 | 2,10 /3H, a/, 3,69 /3H, a/, 3,82 /3H, a/, 5,11 /2H, a/, 6,85 /2H, a/, 7,1-7,5 /9H, /, 7,58 /IH, a/ ppm. |
99 | 270 | 1 1 1 | 3,50 /3H, a/, 3,70 /3h, a/, 3,78 /3H, a/, 4,94 /2H, a/, 7,1-7,5 /7h, ·/, 7,53 /IH, a/, 7,77-7,81 /2H, m/ ppm. |
100 | 2 70 | 1 1 1 | 3.66 /3H, a/, 3,77 /3H, a/, 3,98 /3H, a/, 5,04 /2H, a/, 7,10-7,58 /7H, ·/, 7,58 /IH. a/, 7,60-7.70 /2H, m/ pom. |
101 | 270 | 1 f 1 | 2,88 /3h, a/, 3,67 /3H, a/, 3,79 /3H, a/. 5.18 /2H, dd/ 7,1-7,6 /7h, m, 7,60 /IH, 8/, 7,6-7,7 /2H, m/ ppm. |
102 | 270 | 1 1 1 | 3,20 /3h, a/, 3,67 /3H, a/, 3,80 /3H, a/, 5,30 /2H, a/, 7,1-7,6 /9ri, ra/, 7,6C /IH, a/ ppm. |
29 | 270 | 1 1 | 2,29 /3H, a/, 3,68 /3H, a/, 3,81 /3H, a/, 5,18 /2H, a/. |
1 1 1 1 1 | 1 ł I t 1 | 7,10-7,50 /6H, m/, 7,59 /IH, a/, 7,94 /IH, d/ ppm. |
160 277
Tabela II /c.d./
Γ | Zwlęzek nr | Częstotliwoś i MHz | ć « 1 i l |
Γ | - -f-------- - - ------------------“ -n | ||
30 | • 270 | 1 2,34 /3H, 9/, 2,55 /3H, 9j, 3,68 /3H, 8/, 3,80 /3H, aj, ' 1 5,17 /2H, aj, 7,0-7^^5 /6H, ®/, 7,58 /1H, 9j, ' J 7,6 - 7,7 /1H, / pp«. , | |
47 | J 270 | , 2,24 /3H, ej , 3,68 /3h, ej, 3,80 /3H, aj, 5,15 /2H, 3/, , , 7,1-7,55 /8H, e/, 7,58 /IH, a/ ppm. i | |
49 | i 270 | i i 1 2,21 /3H, 8/, 3,68 /3H, , 3,81 /3H, a/f 6,14 /2H, 8/, , i 7,10 - 7,60 /6H, n/, 7,56 /IH, ppm. ' | |
52 | i 270 | 1 2,28 /3H, 8j, 3,68 /3H, 8j, 3,82 /3H, 8j, 5,20 /2H, aj , ' ’ 7,10-7,60 /5H, /, 7,60 /1H, aj, 7,99 /1H, //, 8,19 1 J /1H, //, 8,49 /IH, aj ppm. , | |
54 | ' 270 | ' 2,20 /3^ ej , 3,65 /3H, ej, 3,80 /3H, ej, 5,12 /2^ a/, ‘ , 7,18 /IH, aj, 7,35 /3H, aj. 7,50 /3H, a/, 7,57 /1H, ej. , 1 7,69 /1H, d/ ppia. 1 l i | |
80 | 1 270 | 1 2,24 /3H, aj, 3,70 /3H, ej, 3,85 /3H, 9/, 4,20 /3H, 9/, ' ' 5,26 /2H, 8j, 7,1-7,5 /4^ aj, 7,61 /1H, aj, 9,42 /1H, sj ' , PP®· 1 | |
103 | , 270 | , 1,82 /3H, 99, 3,66 /3H, aj, 3,79 /3H, 9/, 4,77 /2H, ej, , 1 6,98-7,06 /2H, m/, 7,11-7,22 /2H, aj, 77,2:3-7,03 /4H, rn/ , 1 ' 7,42-7448 /1H. ®n, 7,57 /1H, 8/ ppm. ' I | |
104 | ' 270 | 1 1,33 /3H, //, 2,20 /3H. 9/, 3,60 /3H, ej, 3,73 /3H, 9/, ' ' 4,35 /2H, q/, 5,14 /2H, 9/, 7,0-7,5 /4H, //, 7,50 /1H, a/,' , 7,95 - 8,10 /2H, ®/ ppm. , | |
105 | 270 | 1 1 , 2,23 /3H, sj, 3,68 /3H, 8j, 3,60 /3H, 9/, 5,20 /2H, 8j, , 1 7,10-7,20 /1H, m, 7,/5--,40 /3H, «1, 7,50--,60 /2H, m/, 1 1 7,59 /H, 9/, -,6--7,80 /1H, //, a,6/-8,7/ /1H, m/ ppm. · | |
108 | i 270 | 1 2,12 /3H, 8j, 2,22 /3H, 8j, 2,38 /3H. 8/, 3,67 /3H, sj, ' ' 3,81 9/, 5,08 /2^ 8/, 7.1-7.5 /4^ aj, 7^8 /1^ sj ' , PP«|. 1 | |
109 | , 270 | , 3,67 /3H, 8/, 3,80 /3H, 8j, 4,08 /3H, aj, 5,10 /2H, sj, , 1 7,10-7,^20 /1H, m/, -,//--,40 /3H, m/, 7,50-7,50 /H, //, 1 ' 7,59 /1H. 8j, -.6/--,86 /2H, //, 8,60-6,70 /1H, /, ppm. ' | |
111 | ' 270 | /,6/ /3H, ej, j3n, sj, 5,16 /2H, sj, 6,/4--,36 1 1 /10rl, //. -,5/ /lh, 9/, -,60--,90 /2H, m/, 8,55-6,-0 ' 1 1 , /1H, a/, ppm. , | |
112 | , 270 | 1 1 , 3,35 /3H, s/, 3,75 /3-, ej, 5,15 /21. s/, 5.15 /2H, s/, , 1 5,42 /2H, ss, 7,10-7,40 /9H, m/, 7,45-7,56 11H, //, 1 1 7,75 /1H, s/, 7,^^-7,70 /2H, m/, 6,60-8,70 /IH, m/ ppm. · | |
114 | ' 270 | ' 3,69 /3H. s/,3.80 ^H, e/, 5,06 22H, ej, 5.58 22H, s/, 1 1 7,10-7,40 /HH, m/, 75 50-7,60 11H, m/, Λδδ 1H, s8, ' -,60--,70 /1H, a/, 7.90-8.00 /IH, m/, 8,45-8555 /IH, m/ , 1 PPP· 1 |
160 277
Tabela II /c.d·/
Zwięzek nr | Częstotliwość MHz | ”1 · 1 U . | ||
116 | 270 | 1 1 | 2,38 /3H, 9/, 3,62 | |
1 | 9/, 7,10-7,50 /5H, | |||
1 | | 7,96-8,06 /IH, m/, | |||
116 | 270 | 1 | 2,22 /3H, d/, 3,68 | |
1 1 | 6,7-7,6 /7H, «/, 7 | |||
120 | 270 | 1 1 | 2,13 /3H, 9/, 3,67 | |
ł | 7,10-7,40 /4H, m, | |||
« | | 7,70-7,80 / 1H, m, | |||
121 | 270 | 1 | 3,68 /3H, 9/, 9,89 | |
1 | 7,10-7,40 /4H, m, | |||
1 | 7,90-8,00 /IH, m/, | |||
i | /IH, m/, ppm. | |||
122 | 270 | 1 | 2,34 /3H, 9/, 3,69 | |
1 | 7,10-7,60 /5H, m/, | |||
1 1 | /IH, d/. pp*n, | |||
123 | 270 | 2,22 /3H, 9/, 3,66 | ||
1 | 7,16 /2H, a/, 7,36 | |||
7,80 /IH, m/, 7,90 | ||||
125 | 270 | 1 1 | 2,13 /3H, 97, 3,68 |
S
270
13C
270
131
270
134
270
270
13S
7C
6,70-7,50 /7H, m, 7,60 /IH, 9/ PPm·
2,40 /HH, 9/, 3.70 /3ri, ·/, 3,83 /3H, a/, 5,18 /2H, 3/, /8H, m. 7,69 /IH, a/, 7,98 /2H, m/ ppm.
2,26 /3H, 9/, 3,62 /3H, 9/, 3,80 /3H, a/, 6.16 /2H, 9/, 6,66 /IH, ors/, 6,66 /IH, brs/, 7,17 /IH, m/, 7,33 /2H, m/, 7,40-7,50 /2H, m/, 7,69 /IH, 9/, 7,72 /IH, d/, 7,86 /IH, d/, 8,09 /IH, 9/ ppm,
2,40 /3H, 9/, 3,66 /3H, 9/, 3,82 /3H, 9/, 6,36 /2H, 9/,
7,16 /IH, m, 7,36 /2h, m/, 7,64 /IH, m/, 7,63 /IH, s/,
7,60 /IH, d/, 9,07 /IH, d/ ppm,
1,06 /3H, t/, 1,30 /2H, q/, 2,21 /3H, a/, 3,68 /3H, 9/,
3,82 /3H, 9/, 3,96 /2H, t/, 6,16 /2H, 9/, 6,89 /IH, d/,
7,20 /4H, */, 7,36 /2H, m, 7,62 /IH, m/, 7,69 /1H, 9/ opm,
2,30 /3H, 9·, 3,66 /3H, 9/, 3,63 /3H, 9/, 3,23 /2H, 9/ ,
7,16 /IH, r/, 7,36 /2H, m/, 7,48 /IH, rn/, 7,61 /IH, 9/ ,
9.22 /IH, 9/, 9,33 /IH, 9/ ppm,
2.22 /3rt, 9/, 3,68 /3n , 9/, 3,61 /3H, 9/ , 5,16 /2H, s/,
7,18 /2H, V. 7,36 /3H, m/ . 7,60 /3H, m/, 7,60 /IH, β/ ppm,
160 277
Tabela II /c.d./
Związek nr
Częstotliwość
MHz
1 146 , | 270 | , 2,22 | /3H, | s/. | 3,68 /3H, | 8/, 3,82 | /3H, | 8/ , | 4,56 | /2H, | d/, |
a | i 5,15 | /2H, | s/. | 5,28 /1H, | d/, 5,42 | /1H, | d/, | 6,05 | /1H, | »/. | |
1 | » 6,90 | /1H, | d/. | 7,15-7,40 | /6h, m, | 7,52 | /1H | , «/, | 7,59 | ||
1 1 | ' /1H, 1 | s/ ppm. | |||||||||
14Θ 1 | 270 | ' 2,35 | /3H, | s/. | 3,68 /3H, | s/. 3,82 | /3H, | 8/, | 4,03 | /3H, | 8/ , |
1 | | ' 5,30 | /2H, | 8/ , | 6,68 /1H, | d/. 7,18 | /1H, | «/. | 7,34 | /2H, | ||
1 • | , 7,54 a | /1H, | s/, | 7,58 /lH. | s/, 8,50 | /1H, | d/ | ppm. | |||
1 149 ' | 270 | i • 2,09 | /3H, | s/, | 3,67 /3H, | 6/, 3,81 | /3H, | . | 5,20 | /2H, | 8/. |
1 | 1 7,10· | -7,20 | /1H | , m/, 7,25-7,45 /2H | 7,50-7,60 /2H | ||||||
1 1 | J 7,59 | /1H, | 8/. | 7,61-7,80 /3K, m/ | spm, | ||||||
150 , | 270 | ' 3.63 | /3H, | 8 , | 3,76 /3H, | s/, 5,20 | /2H, | 8/ , | 7,10-7,80 |
151
270 /8H, m/, 7,56 /1H, 6/ ppm.
1.15 /3H, t/, 2,78 /2H, <V. 3.66 /3H,<s/, 3.82 /3H, 8/,
5.15 /2H, 3/, 7,18 /1H, m/, 7,33 /2H, a/. 750 /2H, m/,
7,58 /1H, »/, 7,60 /1H, 8/, 7,80 / 1H, d/, 7,90 /1H, 8/,
PP®.
153 , 1 1 l | 400 | , 3.66 i /ΘΗ, • 7,88 i | /3H, m/, /1H, | 8/, 3,79 7,58 /1H, s/ ppm. | /3H, a/, 5,20 8/. 7,73 /W, | /2H, d/, | s/. 7,78 | 7,10-7,6^ | ||
/1H, | s/. | |||||||||
154 1 | 270 | ' 2,66 | /6H, | 3/, 3,88 | /3H, 8/, 3,75 | /3H, | s/> | 4,82 /2H, | s/. ' | |
1 1 | 7,00-7,70 | /SH. m/, | 7,52 /1H, 8/ | ppm. | ||||||
1 155 , | 270 | , ^.8 | /HH. | d/, 31,03 | /3H,s/, 3,,11 3ΗΗ, | Θ/, | 4,99 /2H, | 3/. , | ||
I | i 50333 | /HH . | brd/, 7, | 10 - 7,60 /H-i , | m/, | 7,58 /1H, | «/. | |||
1 1 | ' 7,68 i | /2H, | d/, 7,75 | /1H, s/ ppm. | ||||||
156 1 | 270 | ' 1,31 | /6H, | t/, 2,02 | /3H, d/, 3,69 /3H, | s/· | 8,88 | /1H, | 9/, 1 | |
I | ' 4,12 | /4H, | q7, 5,18 | /2H, 9/, 7,11 | -7,20 | /1H | , a/, | 7.27 | -7,36' | |
B | , /2H, | m/r | 7,37-7,45 | /1H, m/, 7,56 | /1H, | s/ | ppm. | |||
1 157 g | 270 | , 1,24 | /6H, | t/. 3,62 | /3H, 3/, 3,74 | /3H, | 6/. | 4,63-4,l3 | ||
1 | l /4H, | m, | 5,20 /2H, | 3/, 7,10-7,17 | /1H, | m , | 7,25 | -7,43 | ||
1 | | I | m/, | 7,53 /1H, | s/, 7,56-7,64 | /2H, | ppm. | ||||
158 1 | 270 | • 2,38 | /3H, | s/, 3,68 | /3H, s/, 3,82 | /3H, | s/. | 4,00 | /3H, | s/, I |
1 | 1 4,09 | /3H, | s/. 5,32 | /^H, s/, 7,10 | -7,50 | /4H | , mm, | 7,40 | ||
1 1 | , /1H. | s/, | 7,59 /1H, | S/ ppm. | ||||||
159 ’ | 2 70 | 1 , 2,13 | /^H, | 8/ , 3,69 | /3H, s/, 3,51 | /3H, | s/, | 5,03 | /2H, | S/. J |
1 | , 6,17 | /lh, | n/, 6,37 | /1- , m/, 5,73 | /1H, | n/ , | 7,15 | , | m/, i | |
< | , 7,31 | /2H, | m/, 7,47 | /iH, m/, 7,58 | /1H , | S/, | ||||
1 1 | i 9,06 1 | /1H, | brs/ ρρη. | |||||||
160 1 | 270 | 1 2,19 | /3h, | s/, 3,60 | /3H, s/, 3,74 | /3H, | s/ · | 5,08 | /2H, | s/. 1 |
1 | | ‘ 6,20 | 1H, | m, 6>48 | /1H, 6,88 | /1H, | m, | 7,20 | /1H, | m/, 1 | |
t 7,37 | /2H. | n/, 7,51 | /1H, m/s 7,56 | /1H, | S/· | 10,30 /1H | brs/ | |||
1 | , ΡΡ®. |
160 277
Tabele II /c.d./
Związek nr
Częstotliwość
MHz
162
163
164
167
169
171
173
174
270
270
270
270
270
270
270 !70
2,52 /3H, e/, 3,69 /3H, 8j, 3,82 /3H, aj , 5,00 /2H, 8/,
6,95 /iH, d/. 7,08 /1H, t/, 7.18 /1H, m/, 7.24 - 7,40 /5H, mj , 7,54 /1H, «/. 7»59 /1H, ej, 8,65 /2H. d/ ppm.
2.23 /3H. », 2,52 /IH. m/, 3,69 /3H, ej, 3,82 /3H, 9/,
4,71 /2H. d/. 5,15 /2H, s/, 6,98 /1H, /, 7,18 /1H, a/,
7,25 - 7.40 /5H, mj , 7,51 /1H, a/. 7,60 /1H, sj ppm.
1,84 /3H. d/. 3,67 /3h, 8/, 3,80 /3Ht aj. 4,96 /2H. aj, 7,10-7.50 /5H. </, 7,56 /1H. s/ ppm.
1.24 /3H, tj, 1.91 /3H, 9/, 3,66 /3H. 8/, 3,79 /3H. sj,
3,99 /2H, q , 4,82 /2H. aj, 7,10-7,50 j^^, mj, 7,56 /1H, 8/ ppm.
2,35 /3H. aj. 2,51 / 1H, mj, 3,68 /3H, sj, 3,82 /3H, 3/,
5,05 /2H, dj, 5,32 /2H. sj, 6,76 /1H, d/. 7,18 /iH. m/,
7,34 /2H, «/, 7,55 /1H, a/, 7,58 /1H, 9j, 8,58 jlH, d/ ppm.
1.21 /3H, tj, 2,22 /3H, 8/, 2,65 /2H, r/. 3,68 /3H. sj,
3,82 /3H. sj, 5,14 /2H. s/, 7,18 /3H, mj. 7,32 /2H, »/,
7.55 /2H, mj , 7,57 /iH, /j, 7,59 /1H, 8j ppm.
2.12 /3H. s/, 2,33 /3h, sj, 3,67 /3H. 8j, 3,82 /3H, sj,
5,03 /2H, 8/, 7,10-7,14 /1H, mj, 7,24-7,37 /2H, m/. 7,46-7,53 /1H, “/. 7,57 /1H, sj ppm.
2,20 /3H, ej 3,07 /3H, sj, 3,70 /2H, sj, 3,84 /3H, s/, 5,15 /2H, sj, 7,14-7,22 /1H, mj, 7,31-7.40 /2H, m/, 7,43-7,50 /IH, mj, 7,60 /IH, sj ppm.
175 | ł , 270 1 | 1 , 3,63 /3H, 1 6,70-7,60 I | sj, /7H | 3,75 , m, | /3h, aj, 7,60 /1H | 3,78 . sj, | /3H, 9/, 5,44 /2H, 8,59 /IH, brs/ ppw | sj, . |
176 | 1 270 | 1 1,03 /3H, | t/ | 1,81 /2H. mj, | 2,35 /3H, sj , 3,68 /3H, | s/. | ||
1 | 1 3,82 /3H, | 9/. | -4,36 | /2H, tj, | 5,31 | /2H, aj, 6.65 /1H, | d/, | |
i 1 | J 7,18 /iH, | m/. | 7.315 | /2r, mj , | 77 55 | /1H, d/, 7^6 jiH. | sj , | |
1 | , 8,50 /1H, | d/ | ppm. | |||||
177 | 1 , 2 70 | 1 , 0,90 /3H, | t/. | 1,32 | j4H, m/, | 11-46 | j2H, mj, ^76 /2H, | mj, |
1 | 1 2,22 /3n., | s/. | 3,56 | j3H, s/, | 3.62 | /3H, s/, 3796 /2H, | tZ , | |
j | ' 5,15 /2H, | s/, | 5,99 | /1H, d/, | 7,15· | -7,35 /6H, m/, 7,52 | ||
1 1 | /1H, m/, | 7,59 | /IH. | 8/ ppm. | ||||
175 | 1 2 70 i | J 0.59 jjr- , | t/. | i .46 | /2H, m/, | 1176 | /2H , m/ , 2,35 /3H, | sj, |
i | , 3,-66 /3H, | 9/. | 3 362 | /3H, sj, | 4,41 | /2H. t/, 5,31 /2H, | sj. | |
1 | i 6,65 /IH, | 0/ , | 7,15 | /in, m, | 7^2 | /2h, m, 7,55 ji». | dj, | |
1 1 | ' 7,58 /IH, 1 | sj. | S ,-4^ | /lH. d/ | ppm. | |||
180 | < 270 | 1 1,75 /3H, | sj | 1,60 /3H, sj, | 2,22 /3H, 3j, 3,68 /3h, | s/. | ||
1 1 | ΐ 3,82 J3H, | sj , | 4,52 | /2H, d/, | 5,15 | /2H, sj , 5,48 /1H, | t/, | |
1 | 1 6,90 /IH. | dj, | 7,15- | 7,35 /6H | , m/, | 7,51 /IH, m, 7,58 |
/IH, sj, ppm.
160 277
Tabela I! /c.d./
Zwięzek* nr 1 | Częstotliwość MHz | |||
184 | 1 1 1 | 270 | ||
185 | 1 1 1 | | 270 | ||
186 | I 1 1 | 270 | ||
187 | 1 1 1 1 | 270 | ||
188 | 1 1 1 1 | 270 | ||
1S1 | 1 I 1 1 1 | 270 | ||
192 | 1 1 1 1 | 270 | ||
194 | 1 1 1 1 1 | 270 |
2,22 /3H, s/, 2.96 /6H, s/, 3,68 /3H, s/, 3,82 /3H, s/. | |||
5,15 /2H. s/. 7,15-7,38 /4H, | 6,72 /1H. dd/, 6,94 /IH, d/, 7,00 /lH.s/, | ||
m . | 7,52 /IH, ra. | 7,58 /IH, s/ ppm. | |
3,69 /3H, s/. | 3,83 /3H, s/, 5,26 /2H, s/, 7,1 - 7,6 | ||
/6H, m, 7,61 | /1H, | s/, 8,00 /iH, | d/, 8,07 /1H, s/ ppm. |
2,05-1,70 /12H, / | , 2,54 /1H, mf | , 3,55 /1H, m, 3,68 | |
/3H, s/, 3,82 | /3H. | s/, 4,98 /2H, | e/. 7,13 /IH, m/. |
7,30 /2H. m. | 7.47 | /IH. m. 7,57 | /IH, s/ ppm. |
2,25 /3H, s/. | 3,68 | /3H, 8/, 3,80 | /3H» s/, 5,24 /2H, s/. |
6,96 /1H, s/, | 7.47· | -7,15 /5H, m/. | 7,58 /1H, s/, 7,59-7,51 |
/3H, m/ ppm. | |||
2,23 /3H, s/. | 3,30 | /3H, s/, 3,62 | /3H, s/, 3,76 /3rl, s/. |
5,18 /2H. s/. | 7.12 | /IH, m. 7,28 | /2h, m, 7,38 /ih, m. |
7,53 /IH. s/. | 8,00 | /1H, d/. 8.72 | /1H, d/ ppm. |
2,22 /3H, 8/. | 3,38 | /3H, s/ 3,56 /2H, m/, 3,69 /3H, s/. | |
3.82 /3H, s/, | 3,83 | /2H, m. 5,14 /2H, 8/. 5,28 /2H, s/. | |
7,05 /IH. m. | 7,17 | /1H, o/, 7,25-7,40 /5H, «/, 7,52 | |
/1H, m. 7,60 | /IH, | a/ ppm. | |
2,22 /3*. s/, | 3,68 | /3H, s/, 3,82 | /3H, s/, 4,80 /2H, s/. |
5,16 /2H, s/. | 6,98 | /lh, m. 7,16 | /IH, m, 7,32 /5H, m, |
7,50 /1K, m. | 7,59 | /1H, 6/ ppm. | |
2,22 /3H, 8/. | 3,68 | /3H, s/, 3,82 | /3H, s/, 5,15 /2H, s/. |
6,25, 6,52, 6, | 81 /1H, t/, 7.1C /IH, d/, 7,18 /IH, m/, |
7,3-7,4 /3H, m/, 7,41-7,55 /3H, m/, 7,60 /IH, 8/ ppm.
Zwięzki o wzorze 1 aktywność grzybobójczą 1 stanowią substancję czynnę środka według wynalazku. Można Je stosować do zwalczania jednego lub więcej z następujących patogenów: Pyriculana oryzee na ryżu, Puccinia recondita, Puccinia striformis i inne rdze na pszenicy, Puccinia hordei, Puccinia stmfornis i inne rdze na jęczmieniu oraz rdze na innych żywicielach, np. kawie, gruszy, jabłoni, orzechu zinmnyn, warzywach i roślinach ozoobnych, Erysiphe graminis /nączniak właściwy/ na jęczmieniu i pszenicy i inne męczniaki właściwe na różnych żywicielach, takie jak Sphoerotheca maadans na szyszkach chmielowych, Sp^^ero^aca fulignea na dyniowatych /np. ogórku/, Podosphaera leucotucna na jabłoni i Uncinuia iscc^o na winorośli, Helmmt^pornum spp., Rhynonosponum spp., Septcria spp., Pyoensplsoα spo. Pseudocercosporella nerepotncnoides i Gaeumannommces gramr^is na roślinach zbożowych.
Ceousspsra arach.idicoia i Cercossolldlu.n personata na orzechu zimnym oraz inne gatunki z rodzaju Cercospora na innych zywlcielacn, na przykład buraku cukrowym, bananie, soi i ryżu.
Botrytis cinerea /szara pleśń/ na pomidorze, truskawce, warzywach, winorośli i innych żywicielach. Alternana spp. na warzywach /np. ogórku/, rzepaku, jabłoni, pomidorze i innych żywicielach.
ISO 277
Ventune lnaequalis /parch/ na Jabłoni.
Plasmopare yiticola na winorróli,
Inne mączniaM rzekome, takie Jak Bremia lactucae na sałacie, Peronospora spp na soi, tytoniu, cebuli 1 Innych żywicielach oraz Pseudoperonospora hurnuli na szyszkach chmielowych 1 Pseudoperonospora cubensis na dyniowatych, Phytophthora infestans na ziemniaku 1 pomidorze oraz Inne gatunki z rodzaju Phytophthora na warzywach, truskawce, awokado, krzewie pieprzowym, roślinach ozdobnych, tytoniu, drzewie kakaowym 1 innych żywicielach.
Thanatephorus cucurneris na ryżu i inne gatunki z rodzaju Rhozoctonia na różnych żywicielach, takich jak pszenica i jęczmień, warzywa, bawełna i darń.
Niektóre ze zwięzków o wzorze 1 wykazuję szeroki zakres aktywności przeclwgrzyblczej in vitro. Mogę one także wykazywać aktywność przeciw rozmaitym chorobom owoców po zbiorze /np. ^^nicillim digitatui i italcuui oraz Trichoderia viride na pomirańczach, Cloeosporiui lt^arum na bananach i Bot i~,y^is cinerea na wlnogronacc/.
Ponadto pewne zwięzki o wzorze 1 ragę być aktywne jako zaprawy nasienne przeciw Fusar^^m spo., Septona spp·, Tilletia spp. /śnieć cuchnętt pszenicy, choroba przenoszona przez nasiona/, Ustilago spp., Helminthosporlum spp, na zbożach, Rhizoctonia solani na bawebie i Pyriciulari/ oryzae na ryżu.
Przemieszczanie się zwięzków o wzorze 1 w roślinach ma charakter systemiczny. Ponadto zwięzki te mogę być lotne w stopniu wystarczającym do tego, aby wykazywać w fazie pary aktywność przeciwgrzybiczę wobec rośliny.
Sposób zwalczania grzybów polega na tym, że nanosi się na roślinę, na jej nasiona lub na Jej stanowisko, lub też na miejsce, w którym znajduje się roślina lub nasiona, użyte w skutecznej ilości zwięzek o wzorze 1 lub zawierający go środek.
Niektóre ze zwięzków o wzorze 1 wyl^^^uję działanie owadobbócze i w odpowiedniej dawce mogę byc stosowane do zwalczania szeregu owadów i roztoczy.
Sposób zwalczania owadów lub roztoczy polega na tym, ze owady lub roztocze lub miejsce ich występowania traktuje się owadobójczo lub roztoczobójczo efektywnę ilością zwięzku o wzorze 1 lub zawierajęcego go środka.
Zwięzki o wzorze 1 można stosować do celów rolniczych bezpośrednio, jednak dogodniej Jest sformułować Je w środki stosujęc nośnik lub rozcieńczalnik. Tak więc, wynalazek dotyczy środka grzybobójczego, owadobójczego i roztoczobójczego, zawierajęcego zw.ęzek o wzorze 1 oraz dopuszczalny nośnik lub rozcieńczalnik.
Związki o wzorze 1 można nanosić w rozmaity sposób. I tak np. można Jo nanosić sformułowane lub nie sformułowane, bezpośrednio na listowie rośliny, na nasiona lub inne środowiska, na których rośliny rosnę lub maję być uprawiane. Można tu użyć sposobu polegajęcego na opryskiwaniu, opylaniu albo zastosowaniu ich jako preparatu w postaci kremu lub pasty. Związki te można stosować także jako opary lub granulki do powolnego uwalniania. Nanosie raźna je na kazdę część rośliny, w tym na listowie, łodygi, gałęzie lub korzenie, glebę otaczajęcę korzenie lub tez na nasiona przed ich zasiancm oędź tez ogólnie do gleby, wody zllowaJęcej ryz aloo układów upraw hydroporlozyon. środki według wynalazku można również wstrzykiwać do roślin, względnie opryskiwać nimi roślinność z zastosowaniu techniki opryskiwana o le* tro lynan icznego wzglęme lnnycn mnod niskoobj ętościowych .
Timn roślina” stosowany w niniejsym^! opisie obejmuje sadzonki, krzewy i mewa. Dalej, sposób sw^^czliia grzyoow obejmuje działanie prewencyjne, ochronne, profilaktyczne i wypleniajęce .
Korzytr^ie, zwięziów o wzorze 1 używa się w zastosowaniu rolnicom lub ogrodniczym w postaci środka, przy czym typ użytego środka w każdym przypadku ziIozoc oędzie od konkretnego rozpatrywana zastosowania.
środki według wynalazku mogę występować w postaci proszków do opylania lub granulek zawierajęcych składnik cscniy /zwięzek o wzorze 1/ i stały rozcieńczalnik lub nośnik, np. napełmmaczo, takie jak kaolin, bentonit, ziemia okrzemkowa, dolomit, węglan
160 277 wapniowy, talk, sproszkowany tlenek magnezowy, ziemia fulerska, gips, diatomit, glinka biała. Granulki takie mogę mieć postać gotowych granulek, nadających się do wprowadzania do gleby bez dalszej obróbki. Granulki te można wytworzyć albo przez impregnację grudek napełniacza składnikiem czynnym, albo granulowanie m^szar^^ny składnika czynnego i sproszkowanego napełniacza. środki do zaprawiania nasion mogę zawierać czynnik /np. olej mmnralny/ wspommgający przyleganie środka do nasion. Alternatywnie, składnik czynny można formułować w celu zaprawiania nasion stosujęc rozpuszczalnik organiczny, np, N-mseylopirolidon, glikol propylenowy lub dimetyloformamid, środki mogę istnieć także w postaci proszków zawiesinowych lub granulek zdolnych do dyspeesji w wodzie zawierających środki zwilżajęce lub dyspergujące w celu ułatwienia dyspuas! w płynach. Proszki i granulki mogę także zawierać napełniacze i środki zawieszajęce.
KonlCilraty do emulgowania lub emocję można wytwarzać przez rozpuszczenie składnika czynnego w rozpuszczalniku organicznym, ^wenuslnie zawierającym środek zwilżający lub emu^u^cy, a potem dodanie mieszaniny do wody, która też może zawierać środek zwilżaJęcy lub emuuguuęcy. Stosowanymi rozpuszczalnikami organicznymi sę rozpusscczlniki aromatyczne, takie Jak alkilobenzeny i alkillt^naf^^l^ny, ketony, takie Jak izoforon, cykloheksanom 1 mθiyloClklohekJalon, chlorowane węglowodory, takie jak chlorobinzen i oraz alkohole, takie jak alkohol benzylowy, alkohol furfur^^y, butanol 1 etery glikolowe.
Konncelratl zawiesinowe w wysokim stopniu nierozpuszczalnych ciał stałych można wytwarzać za pomocę zmielenia w młynie kulowym lub perełkowym ze środkiem dyspersyjnym oraz dodania środka zawieszającego w celu zatrzymania osiadania stałych części, środki do użycia w postaci oprysku mogę występować Jako aerozole, w których preparat jest utrzymywany w pojemniku pod w obecności ^opelema, takiego jak f luo rot nchlo r orne tan.
Związki o wzorze 1 można mieszać w stenie suchym z mieszaninę pirotechniczny w celu wytworzenia środka nadajęc^go się do tworzenia w przestrzeniach zamkniętych dymu zawierającego te związki.
Alternatywnie, zwięzki o w^^rze 1 można zastosować w postaci mikrokapsułek. Można je formułować w preparaty z udz^ecm polimerów podatnych na degradację biologicznę, w celu powo^ego, lontroloeanego i^eamia^a subssancci czynny.
Przez dodanie odlowledπlch dodatków, np. dodatków lolepszαjących dystrybucję, siłę przylegania, oporność na deszcz na poddanych działaniu powierzchniach, można lepiej zaadaptować rozmaite środki do różnych zastosowań.
ZwWązki o wzorze 1 nożna stosować w mle8zanlnie z nawozami sztucznymi, takimi jak nawozy sztuczne zawierające azot, potas lub fosfór. Korzystne sę środki zawirajęce tylko granulki nawozu sztucznego z dodatkiem, np. przez ich, znięzku o wzorze i.
Granuli takie korzystnie zawierają do 25% nag. związku o w^i^rze 1.
Proszki zawiesinowe, koncentraty do emulgowania i koncentraty zawiesinowe zawierają zwykle środki powierzchniowo czynne, takie Jak środek zwilżający, środek dyspergujący, środek emulgujący lub środek utrzymujący w zawiesinie, środki te mogą być środkami kationowymi, anionowymi lub niejomowymi.
Oopowieommi 6rcdkami kationowymi są czwartorzędowe zwązki eur^iowi, takie Jak bromek cetylotnmetilaamoniowy. Odpowiednimi środkami anionowymi są mydła, sole alifatycznych uno estrów Kwasu siarkowego /np. laurylosiarczan sodowy/' oraz sole sulfonowanycn związków aromatycznych /np. dodecylobenzenosulfonian sodowy, lignosulfonian sodowy, lignosul foniar, wapniowy lub lignosulfonian amonowy, naftalenosulfonian butylu oraz m^szanina duzopropyloraftalenosu1fomianu sodowego i trizoproopylonaftalenosulfomanu sodowego/.
^ΡΟη^ιιβι środkami niej onowymi są produkty kondemnacji tlenku etylenu z alkoholami tłuszczowymi, takimi jak alkoncl olemowy lub alkohol cetylowy, lub z alkilofenolami, takimi Jak oktylofencl lub nonylofenol i oktylokrazol. Innymi środkami niejonowymi są częściowe etery pochodzące od długołańcuchowycn kwasów tłuszczowych 1 bezwodników heksytolu, produkty kondemnacji wspomnianych cząścoowych eterów z tlenkeem etylenu oraz lecytyny.
160 277
Odpowiednimi środkami utrzymującymi w zawiesinie sę hydrofilową koloidy /np. poliwinylopirolodoc i sól sodowa karboksymmtylooclulozy/ oraz spęczniające gliny, takie jak bentonit lub atapuUgit.
środki do użycia w charakterze wodnych Oyspeessi lub emuliSi eą na ogół dostarczane w postaci koncentratu o wysokim udziale składnika czynnego, przy czym koncentrat rozcieńcza sią wodą przed użyciem. Konccettaty te korzystnie powinny być zdolne do wytrzymania przechowywania w ciągu długotrwałego okresu 1 po tym przechowywaniu nadawać sią Oo rozcieńczenia wodą w celu utworzenia wodnych preparatów, które pozostają homogeniczne, w czasie wystarczającym do użycie ich z zastosowaniem zwykłego wyposażeńia do opryskiwania. Koozyssnie, koncentraty zawierają do 96%, stosownie 10-66%, np. 26-60% wagowych składnika czynnego. Po rozcieńczeniu Ha utworzenia preparatów wodnych, stosowane preparaty mogą zawierać składnik czynny w Hościach zmiennych, zależnie od zamierzonego celu, ale można użyć preparatu wodnego zawierającego 0,00066 lub 0,01 - 10% wagowych składnika czynnego.
środki według wynalazku mogą zawierać inne związki o aktywności biologiczna^ cp. związki wykazujące podobną lub uzuRp^^ającą aktywność grzybobójczą lub wykazuJące zdol -ość regulowania wzrostu roślin, aktywność chwassobójczą lub owadoobóczą.
Związkiem stanowiącym czynnik grzybobóóczy, który może wystąpować w środku według wynnaezku, może być związek zdolny do zwalczania choroby kłosa u rośli- zbożowych /np. pszanncy/, takiej jak w przypadku gatunków z rodzaju Septoria, Oibbeeella 1 Helmictłosporlum, chorób przenoszonych przez nasiona i przez glebą oraz mączniaka rzekomego i mąccniaka właściwego na winogronach, mę(:cniaka właściwego i parcha na jabłoni, itp. □ziąki dodaniu iccego czyndka grzybobójczego, środek może wykazywać szarszy zakres aktywności aniżeli śnlek zawierający sam związek o wzorze 1. Oprócz tego inny czynnik grzybobójczy może wywierać wpływ synergistyczcy na aktywność grzybobójczą związku o wzorze 1, Przyklądowymi związkami 0(0(01^^ czynnikami grzybobójczymi, które można włączyć do środka według wynalazku sąs eter /+/-2-/2,4-dlchlorolelclo/-3-/lH-l,2,4-triazol-ł-ilp/prplylowo-1,1,2,2-tetrafllιlΓletylowl, kwas /RS/-l-omrloplopyloloslonowy, /RS/-4-/4-chllrofenylo/-2-fιπ^1«^-2^-/ΊγΙ1,2t^-l-olomiąy/ho/buty^ronitryl, /RS/-4-chlαfo-N-/lyJnooleloSlyametylo/eeΓ.zamld, /Z/-N-but-2eenylokslmalylo-2-chloro-2<,6*-dletyllacθtanClid, l-22clyJcno22mmetoksyiainoacetlll/-3-θlylaaocznlk, 1-f 2RS.4RS; 2RS, 4RS/-4-bromoo22/2,4-0lchllrofenylo/tetrahydrof u rf uTyło^-m-l ,2,4-t nazol, 3-/2,4-d ich loro feny lo/-2-/lH-l ,2,4-triazol-1-lll/lłlnazollo4/3H/-oc, eter 3-chloro-4-/ 4-aalyl0l22/lHHl;2,4-1Tiazolo-l-metllo/-l,3ddloSsoraπ-2-ylo_7 fe-yio^-chlorofenylowy, 4-broool2-cyjrco--,--dioetylo-S-t rllllalooetylobeczlOldarzll/lsl^ίflnadd, ioio --/2,4-dnhloro leeylo/-22/lHHl,2,4-1 rlezol-l-llo/1 iooctanu 4-chlorobeczllu , kwas 6-e tylo-e .e-lihyln-S-okso/l, 3/-dnksolo/4,6-g/chlclltno-7-ra/boksylowy, Oć/--/
3pchłoro-2,6-ksylloo/O-eeoosiaai^eHmiOo J- -bu tyrolaktoc , a-ilazy-a, BAS 464, /enalaksyl, becomml, /lloksazol, /irapakryl, /ltertrcll, clast lcydyc S, ou^i-rym^r^t, Z^tiobat, Oappafol, kaptan, Οι^ι-Ο^ιο, krr/okslc, chlorobeπzol lazon, chloroce/, chlorotalonrl, cłior/z/looa t, związki zawierające takie jak tlecllcloΓek m^t^zi, siar^czac medzi i oiesza-ica Borleaux, cykloheksiaio, llaalksrtl, lllrlOonarol, lltrl'flrra, 1,1*-dwutlenek <OwJUSarlzOl οι-2-ρirylilu , l ichlo f luamo, lucloc, oiklo/utrazol, lik lomazyca, llkllrac, li^^itamuff, Oimur^mo^, dlOIkocaΣ:cl, llcokrt, Οι^Ιιοί^, imamc, Ο^βπιο^, lodic, edifecfos, ltrOorazci, etirmol, lZ/-^l-Dlczyio-;.l//'oltylll/oetylltlletl 1ideclroOno-lksyl 0rr/lnylo/rolnlJ7-tio/- β -ι13-ιοιθ- etylu, etrldrz/l, fenapearl, ^-αποο^ fe-furam, fe-ppik leni 1, ^-^^111-, fecpr/μlOOlf, octac fentyny, wGOOlotier,lk fe-tyry, fłltlϊrnli, flutriafol, fluzllrzlI, folpet, flsetylo-l 1οο, floerrdrzol, ^η^ΟβγΙ, furolnarzl-llS, Ιοθζθιι-ι, łeksal<on-rol, -ldrokεylzoksazol, ^οβ^^Ι, ltro/erfos, ltrl1llr., izltrotlllr-krsugrorllrr , οοπ-οκ^, οοπθο, maetolti, ο a aa a a lo s y 1, oolflrlksro, mtsu ifowaks, οοΐ!^! tanil, -eoesozyr, lime tiloli t llkrsbrm.m.r- riklu, —,tntal-nopn^^l, muurrmol, ofurace, związki rtęćloorgamczne, oksadiksyl, oksykar/oksi-, penkonnaoi, pensykuron, --furflrlll---loldrzol-ł~llorarlnlyl--DLłhooo-rlr-iOlan pect-4-enylu, tlenek fe-aks-yny, ftalid.
160 277 polioksyn 0, polirao, probenazol, prochloraz, procymldon, propamokarb, proplkanazol, propineb, protiokarb, pirazofos, piryfenoks, plrochilon, piroksyfur, pirolnitrin, chinometunian, chlntozan, sti^ef^n^mycyna, siarka, techloftaaaa, teknozen, tebukonazoo, tiobandazo^ tiofanlan mecylu, tiram, tolklofos-raθiyl, sól trkoclanlwa, 1,1*-ιιηιη^1/^tamerylano/diguanldyny, triadimefon, traadimenol, triazbutyl, trlcyklazol, trldamarf, trlforin, walidamycyna A, winklozolin i zineb.
Związki o w^i^rze 1 można mieszać z glebę, to^am lub innymi podłożami korzeniowymi w celu ochrony roślin przed chorobami przenoszonymi przez nasiona, przez glebę lub chorobami liści powodowanymi przez grzyby.
Odpowiednimi czynnikami ow^c^c^^bjc^^^yi^i, które można łęczyc ze środkiem według wynalazku sę: buprooazin, karbaryl, karbofuran, karbosulfan, ch^^yni^a, cykloprotrin, demθioor--meiyl, dizzynon, dimeeoat, ztofenproas, fenitrotior, fenobukarb, fentUn, formion, izoprokarb, izoksatlln, roonlkokofo8, pentoat, plrlmikarb, propa^s i XMC.
Związki regulujęce wzrost roślin sę to związki, które zwaaczeję chwasty lub formowanie górnej części rośliny z nasionami, względnie wybiórczo zwalczeję wzrost mnej pożędanych roślin /np. traw/.
Przykaedowymi ldpowiθdnimi zwięzajli regulującymi wzrost roślin do użycia wraz ze zwięzkami o wzorze 1 są: kwas 3,6-dichlororikllrnowy, kwae l-/4-chllrlfenylo/-4,6-dimθiylo-2-oksOl-,2-dlhylΓlplrydynl-3-kaΓblksyllwy, 3,6-dihhlolllmyzar roej^JLu, kwas abscisikowy, zsuIzi, bennzklopropriyl, aarbetzmid, damlnozyd, difenzoguat, diaigulzi, etefon, fenpennezol, fj^uon^^mid, gHi^at, glHozyna, hydroksybbenzlrlryle /np. bΓoιnmlaynll/, mbeniU, iz^my!^ alkohole i kwasy tłuszczowa o długim łańcuchu, hydrazyd ^^leiro^^, lliluldyl, lllfzktyny /np. ihlorfluoroθkol/, ^^^□^οζοί, kwasy feroasylctlwi /np.2,4-0 lub ΜΟΡΑ/, podstawiony kwas benzoesowy /np. kwas trjkllobθnzozslwiy, podstawione czwartorzędowe zwięzki amoniowe i fosfoniowe /np. ihllΓlmequut, ihlorkonlul lub mlirqυllcilolrde/, teknazen, euksyny /np. kwas indolikooctowy, kwas inlollllmzsłowy, kwas naftylooclowy lub kwas naf tlasyoctlwyy, cytokimy /np. bβnzimldazol, bθnzyllalenlna, benzyllamlropuryna, difθπykomlczni< lub Kinetyna/, gibbereliny /np. GA^, GA lub GA? l tniapentenol.
Pcnizsze przykłady ilustruję środki wedłu wynalazku do celów rolniczych i ogrodni czych, 2awlerajęci związki o wzorze ogólnym 1 Jako substancję czynną. Procenty oznaczaję procenty wagowe.
Przykład 1. Sporzędza się alncenrrot do elilgowinla przez mieszanie poniższych skłldnakói do całkowitego ich rozpuszczenia.
Zwięzek nr 16 z tabeli I 10% Alkohol benzylowy 30% Oodecylobenzβnosslfonilr wapniowy 5% Oksyetylowany nozy^ienl /13 roli tlenku etylenu/ 10% Alkllobenzeny 45%
Przykłac 11. Substancję czynnę rozouszcza się w chlorku metylenu i otrzynanę ciecz na t r',s<ui e się na granulki gliny a tapu lg 11 owej . Następnie pozwala się na odparowanie rozpuszczalnika w celu wytworzenia preparatu granulowanego.
Związek nr 15 z tebeli I 5%
Granulki ataoulgitowe S5%
Przykład 111. Sporzędza się srodek ms i zmieszane t niech skiaon<ow:
Zwięzek nr lć z tabbei I 5C%
Olej mineralny 2%
Kaolin 46% oo zaprawiania nasion przez zm^le·
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Przyk ład IV. Sporządza się proszek do opylania przez zmielenie i zmieszanie substancji czynnej z talkeem
Związek nr 18 z tabeli I | 5% |
Talk | 95% |
Przykład | V. Sporządza się koncent |
składnkków w m^r^i.e kulowym | w celu wytworzenia wodnej |
Związek nr 18 z tabeli I | 40% |
Lignosulfonian sodowy | 10% |
Glina bentonitowa | 1% |
bodę | 49% |
zmielenie mieszaniny.
środek ten można stosować do oprysków przez bezpośrednio na nasiona.
rozcieńczanie w wodzie lub nanosić
Przykład VI. Sporządza się środek w postaci proszku zawiesinowego przez zmieszanie razem i zmalenie składników az do uzyskania dokładnego wyimaszania.
Związek nr 18 z tabeli I 23% Laurylosiarczan sodowy 2% Lignosulfonian sodowy S% Krzemionka 25% Kaolin 43%
Przykład VII. Związki oada się pod względem ich aktywności w zwalczaniu rozmaitych grzybicznych zakażeń liści. Stosuje się następujące metody:
Prowadzi się hodowlą roślin na John Innes Potting Comppst /nr 1 lub 2/ w doniczka^ o erednicy 4 cm. Związki badane formułuje sią albo za pomocą zmielenia w młynie kulowym wraz z wconym roztworem Oispersol T, albo jako roztwór w acetonie lub mieszaninie eceton/etano! , który rozcieńcza się do żąOanego stążenia bezpośrednio przed użyciem, u przypadku cnoróo liści preparatami /100 ppm składnika czynnego/ opryskuje się listowie oraz stosuje sią je na korzenie rośliny w glebie. Opryski stosuje się do uzyskanie maksymalnej retencji, a korzenie zrasza się do uzyskania końcowego stężenia w przybliżeniu 40 ppm składnika czynnego/sucha gleba. W przypadku stosowania oprysku na rośliny zbozowe. dodaje się Tween 20, do uzyskania końcowego stążenie 0^(^5^%.
.> większości testów, związki stosuje się na glebą /korzeni.e/ oraz na listwie /za pomocą opryskiwania/ dzień luo dwa dni przed zaeπokulowailθm rośliny czynnikiem cnoroootwórczym. wyjątek stanowi tylko test z zas^^wanimii Erysiphe gramnis, w którym to teście rośliny moku^uje się o 24 godziny wcześniej niz nastąpuje poddanie ich działaniu badanego związku. Patogeny liści nanosi się za pomocą opryskiwania li6ci roślin stosowanych w teście zawiesiną zarodników. Po dokonaniu mo^lowenia, rośliny umeszcza się w odpowiednim otoczeniu, aby dopuścić do rozwoju zakazania, a nastąpnie mkubuje się je tak długo, jak długo jest to potrzebne, aby postęp choroby stał sią możliwy do oszacowania. Okres mądzy zainokulowaniem roślin a os^a(^t^wai^^l postępu choroby waha się w zakresie od czterech do czternastu dn, w zależności od rodzaju choroby i środowiska.
Zmlczanie choroby rejestruje sią stosując nastąpującą skalą oceny;
« brkk chocoby b siady - 5% w stosunku do występowania choroby na nietraktowanych roślinach, = 6-25¾ w stosunku do występowania choropy na nietrabowanych roślinach, « 26-55% w stosunku do występowania choroby na n ie t akbicwanych roslrnach, = 6O-1CC% w stosunku do występowania chorooy na nieukb(iwanych roslrnach.
ι/yniki przedstawiono w tabeli III.
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Tabela HI
Zwięzek nr | Tablica ’ nr 1 t | Puccinia Recor^di- ta pszenica | 1Erysi’ pbe i Grami. nl.s | 1yanturia •Inaequ1 alis , Jabłoń | 1 Pyncu1 laria i Oryzae t ryż | 1 Cerco spora i Arachidi , cola | *Plasmo- ' 1-para < -1 Viticola i 1winorośl , | Phytophtnora1 Infastans · pomidor i | |
l 1 ι i. .---1----1---- | . Jęczmień, | 1 r ~ “ | orzech _ziemny | 1 1 γ - : “ < | |||||
. _1_ _ _.-2- - - | _ _3__ | u- ź - - | „ -5--- | > -5— | -7- - - | r - S - - r | |||
1 | t 1 | - | ' 3 | | ’ 4 | ' 4 | 1 4 I | 1 4 1 I 1 | 4 1 | |
2 | • I | 4 | • 4 | « 4 | * 4 | i 4 | t 4 t | 3 i | |
3 | 1 , I | 4 | 1 f 4 | , 4 | ( - | 1 4 | 4 1 t | 3 ' | |
4 | ' I | - | 1 4 | 1 4 | ' 3 | » 4 | | 1 4 1 | I | 4 ' | |
5 | ι I | 4 | i 4 | 1 4 | 1 - | i 4 | 1 4 , | 3 i | |
6 | 1 f I | 4 | 1 4 1 | ' 4 | 1 - | 1 4 1 | 1 4 1 1 1 | 3 ‘ | |
7 | 1 1 | 4 | ! 4 | ' 4 | ' - | l 4 | 1 4 1 | 3 i | |
θ | 1 t 1 | 3 | i 4 | l 4 | , - | , 4 | 1 4 , | 4 , | |
& | 1 1 | 4 | 1 4 1 | ‘ 4 | 1 - | 1 4 1 | 1 4 1 1 1 | 4 ' | |
10 | • I | 4 | • 1 | l 4 | • - | 1 4 | 1 4 t | 1 i | |
11 | 1 1 1 | 3 | 1 , 4 | , 4 | , 4 | t 4 | 4 ( | 3 | |
12 | ' I | 4 | 1 4 | 1 4 | ' - | 1 4 f | 1 4 1 f t | 4 1 | |
13 | • I | 4 | i 4 | i 4 | 1 - | 1 4 | 1 4 i | 0 i | |
14 | 1 , 1 | 3 | 1 t C | i 0 | ; - | ' 2 1 | 1 0 1 1 1 | 0 ' | |
15 | • 1 | 4 | 1 4 | 1 4 | 1 - | ' 4 | 1 4 ' | 4 > | |
16 | i 1 | 3 | 1 4 | , 2 | 1 θ | 1 4 , | 4 , | ||
17 | 1 1 1 | 1 | 1 0 1 | 1 4 | ' - | 1 3 I | 1 4 1 1 1 | 3 1 | |
18 | ' I | 3 | i 4 | i 4 | 1 0 | 1 - | 1 2 i | 2 i | |
19 | 1 , I | 4 | 1 , 4 | ( 4 | ( 4 | 4 1 | 4 | 4 | |
20 | ' 1 | 0 | ' 0 | ' 4 | 1 - | • 2 | 1 4 1 1 i | 0 ' | |
21 | 1 I | 4a | i 4a | i 4a | i 3a | i 4a | 1 4a i | 4a j | |
22 | 1 t I | 4 | 1 4 1 | ’ 4 | * 4 | 1 1 | 1 4 * 1 1 | 4 ’ | |
23 | 1 I | 4 | ' 4 | ' 4 | ' 4 | 1 4 | 1 4 · | 4 > | |
24 | ι I | 4 | 1 4 | 1 4 | , 3 | , 4 | 1 4 , | 0 , | |
25 | 1 ( I | 4 | 1 4 1 | 1 4 | * 3 | ' 4 1 | * 4 * 1 1 | 0 1 | |
25 | 1 I | - | l 4 | 1 4 | • C | 2 | 1 4 1 | 4 i | |
27 | 1 , I | - | 1 i 3 | 1 0 | , 0 | , 3 | 4 , | 2 | |
31 | 1 I | 4 | 1 4 | 1 4 | 1 4 | ł 4 1 | ł 4 1 1 1 | 4 | |
32 | • I | 43 | i 43 | i 4a | 1 0a | 4a | i 4a i | 0 a 1 | |
33 | 1 | 4 | 1 4 | 4 | ; - | ( 1 | 1 1 4 1 1 | 4 | |
34 | * I | 3 | ' 2 | 1 3 | • - | | | 1 4 * 1 1 | 3 ' | |
3ó | i 1 | 4 | i 4 | 1 4 | , 3 | , 4 | i 4 , | 3 , | |
40 | ' I | 4 | ‘ 4 j | ' 4 | ' - | 1 _ t | 1 4 1 1 1 | 2 1 | |
42 | • I 1 1 | 4 | i 4 1 1 | i 3 | ( 3 | t 1 | i 0 t 1 1 1 1 | 0 i |
160 277
1 | ( 1 | 2 | 1 P “ | 3 | 4 | J - | 5 | T | 6 | 1 | 7 | 1 | | 6 | 1 | | s | ||
43 | 1 | I | 1 | 4 | 4 | 4 | 4 | 1 | - | 1 | 4 | 1 | 4 | ||||
46 | 1 1 | I | 1 1 | 4 | 4 | 4 | - | 1 | - | 1 | | 4 | 1 | | 4 | ||||
50 | 1 | 1 | 1 | 4 | 4 | 0 | 3 | 1 | - | 1 | 0 | 1 | 0 | ||||
53 | 1 | I | 1 | 4 | 4 | 4 | 3 | 1 1 | 4 | 1 1 | 4 | I 1 | 3 | ||||
55 | 1 l | I | 1 1 | 4 | 4 | 4 | - | 1 | - | I | 4 | 1 | 4 | ||||
57 | 1 | 1 | 1 | 4 | 4 | 4 | - | 1 | - | 1 | 4 | 1 | 2 | ||||
60 | 1 1 | 1 | 1 1 | 4 | 3 | 4 | 0 | 1 | | 4 | 1 l | 4 | 1 1 | 0 | ||||
61 | 1 | I | 1 | 3 | 3 | 4 | 3 | 1 | - | 1 | 4 | 1 | 3 | ||||
62 | 1 | I | 1 | 4 | 4 | 4 | 4 | 1 1 | 4 | 1 1 | 4 | 1 1 | 0 | ||||
63 | 1 1 | 1 | 1 1 | 3 | 4 | 4 | 3 | 1 | - | 1 | 4 | 1 | 4 | ||||
67 | 1 | I | 1 | 4 | 4 | 4 | 4 | 1 | 2 | 1 | 4 | 1 | 3 | ||||
63 | 1 1 | T | 1 | 2 | 0 | 2 | 0 | 1 1 | 2 | 1 1 | 0 | 1 1 | 0 | ||||
69 | 1 l | 1 | 1 1 | 4 | 4 | 4 | 4 | - | 1 | 4 | 1 | 3 | |||||
70 | 1 | I | 1 | 2 | 4 | 4 | 0 | 3 | 1 | 4 | 1 | 3 | |||||
71 | 1 1 | 1 | 1 1 | 3 | 4 | 4 | 2 | 3 | 1 | 4 | 1 ł | 4 | |||||
72 | 1 | I | 1 | | 4 | 3 | 4 | 2 | 3 | 1 | 4 | 1 | 4 | |||||
73 | i | 1 | 1 | 4 | 4 | 4 | 2 | 3 | 0 | 1 1 | 0 | ||||||
75 | 1 1 | 1 | 1 1 | 4 | 4 | 4 | 4 | 4 | 4 | 1 l | 3 | ||||||
77 | 1 | 1 | 1 | 0 | 0 | 0 | - | 1 | c | 1 | 0 | ||||||
31 | 1 | I | 1 | 4 | 4 | 4 | 0 | 4 | 4 | i 1 | 0 | ||||||
62 | 1 1 | I | 1 1 | 4 | - | 4 | 3 | 4 | 4 | 1 | 3 | ||||||
c3 | 1 | 1 | 1 | 4 | 4 | I | 4 | 4 | 4 | 4 | 1 | 3 | |||||
64 | 1 1 | I | I 1 | 4 | 4 | 1 | 4 | 4 | 4 | 4 | 1 1 | 3 | |||||
65 | ł | I | 1 | | 4 | 4 | 4 | 4 | - | 4 | 1 | 4 | ||||||
66 | 1 | 1 | 1 | 3a | 3a | 1 | 3a | Oa | 4a | 4a | 1 1 | 3a | |||||
67 | 1 1 | I | 1 1 | 4 | 4 | 4 | 2 | 4 | 4 | 1 | 4 | ||||||
66 | 1 | I | t | 4 | 4 | 1 1 | 4 | - | - | 4 | 1 | 2 | |||||
69 | 1 | 1 | 1 | 4a | 4a | 1 | 4a | - | - | 4a | 1 I | Oa | |||||
S0 | 1 | 1 | 4 | 4 | 1 | 4 | 1 | 4 | - | 4 | 1 | 4 | |||||
94 | 1 | I | 1 | 4 | 0 | ł t | 4 | 1 | 4 | -1 - | - | . u - | 4 | 1 . 1 - | 4 |
/-/ brak wyniku, /a/ 1C ppn tylko dla oprysku listowia
160 277
Tabele III /c.d./
Zwięzek nr | 1 · ł· “ ’ Tablica nr | »i Pr | cgh | ' ćgt | 1 L | Sn | 1 Po | a J | Tc | i Vi _l - _ | 1 ca | Pv | 1 X | Pil , | ||||
1 | i 2 | i 3 | 4 | J 5 | 1 | 6 | ’ 7 | 1 | 8 | 9 | • 10 | 11 | 12 | |||||
28 | 1 f I | t f 4 | 1 | 4 | 1 1 | 1 1 | 4 | 4 | a | 4 | ||||||||
29 | ' I | • 4 | 4 | 1 | 4 | , 4 | 1 1 | 4 | ||||||||||
30 | | I | i 4 | 4 | 1 | 1 4 | 1 | 4 | 4 | 1 | 4 | ||||||||
35 | ' I | | 1 4a t | i Oa | 1 1 | 4a | i 3a | 1 1 | 4a | 4a | 4a | ||||||||
37 | ' I | ' 4 | 4 | 1 | 1 | > 4 | 4 | 4 | ||||||||||
38 | 1 , I | 1 1 | 4 | 1 | • 4 | 1 | 4 | 4 | 4 | |||||||||
39 | ' I | 1 4 | | 1 | 4 | 1 1 | i 4 | 1 1 | 4 | 4 | 4 | ||||||||
41 | 1 I | 1 | 1 | 4 | 1 | ' 4 | I | 4 | 4 | 4 | ||||||||
44 | 1 ( I | 1 1 | 1 1 | 4 | 1 I | • 4 | 1 1 | 4 | 4 | 4 | ||||||||
45 | • I | 1 4 | 4 | 1 | 4 | , 4 | 1 | 4 | 4 | 4 | 4 | |||||||
47 | | I | i 4 | 1 | 4 | 1 | 3 | 1 4 | 1 | 4 | 4 | 4 | 4 | ||||||
48 | ' I | 1 4 I | t | 4 | 1 | 1 1 | ' 4 | 4 | 4 | |||||||||
49 | l I | i 4 | 1 | 4 | 1 | 2 | 4 | 1 | 4 | 4 | 4 | 4 | ||||||
51 | I , I | 1 4 | 1 | 4 | 1 1 | 1 1 | 1 4 | 4 | 0 | |||||||||
52 | 1 I | 1 4 | 1 | | 1 4 | 1 l | 3 | 1 4 | a I | 4 | 4 | ||||||||
56 | i I | i 4 | 1 | 4 | 1 | 4 | ' 4 | a | 4 | 4 | 4 | 3 | ||||||
55 | 1 I | 1 4 1 | 1 1 | 4 | 1 1 | a a | 4 | 4 | 4 | |||||||||
55 | • I | 1 3 | 4 | 4 | 4 | a | 4 | 4 | 4 | 2 | ||||||||
64 | 1 , I | 1 1 4 | 1 1 | 4 | 1 | 1 4 | 1 | a | 4 | 0 | ||||||||
65 | 1 I | 1 4 1 | 1 1 | 4 | 3 | i 4 | a 1 | 3 | 1 1 | 4 | 4 | a | 4 | |||||
66 | ' I | l 4 | 1 | 4 | 1 | 4 | 4 | a | 4 | a | 4 | 4 | 4 | |||||
74 | t ( I | 1 , 3 | 1 | 3 | 1 | • 0 | 1 1 | 1 | 0 | 0 | 0 | |||||||
75 | 1 0 | 1 4 | 1 | | 4 | 1 | a a | 1 a | 1 4 | 4 | 1 | 4 | |||||||
78 | 1 I | 1 4 | 1 | 4 | 4 | ‘ 3 | a | 4 | a | 4 | 3 | a | 0 | |||||
79 | 1 I I | 1 4 1 | 1 | 4 | 1 1 | 4 | a < | 4 | a | 3 | 4 | 1 1 | 2 | |||||
80 | ' I | 1 Oa | 3a | 1 | i Oa | 1 | a | Oa | 4a | 1 | | Oa | |||||||
51 | 1 , I | 1 1 4a | 1 1 | 1 3a | 4a | 1 4a | 1 | 4a | 4a | 1 | ||||||||
92 | ' I | ' 4 l | 1 | 4 | 1 t | i 1 | 1 4 | 4 | 1 1 | 3 | ||||||||
1 | 93 | 1 . I | ! 4a 1 | 4ε | 1 1 1 | 1 i 1 | i 4e | 4e | 1 1 1 | 4ε | ||||||||
35 | 1 X | i 4 | 4 | 1 | 1 | 1 | 4 | 4 | 1 | 4 | ||||||||
95 | 1 ! I | 1 4 1 | 1 | 4 | ( 1 | 1 1 | t | 4 | 4 | 1 | 4 | |||||||
97 | ' 1 | 1 4 | 4 | 4 | t 4 | I | | 3 | t l | 4 | 4 | i 1 | 0 | ||||||
36 | t I | 1 4 | 1 4 | 4 | 1 3 | 1 | 1 | 4 | 4 | 1 | 3 | |||||||
99 | * I | ' 3a 1 | ł 1 | 2a | 1 1 | 1 1 | ' 3a | la | 1 1 | Oa | ||||||||
100 | i I | 43 | 4a | 1 | 1 | 1 4a | 4a | a | Ca | |||||||||
101 | 1 , I | 1 , 3 | 1 | 4 | a | a | , 4 | 4 | a | 0 | ||||||||
102 | 1 I 1 | 1 Oa 1 | Oa | a | a 1 | ' Oa | 3a | a a | Oa |
160 277
1 1 i | 2 | - ι 3 | Γ 1 | 4 | T a Ί “ “ ' i 5 | bela | |
• r 1 | 6 ' | ||||||
i “ 1 1 104 1 | I | ι ( 4 | t 1 | 4 | 1 1 | 1 1 | 1 |
' 105 1 | I | 1 4 | 1 | 4 | 1 | | 1 I | 1 |
i 108 i | I | t 4 | 1 | 4 | 1 | 1 | 1 1 |
' 110 ΐ | I | ' 2 ι | 1 1 | 4 | 1 1 | 1 1 | 1 |
1 111 1 | 1 | 2 | 1 | 0 | 1 | 1 | 1 |
ι 112 ι | I | , 2 | 1 | 3 | 1 | 1 | 1 l |
’ 113 ' | | | I | 1 4 I | 1 | 4 | 1 1 | 1 1 | 1 |
ι 114 | I | I 48 | 1 | 3a | 1 | > | 1 2a e |
ι 1 ι 115 ι | I | 1 ι 1θ | 1 1 | Oa | 1 1 | 1 1 | Oa 1 |
1 116 1 | 1 | 1 4 | 1 | 4 | 1 l | 1 1 | 3 i |
ι117 ι | I | ι 4 | 1 | 4 | 1 | 1 | 3 ' 1 |
'ι 11θ ι | I | ι 4 t | t t | 4 | t i | 1 ł | 4 1 |
1 120 ' | 0 | • 3a | 1 | 1 Oa | 1 | Oa , | |
ι 121 ι | I | I 49 | 1 | i Oa | 1 | Oa 1 1 | |
1 122 * ι 1 | I | ' 4 I | 1 | 1 4 1 | 1 1 | 3 i | |
1 123 ι | I | ι 4 | 1 | 1 4 | 1 | 1 2 | |
ι 124 ι | I | ι 4 | 1 1 | , 4 | 1 | 4 · | |
' 12ε ' | 1 | 1 4 | ł | 1 4 l | 1 1 | 4 , | |
ι 126 ι | I | 1 4 | 1 | i 4 | 1 | 4 1 1 | |
* 127 ’ ι ι | 1 | 1 4 t | 1 1 | I 4 1 | 1 1 | 3 · | |
' 128 ' | I | 1 4 | 1 | 1 4 | 1 | 1 4 , | |
ι 12S , | 1 | ł 4 | 1 | , 4 | 1 | 4 1 | | |
1 130 1 | I | 1 4 I | 1 1 | ' 4 ł | 1 1 | 4 « | |
ι 131 ι | I | ι 4 | 1 | i 4 | 1 | 1 4 1 | |
1 1 I 132 , | I | 1 4 | 1 1 | 1 , 4 | 1 1 | 4 ' | |
' 133 1 | 1 | ' 4 | 1 | ' 4 | f l | 0 i | |
ι 134 , | I | 1 4 | 1 | i 4 | 1 | 4 1 1 | |
1 1 135 t | 1 | ł 4a I | ł 1 | 1 i &a | 1 1 | Oa i | |
' 136 1 | I | * 4 | 1 | 1 4 | 1 | 4 | |
ι 127 ι | I | , 4 | 1 | , 4 | 1 | 0 1 1 | |
' 135 ' : 1 | I | ' 4a ι | 1 t | 1 4a 1 | 1 1 | Ga i | |
I 13S 1 | I | ι 4 | 1 | i 4 | 1 | 1 | |
1 1 I 140 ! | τ X | ι 4 I | ł I | 4 | J | 4 · | |
' 141 1 | I | 1 4 | 1 | | 1 4 1 | 1 1 | 4 , | |
ι 142 ι | I | ι 4 | 1 | i 4 | 1 | 1 | |
1 1 143 t ι | 1 | 1 4a 1 | 1 1 | 1 3a 1 | 1 1 | 3a i | |
• 144 ι | I | 1 | 1 | » 4 | 1 | 4 |
III /c.d./
9 , 10 | |||||||
7 | 1 6 | i 11 | 1 4 | 12 | |||
4 | < | 4 , | , 4 | 1 | 2 | ||
4 | 1 | 4 1 | 1 4 | 1 | 4 | ||
4 | 1 | 4 i | 1 4 | 1 1 | 4 | ||
1 | 1 1 | 1 0 i | 1 ( 3 | 1 | 0 | ||
0 | 1 | 0 1 | 1 3 | 1 1 | 0 | ||
2 | 1 | 2 , | , 4 | 0 | |||
4 | 1 I | 4 1 I | ' 4 1 | I | 3 | ||
2a | < la | 3a · | 1 Oa | Oa | |||
Oa | 1 i | 1 2a , | 1 ( 4a | Oa | |||
3 | ' 4 | 4 ' | 1 4 | | 4 | |||
4 | i 3 | 4 i | 1 4 | 2 | |||
4 | 1 ( 4 | 1 4 ( | 1 4 | 4 | |||
Oa | 1 Oa | 2a ’ | ' 2a | 3a | |||
Oa | 1 | 4a i | i Oa | ||||
3 | 1 1 | 1 4 1 | ( 4 1 | 1 | |||
3 | 1 | 4 l | 1 4 | 4 | |||
4 | 1 1 | 1 4 , | 1 1 4 | 4 | |||
3 | 1 | 4 ’ | 1 4 I | 3 | |||
4 | 1 | 4 i | i 4 | 4 | |||
3 | 1 1 | 1 4 1 | 1 4 1 | 3 | |||
4 | 1 | 4 ' | ' 4 | 0 | |||
4 | 1 | 4 , | l 4 | 4 | |||
1 1 | 3 ' 1 | ł 4 1 | 3 | ||||
4 | 1 4 | 4 i | 4 | 3 | |||
4 | I , 4 | 1 4 , | t 1 4 | 3 | |||
3 | * 0 | 4 ' | 1 4 l | 0 | |||
4 | l 4 | 4 i | i 4 | 4 | |||
4a | 1 1 | I 4a ( | 1 i 4a | Oa | |||
4 | I | 4 1 | 1 4 | 4 | |||
4 | 1 | 4 i | 1 4 | 4 | |||
4a | 1 3a 1 | 1 | 1 4a 1 | 4a r | 2a | ||
1 | 4 ' | ' 4 | 4 | ||||
4 | 1 4 | > 4 t | , 4 | 3 | |||
3 | ' 4 | 1 | 4 1 I | 1 4 | 4 | ||
3 | i 2 | 4 1 | 1 4 | 4 | |||
4a | 1 Oa 1 | 1 4a 1 | i 3a | Oa | |||
4 | ' 4 | 4 1 | ' 4 | 1 | 4 |
160 277
Tabela III /c.d./
' 1 | T 1 | 2 | r - 1 | 3 | 1 | 4 i | 5 | ' 6 | r | 7 | · V 1 | c | r | 12 | |||||||
1C 1 | 11 | ||||||||||||||||||||
1 | Γ | 1 | - 1 | «_ | i | • - 1 | | | a | 1 | ||||||||||||
145 | 1 | I | 1 | 4 | 1 | 1 | 4 | 1 | a | 4 | a | 4 ' | 4 | a | a | 4 | 1 | 4 | |||
146 | 1 1 | I | 1 1 | 4 | 1 1 | 1 1 | 4 | 1 | a | 4 | I | 4 , | 4 | 1 | | a a | 4 | a a | 4 | |||
147 | 1 | I | 1 | 4 | 1 | 1 | 4 | 1 | 4 | a | 4 | a | 4 ' | 4 | a | a | 4 | a | 2 | ||
146 | 1 | I | ł | 4 | 1 | 1 | 4 | 1 1 | 4 | a a | 4 | a a | 4 1 | 4 | a a | a a | 4 | a 1 | 3 | ||
149 | 1 l | I | 1 1 | 4β | 1 1 | 1 i | 4e | 1 | Oa | a | 4β | a | 4a | a | 1 | 4e | a | ||||
150 | 1 | I | 1 | 4 | 1 | I | 0 | 1 1 | 4 | 1 a | 2 | a a | 4 | 1 | a | 1 | a | 0 | |||
151 | 1 1 | I | 1 I | 4 | 1 1 | 1 | 0 | a | 4 | a | 4 | 1 a | 4 | a a | a a | 4 | a a | 3 | |||
152 | 1 | I | 1 | 4 | 1 | 1 | | 4 | 1 | 4 | a | 4 | a | a | 1 | 4 | a | 3 | ||||
153 | 1 | I | 1 | 4 | 1 | 1 | 4 | 1 1 | 0 | 1 a | 4 | a a | 2 < | 4 | a a | a a | 4 | a a | 0 | ||
154 | 1 | I | 1 1 | 3e | 1 1 | 1 1 | Oa | 1 | Oa | a | la | a | 2a , | 4a | a | a | Oa | a | | 2e | ||
155 | 1 | 1 | 1 | 1 | 1 | 4 | 1 1 | 4 | a | 4 | a | 4 ' | 4 | ł | a | 4 | 1 | 4 | |||
156 | I | 1 | 4 | 1 | 1 | 4 | 1 l | - | a a | 4 | 1 a | 0 i | 4 | a 1 | a a | 4 | a 1 | 2 | |||
158 | I | 1 | | 0 | 1 1 | 1 1 | Oa | a | la | 1 | Oa | a | Oa ' | 4a | 1 | a | 2e | a | Oa | |||
159 | I | 1 | Oa | t | 1 | Oa | 1 | Oa | a 1 | Oa | a a | Oe 1 | 4a | 1 a | 1 | 2e | a | Oa | |||
160 | I | 1 1 | 2 | I 1 | 1 | 4 | 1 | 1 | 4 | a | 0 i | 3 | 1 a | 1 a | 4 | a a | 2 | ||||
161 | I | 1 | 4 | 1 | 1 | | 4 | 4 | 1 | 4 | a | 4 ' | 4 | a | • | 4 | a | 4 | ||||
162 | I | 1 | 4 | 1 | 1 | 4 | 4 | a a | 4 | a 1 | 0 i | 4 | a a | a a | 4 | 1 a | 4 | ||||
163 | I | 1 1 | 4 | 1 1 | 1 1 | 4 | 4 | a | 4 | a | 4 , | 4 | 1 1 | a | | 4 | a a | 4 | ||||
164 | I | 1 | Oa | 1 | 1 | Oa | Oa | a | Oa | 1 | Oa 1 | 4a | 1 | 1 | Oe | a | Oa | ||||
168 | I | 1 | 3e | 1 | 1 | Oa | 3a | 1 a | 2a | a a | 3a | a 1 | 1 1 | Oa | 1 I | Oa | |||||
189 | I | 1 1 | 4 | 1 1 | 1 1 | 4 | 4 | a | a | 4 | a | 1 | Oe | a | Oa | ||||||
190 | I | 1 | 4 | 1 | 4 | 4 | a a | a | 4 | a | a | 4 | 1 | 4 | |||||||
191 | I | 1 1 | 1 1 | 4 | 4 | a | 4 | a | 4 , | 2 | a | 1 | 4 | a | 4 | ||||||
192 | I | 1 | 4 | 1 | 4 | 4 | 1 a | 3 | a | 4 ' | 4 | a | I | 4 | a | 2 | |||||
193 | I | 1 1 | 4 | 1 | 1 | 0 | 0 | a | | 1 | | 1 | 1 1 | 1 1 | 2 | a 1 | 0 | ||||||
194 | I | 1 1 | 4 | 1 1 | 4 | Ł | 4 | a | 4 | I L | 4 ' | 4 | 1 1 | 1 1 | 4 | a a | 4 |
a « tylko dla oprysku listowia
Pr Puccinia recondita
Egh Erysiphe graminis hordei
Egt Erysiphe graminis tritici
Sn Septorna nodorum
Po Pyrmleria oryzae
Tc Thanetophorus cucumeris
Vi V^r^turia lnaegcalis
Ca Cercospora arachidicola
Pv Plasmopara νιιιωοΐβ
Pil Phytopnthora infestans lyccpersici
160 277
Przykłed VIII.' Właściwości owadobójcze związków o wzorze 1 badano następująco i
Aktywność związku określono, stosując różne owady, roztocze i nicienia. Za wyjątkiem przypadku badania działania przeciw Musca domeesica, co Jest opisane poniżej, związki stosuje sią w postaci ciekłych preparatów zawierających 12,5 - 1000 cząści na milion /ppm/ wagowo związku. Preparaty wytworzono przez rozpuszczenie związku w acetonie i rozcieńczenie roztworów zwilżającego sprzedawanego pod nazwą SYNPERONIC NX, aż do uzyskania wymaganego stążenia produktu. SYNPERONIC* jeet zarejttrownnym znakiem towarowym.
Procedura testu, dostosowana do każdego rodzaju szkodnika była zasedniczo taka sama 1 obejmowała nanoszenie szeregu szkodników nw podłoże, którym zazwyczaj była roślina żywicielskw lub karma -którą żywi sią szkodnik 1 traktowanie szkodników i/lub środowiska preparatami. Następnie określano śmiertelność szkodników w okresach zazwyczaj od Jednego do siedmiu dni po traktowaniu.
badań zestawiono w tablicy IV dla każdego związku w pierwszej kolumnie, w podanym w drugiej kolumnie stążeniu w cząściach na milion. Stopień śmiertelności oznaczano Jako 9,5 lub O, gdzie 9 oznacza 80-10(% śmiertelności /70-100%/ redukcji mmtwlka korzeniowego w porównaniu z rośl^ami nietwakrowβnymi w teście in vitro dla Melrldogyne incoj^nni^^, 5 oznacza 50-7!% śmiertelności 50-6!% reduk^! mmtwika krtzenrooego w teście in vitro dla MelridogJne incognita w O oznacza mnej niż 50% śmiertelności.
W tabeli IV zastosowany organizm szkodnika oznaczono kodem l^e^wym. Znaczenia tego kodu, środowisko podłoża lub pokarm oraz rodzaj i czas trwanie testu podano w tabeli V.
Właściwości działania przeciw Musca dornaetica określano nastąpująco.
Próbką związku rozcieńczono w 0,1% mieszaninie etanol/aceton 50:50 i doprowadzono do roztworu 1000 ppm za pomocą 0,1% wodnego roztworu Synperonic NX. Nastąpnie 1 ml roztworu opryskiwano bezpośrednio 10 much mieszanej płci trzymanych w kubiku, zawierającym kawałek cukru, który również został opryskany. Natychmiast po oprysku kubki odwrócono i pozostawiono do wyJtCnięcJa. Oszacowania działania dokonano gdy kubiki ponownie odwrócono w 15 minut póżnnej. Muchy zaopatrzono w wilgotny tampon z waty i przJtrJymJmwno przez 48 godzin w klimaJyrow8nym pomieszczeniu o tempθJatutze 25°0 i wilgotności rnzglądnej 65% przed oceną śmiertelnrści.
Tabela IV
k - - | ||||||||||||||||||||||||||
i Zmią | - Stążenie | 1 TU | 1 | TU | 'tu | 1 | MP | 1 | NC | ' NC | 1 | MD | 1 | MD | 1 BG | 1 | 5G | 1 | HV | 'hv , | SP | 1 | SP, | OB | 1 MI | |
zek | J /PPM/ | AC | 1 | EO | NG | 1 | MC | 1 | NC | ' NG | 1 | AK | 1 | AC | ' NK | 1 | NC | 1 | LR | 'lg i | LR | 1 | LG i | LR | 1 oc | |
L _n£ i 1 | r - 2 - | 3 | T | 4 | *5 | 1 | 6 | r | 7 | 1 8 | 1 1 | 9 | 1 1 | 10 | 1 11 | 1 1 | 12 | 1 I | 13 | ΤιΣ? | 15 | l T | - J 16j | 17 | r18 | |
r · - - “ | T | • 1 | T | Ί | Γ “ | T | r - - | T | Γ ~ | |||||||||||||||||
i 1000 | 9 | 1 | 0 | IC | 1 | 0 | 0 | I 0 | 9 | 1 | 9 | 1 0 | 1 | 0 | 0 | i 0 ' | 5 | 5 ' | 0 | 1 | ||||||
, 7 | ' 25 | 1 | 1 | 1 | 1 | 1 | 1 | 1 | 1 1 | 1 0 | ||||||||||||||||
1- - · - - | 4 | - 1 - « | O 1 | X | -1 - - | |||||||||||||||||||||
1 1000 | 0 | 1 | 0 | '0 | 0 | 5 | 1 9 | 0 | 1 | 0 | ' 0 | 1 | 0 | 0 | ' 0 1 | 0 | 0 1 | 0 | 1 | |||||||
i 6 | ' 25 | 1 | t | 1 | 1 | 1 | 1 | 1 1 | 1 | ' 0 | ||||||||||||||||
Γ “ “ | i | . 1 - | i | .1 _ - | .1 | 1 | l_ | J | X - - | X | Ł - | |||||||||||||||
1 1000 | 9 | 1 | 0 | '0 | 0 | 0 | ' 0 | 0 | 1 | C | ' 0 | 1 | c | 0 | 1 0 1 | 0 | 0 , | 9 | f | |||||||
i 10 | 1 25 | 1 | 1 | 1 | 1 | 1 | 1 | 1 1 | 1 | ' 0 | ||||||||||||||||
t- · « - - | J | . 1 - - | 1 | J - . | .1 | u - | J | X - - | X | X - | ||||||||||||||||
' 500 | 0 | 0 | 'c | 0 | 0 | ' 0 | C | f | 0 | - | 5 | 0 | ' o , | 0 | o , | 0 ' | 1 | |||||||||
' 11 | i 25 | 1 | 1 | . 0 | ||||||||||||||||||||||
Γ | * l“ | - Ί | ||||||||||||||||||||||||
' 1000 | 0 | 0 | *0 | 0 | 0 | 1 9 | 1 | 0 | i | 0 | ' 0 | 0 | i | 0 | ' 0 i | - | - , | 9 | 1 | |||||||
i 12 | ' 25 | 1 | 1 | 1 | 1 1 | 1 | 1 | ' 0 | ||||||||||||||||||
Γ “ - | i | • - . | X | • - - | 1 . | 1- _ | J | 1 | X - . i | X | 1 | X . | ||||||||||||||
1 1000 | 5 | 0 | 'o | 0 | 1 | 0 | 1 0 | t | 0 | 1 | 0 | 1 0 | 0 | 1 | 0 | ' 0 1 | - | 1 | 0 | 1 | ||||||
' 13 | 25 | I | f | f | 1 | ( 0 | ||||||||||||||||||||
U - . | 1. | i - 1. | - X |
160 277
Tabele IV /c.d./
1 | 1 | 2 | 1 | 3 | l | 4 | , 5 | l | 6 l | 7 , | 6 | 1 | 9 | 10 | 1 | 11, | 12; | 13 | • 14 | 9 | 1^ 16, | 17 | 9 | |||
1 1 | 1000 | 1 1 | 0 | l l | 0 | l , 0 | l l | l S , | 9 , | - | 1 1 | 9 | 9 | l 9 | 0 | 9 9 | 9 0 , | 0 | 9 ( 9 | 9 ł | 0 | 1 l 9 0 9 | 5 | 9 9 | ||
15 | 1 | 25 | 1 | l | l | l | l | l | 9 | l | 9 | l | 9 9 | 9 | ||||||||||||
- - - | ł | - - - | - | 4 | - - | 4 | • 4 | - -l | - - | - | -l - | - | - | U | - 4 | - - | U | - | U - 4 | • · | 4 | |||||
1 | 1000 | 1 | 9 | l | 0 | 1 5 | l | 0 1 | 0 1 | 0 | l | 0 | 0 | 9 | 0 | 9 | 0 1 | 0 | • 0 | 1 | 0 | 1 0 1 | 0 | 9 9 | ||
17 | 1 1 | 25 | 1 1 | l 1 | l 1 | l | 1 | 1 | l | 9 | 9 | l | 9 | 9 9 | 9 | |||||||||||
19 | 1 | 500 | 1 1 | - | l | | - | l t | l l | l 0 f | 5 J | 9 | l t | 0 | l | 0 | 9 l | 0 | 9 t | 1 0 | | 0 | 1 0 | 9 t | 0 | 9 9 e 0 i | 0 | 9 l |
1 | 1 | l | l | l | T | Γ | Γ | Γ | - · | 9 * | l | |||||||||||||||
1 | 1000 | 1 | 0 | l | 0 | l 0 | l | 0 i | 9 i | • | l | 0 | 0 | l | 0 | 9 | 0 9 | 0 | i 0 | 9 | 0 | 9 0 9 | 0 | l | ||
20 | 1 | 25 | 1 | l | l | l | l | 1 | l | 9 | 9 | 9 | l | 9 9 | l | |||||||||||
l_ | u | - | J | - - | .1 | . J | - -1 | - - | L | - | -i - | - | u | - | U | _ J | - - | u | - | U - J | “ · | X | ||||
22 | 1 | 500 | 1 | l | l | l | 0 ' | 0 ' | 0 | l | 0 | 5 | l | 0 | 9 | 0 ' | 0 | 1 0 | 1 | 0 | 1 0 1 | 0 | 9 | |||
J | L | 1 | L | L | _l | 9 _ | l | _ J | 1 | |||||||||||||||||
1 | 500 | 1 | | 0 | l f | 0 | 1 0 l | l l | 5 ’ l | 0 ' | 9 | l l | 9 | l | 9 | l l | 0 | 9 9 | 0 ' 9 | 0 | 1 0 9 | 9 | 0 | 4 0 1 9 9 | 5 | 1 9 | |
23 | u | _12.5 | L | 4 | J | - 4 | _ «9 | • » | L | • | _l · | - | u | • | L | . 4 | - - | L | - | u - 4 | - - | 4 | ||||
1 | 500 | 1 | 5 | l | 0 | • 0 | l | 5 · | 0 · | 0 | 1 | 9 | 9 | 9 | 0 | 9 | 0 ' | 0 | ' 0 | 1 | 0 | ' 0 ‘ | 5 | 9 | ||
24 | 1 | 12,5 | 1 | l J | I i. - | l J | l - J | l L | l | 1 L | l L | 1 | l 9 | l 9 | 9 9 1 _ J | 9 9 | ||||||||||
1 | 500 | 1 | 0 | l | c | ' 0 | l | o 1 | 5 | 9 | 1 | 5 | 9 | l 9 | 0 | l 9 | 0 ' | 0 | 1 0 | J 1 | 0 | 9 0 1 | 9 | 9 1 | ||
31 | 1 | 12,5 | 1 | l | 1 | l | l | t | l | 9 | l | 9 | 9 | 9 9 | 9 | |||||||||||
- - - | Γ | - - - | Γ | - | “> | “ - | Ί | “ Ί | “ “| | • - | Γ | • | • | Γ | • | Γ | - Ί | • · | r “ | Γ | Γ “ Π | 1 | ||||
34 | 1 | 500 | 1 | - | l | - | | - | l | 0 l | 0 | 0 | l | 0 | 0 | l | 0 | l | 0 I | 9 | 1 - | 1 | 0 | 1 0 1 | 0 | 9 | |
_ _ _ | r | _ _ - | Γ | - | -» | - - | Ί | i | - *9 | - - | r | - | •| · | - | Γ | • | r | - ~l | - · | r · | r | - | r - ί | • · | T | |
1 | 500 | 1 | - | l | - | | - | 9 | 0 i | 0 1 | 0 | 1 | 0 | l | 5 | l | 0 | l | 0 1 | 0 | i 5 | 9 | - | 1 - 9 | 0 | 9 | |
36 | 1 | 12,5 | 1 | l | l | l | t | 1 | l | 9 | l | 1 | l | 9 9 | l | |||||||||||
- - - | u | - - - | w | - | 4 | - - | l* - | 4 | - 4 | - -· | - “ | V | - | - | K | - | V | - 4 | - · | 9- - | u | - | U - 4 | • · | 4 | |
1 | 500 | 1 | l | - | 1 | l | 9 · | 5 ' | 5 | l | 0 | 0 | l | 0 | 9 | 0 ' | 0 | 1 0 | 1 | - | 5 | 9 | ||||
42 | 1 | 12,5 | 1 | l j | I u - | l J | l _ J | l L | 1 | I L | 9 L | 9 9 | 1 1 | 9 9 | 1 ι 9 _ J | 1 1 | ||||||||||
( | 500 | l | - | l | - | l | l 0 ( | 0 , | 0 | l | 5 | l | 9 | t | 0 | 9 | 0 e | 0 | ( 0 | 9 | - | 0 | 9 | |||
53 | 1 | |||||||||||||||||||||||||
12,5 | 1 | 1 | 1 | 1 | 1 | l | l | 9 | 9 | 9 | 1 | 1 | l 9 | 1 | ||||||||||||
61 | 1 1 | 500 | 1 t | - | l ł | - | l t | i l | l l | S ' | - | l l | 0 | 9 | 0 | 9 1 | 0 | 9 9 | 0 ' 9 | 0 | 1 0 1 | 1 l | 0 | ' 0 9 9 1 | 0 | 1 l |
63 | 1 1 | 500 | 1 1 | l ł | 1 l * | l 9 | l 0 l | 0 i | 0 | l l | 0 | l | 0 | l 9 | 0 | 9 1 | 9 0 9 | 0 | 1 , 9 | l i | 0 | 9 1 1 0 9 | s | ł l | ||
Γ | Γ | n | n “ - | - r | ||||||||||||||||||||||
1 | 500 | 1 | 0 | l | 0 | 1 0 | l | 0 i | 5 i | 0 | l | 0 | 9 | 0 | l | 0 | l | 0 9 | 0 | 1 0 | i | 0 | 1 0 9 | 0 | 9 | |
67 | 1 | l | l | l | l | l | 1 | l | 9 | 1 | 1 | 1 | 1 1 | l | ||||||||||||
1 | 12,5 | ł | 1 | 1 | l | l | l | l | 1 | l | 1 | 1 | l 1 | 1 | ||||||||||||
1 | 500 | l | • | l | - | ł | l | l 0 ( | 5; | 1 l | 0 | 1 9 | 0 | l 1 | 0 | l 9 | 9 0 f | 9 | 1 9 * | l 9 | - | i 1 9 * 9 | 0 | 1 9 | ||
66 | 1 | 12,5 | l | l | 1 | I | l | I | 9 | 1 | l | l | 1 | 1 | l 9 | l | ||||||||||
r | Γ | •| | 1 | Γ | * 1 | r | • “I | |||||||||||||||||||
71 | 1 1 | 500 | l 1 | - | l 1 | - | 1 | 5 1 1 | 0 ' | 9 | l l | 0 | l l | 0 | 1 1 | 0 | l 1 | 0 1 l | C | 1 0 1 | 1 1 | 0 | 1 0 1 1 1 | s | 1 1 | |
72 | ł 1 | 500 | l 1 | - | ł l | - | » I | l | 1 0 1 | 01 | 5 | 1 l | 0 | l l | 0 | ( l | c | 9 l | o 1 1 | C | * S i | 1 l | 0 | t 1 0 1 1 | 0 | l ł |
73 | 1 1 | 500 | l l | - | l l | - | 1 | l ł | 1 9 , | 9 , | - | 1 1 | 0 | 1 1 | 0 | 1 i | c | 9 9 | l 0 | | 0 | ł i 5 | 1 i | c | 1 1 i £ 1 | c | 1 1 |
1 | 500 | l | l | - | l | 1 5 , | 0 , | 0 | 1 l | 9 | l ł | 0 | 1 1 | 0 | 1 1 | l 0 | | 0 | , 0 | 1 1 | - | 0 | 1 | ||||
74 | ||||||||||||||||||||||||||
1 | 12,5 | 1 | l | 1 | l | 1 | ||||||||||||||||||||
Γ | Γ | l | 1 | 1 | ||||||||||||||||||||||
1 | 500 | l | - | l | 1 . | 0 1 | C ' | 0 | 1 | 9 | l | 9 | 1 | 0 | 9 | 5 1 | 0 | ' 9 | 1 | - | l - t | 9 | 9 | |||
62 | I | 1 | l | ł | l | l | l | 9 | l | 9 | 9 l | l | ||||||||||||||
12,5 | ||||||||||||||||||||||||||
J | 1 | 1 |
O
O
O
O o
o o
o o
o o
o
160 277
I
I
I
I
I
I
I ł
I,
Tabela IV /c.d./
r | r - τ | - Ί | Γ * | r - | 1 | - - r | |||||||||||||||||||
1 | 2 | 3 | i 4 1 | 5 | 1 θ | 1 7 , | 8 1 | 9 | 10 | 11 | 12 | i 13 | 14 | l 15 | | | 16 , | 17 , | 18 | 1 | ||||||
5 | |||||||||||||||||||||||||
1 | 50C | - | - | - | ' 0 | ' 0 1 | 0 ' | 0 | 5 | 0 | 0 | ' 0 | 0 | 1 | 1 | 5 ' | 1 | ||||||||
L | Θ3 | • | 12.5 | 1 | 1 1 1 1 | 1 | | 1 1 1 | | 1 l | 1 | 1 | | 1 | | 0 | 1 | ||||||||||||
Ί | |||||||||||||||||||||||||
1 | 500 | 1 | - | - | 1 0 | ' 0 ' | o 1 | 9 | 1 | 0 | 0 | 0 | ' 0 | 1 | 0 | 1 | 1 | 0 1 | 1 | ||||||
64 | 1 | 12,5 | 1 | 1 1 1 I | 1 | 1 1 | 1 | 1 | | 1 | 1 | 1 | 1 | 0 | 1 | |||||||||||
“1 | T | ||||||||||||||||||||||||
1 | 500 | 1 | - | 1 t | - | ' 0 | ' 0 ' | 0 1 | 5 | 1 | 0 | 0 | 0 | 1 0 | 1 | 0 | 1 | t | 5 ' | 1 | |||||
85 | 1 1 | 1 | | 1 | 1 | 1 | 1 | 1 | 1 | |||||||||||||||||
12.5 | 1 1 | 1 | 1 1 | ł | 1 | 1 | l | 1 | 0 | ||||||||||||||||
4 |
Tabele V
ś rodooisko podłoża/pokarm | Rodzaj testu 1 | 1 1 t rioania 1 /dni 1 | ||
Kod litrrowy /Tabela U/ | , Badane gatunki 1 1 | |||
1 | l 2 | 3 | 4 | _ 5 . |
TU AC | 1 Tetranychus urticae | 1 | 1 1 | |
1 ------------ /pająkroare roztocze- | liść fasoli | ) kontakt | • 3 ' | |
dorosły/ | 1 | 1 I | ||
TU EO | 1 Tetranychus urticae | 1 | 1 1 | |
/pajękooate roztocze- | lxść fasoli | 1 kontakt | ||
' jajo/ | 1 | < i | ||
TU NG | * Tetranychus urticae | ł | 1 I | |
i /pajękooate roztocze- | liść fasoli | 1 kontakt | 1 1 6 ( | |
nimfa/ | /ozrost/ .1. | _ 1 _ _< | ||
MP MC | 1 , Mzus persicae | I I | 1 I 1 1 | |
/mszyca/ | liść kapusty | 1 kontakt | 1 3 1 | |
u-----.-.--- | chińskie; | 1 | 1 1 | |
NC NC | 1 1 NepPhtettix cincticeps | 1 1 | 1 1 | |
I — — — — — — — — - i /skoczkooate-nimfa/ | rozsada ryżu | kontakt 1 | 1 1 2 1 1 | |
NC TG | i Nephooetix cincticeps | 1 1 | 1 1 1 1 | |
, /skoczkooate - nimfa/ | rozsada ryżu | Kontakt | ' 6 ' | |
1 /oil^t^^^,/ | ||||
KO AK | Musca oorestics | 1 | 1 1 | |
1 .. . . - mucha domooa--ccosła | naczynie pląs- | 1 kontakt | 1 15 min 1 | |
tikooe | 1 | 1 1 | ||
KO AC | i Musca domen ica | 1 | l I | |
1 nucha doraooa-dotosła | naczynie | i kontakt | i 3 1 | |
ł | piast toowe | t | 1 1 | |
3G -« | i Ba tel la cermaica | 1 1 | 1 1 1 1 | |
1 rimfa karaima | raczyrie | i kontakt | i 15 nin i | |
I | siać tikc -z | 1 | 1 1 | |
bg :.c | ' Blattella ce — a n ica | 1 1 | 1 t | |
n i- fa karalucha | naczynie | 1 | 1 t | |
1 | pias t koMe | l kontakt | i 2 1 | |
KV LR | 1 Mnotl·^ uirescens | 1 | 1 > | |
1 ---.... | płate< | 1 | 1 1 | |
i larwa motyla | baoGłny | pozostały | 1 2 1 |
160 277
Tabela V /c.d./
1 riV | LG | 1 - r 1 | 2 neliothis vireacens | • 1- I I | 3 ' | 4 | I . J - I l | 5 I | ||
1 1 I | larwa | I I I | płatek bawełny i | pozos tały /wzrost/ | I I Ί - | 5 | ||||
SP | LR | 1 I I l | Spodootera exiqua - łarwa/ | I I I I | płatek bawełny | pozostały | I I I 1 - | 2 | ||
SP | LG | I I I I | Spodoptera exigua - larwa | I I I I | płatek bawełny | pozostały /wzrost/ | I I I I | 5 | . - U | |
OB | LR | I I I I T | Oiabrotica balteata - larwa/ | I I ł I “ r · | bibuła filtracyjne /nasiona 1 kukurydzy/ · | pozostały | I I | 2 | ||
MI | OC | I I I I | Mι6ltldtgyne incognita /mątwik korzeniowy - larwa/ | I I I I | in vitro | kontak t | I I I I | I | • « u |
Test kontakt* ozn^i^^a, ze traktowane były zarówno szkodniki jak i środowisko, a oozostały oznacza, ze środowisko było trasowane przed zakażeniem szKodnikami.
WZÓR 7
160 277
WZÓR 6
160 277
OCH3
WZÓR 1
OCH
WZÓR 3
Zakład Wydawnictw UP RP. Nakład 90 egz. Cena 10 000 zł
Claims (3)
1? o 2 ze jeden z po^35tαool^óo R1 i R oznacza grupę CJ_2lllolsklooą, chlorooco/Ci_4/alklbową, feny lo/C_ ./ak kantową, ^korowco/C, ./akkoksklooę, hetsrocy^ilo/C, ./alltioOT^ę inoę niz 2”4 3 4 3 3 1—4 3 heteroarylo/Ci 4/aH^lowi=, -nr R , -S/O^R ionę niż -SOgR albo -PO/OR /2, każda z wytnieο^ο·^ wyżej grup fenylowych albo hetirockliioowych lub hitirolrklowkch, óędąckco 5- lub 6-cztooowkil pierścieniami, zawierającymi l, 2 lub 3 atomy tleou, azotu lub siarki, ewentualnie sprzężonymi z piersclenem benzenowym może być eweetualnie podstawiona chlorowcem, grupę Ci_4llllOooą , Ci_4lllolsklowę, Cj^alkilotio , chlorowcu/C1_4/alkloowę, chloΓowco/Ci_4/
160 277
-alkoksylową, Cg-galkenylckeylową, C2_talkmyloksylową, heteroaryloksylową, fenylową, foncksylową, nitrową, cyjanową, N-oksy, fenylo/C, ./alkloową, fenylo/C ./oHoksylową, •a > *> o s o o •J4’ 1*“**
-NRJR , -COjR » -CONR R lub -SOgR , gdzie R i R mają wyżej podane znaczenie, a grupy fenylowe są ewaetuulnle podstawione chlooawcem lub grupą cyjanową oraz jego ttereonomery, w połączeniu z grzybobójczo, owadobójczo lub roztoczobójczo dopuszczalnym nośnikiem lub rozcieńczalnikiem.
ą. Srcdek grzybobójczy, owadobójczy lub roztoczobójczy, znamienny tym, że Jako substancję czynną zawiera związek o wzorze 1, w którym R IR mogą byc takie sama lub różne 1 oznaczają wodór, chlorowiec, grupę Ci_galkilowę, C__ggckloolkilową,
C^galkoksylową, chlorlwco/C^_4/alkilową, fenylową, fonoksylową, fenylo/Cj^/akki'ową, fenylo/C, ./alkenylową, chlorowco/C, ./akkoksylową, fenylo/C, ./Hkoksylową, hetorocykklIo/C1_./lakkilową, hβtorolrylloę, cyjanową, -NR R , -COgR ,-COR , -S/O^R . -PO/OR /2, gdzie
R3 i R4 mogą byc takie samo lub różne i oznaczają wodór, grupę C,,.alkilową lub fenylową, 12 i n Jest równe 0, 1 lub 2, albo R IR razem tworzą pierścień Cg^gkarbocykliczny lub heterocykliczny, ioeituulnie zawierający sprzężony pierścień benzenowy, przy czym pierścień heterocykliczny zawiera 1 lub 2 atomy tlenu lub azotu, każda z wymienionych wyżej grup fenylowych albo heterocyklicznych lub heteroarylcwych, będących 5- lub 6-czlnnooymi pierścieniami, zawierającymi 1, 2 lub 3 atomy tlenu, azotu lub sierki, iweetuulnίe sprzężonymi z piorścoenoem benzenowym, może być o/wenuslnie podstawiona chl^on^wcem, grupą Ci_4likllooę, C,_4aiklksylową, lk i lot 10, yhilrowyo/Ci_4/alkllooą, ehloroocolC133/elkoksylooę, Cg_g aikenyloksylooę, C-^alk inyloksyJ^ową, cykllalkoksylooą , Ci_4oiklksy-/C, _4/akkoksy/C1_4/ alkoksylową, cyJonoalkoksylową, heteroaryloksylową, fenylową, fonoksylową, nitową, cy,jlnlwę, N-oksy, fenylo/C. ./siklawą, fenylo/C. ,/elkoksylow^ -NR R4, -CO^R, -conrJR4, a 2 A fU
-CCNR~R lub -6/0/nR . gdzio R , R i n mmją wyżej podano znaczenie a grupy fenylowe są owen^e^ie podstawiono chlu-owcem lub grupą cyjanową pod warunkiem, żo Jeden z podstawników R i R* oznacza grupę fonylo/Cj_4/akloksylową albo jeden z podstawników R i R zawiera część fenylową, hetorocyklllowę lub hetoroarylowę podstawioną grupą cykloalkoksylową,
1 2 jako substancję czynnę zawiera związek o wzorze 1, w którym R i R mogą być takie same lub różne i ozoaczaję chlorowiec, grupę C1_6alHoowę, C3_gCykloβlkilowę, fenylową, fenoksylowę, fenylo/Cł_4/alkiOooę, hetaroarylo-ZCj^/elkioowę, hβteroerylooę, cyjanową,
-C0_R3, -C0R3, -SO,r3, gdzie R3 oznacza wodó^ grupę C _allit.ową luls fenylow.ę, pod warun2 2 12 kiem, że Jeden z podstawników R i R oznacza grupę heteroarylowę/C.,/βkklOową lub Jeden 1 2 i—— z podstawników R i R oznacza grupę fenylowę, fenolsylooą, fenklo/C,_4/alkiOową, heteroarylo/Cj 4/αlklOową albo hθteroerkOową,o której części fenylowa i heteroaryoowa sę sprzężone z pierścienemai benzenowym, każda z ^^t^m^i^^ooych wyżej grup fenylowych albo heteroerylowych, będęcych 5- lub 6-cztooowkmi pierścieniami, zawierającymi 1, 2 lub 3 atomy tlenu, azotu lub siarki może być eweetuβlnle podstawiona chlorowcem, grupę C1_4alkioowę, Cl_4αlkoksylooą, Cj^aHilotio , chlorowco/C1o4/alkitową , chloΓOwco/Cl_4/elkoksytooą .C^galkenyloksylowę ,
C_ 4alkinyloksylową, hθteroarklolsylową, fenylowę, fenolsylooę, nitrowę, cyjanową, N-oksy, fenylo/C- _4/elkloooą, fenylo/Cj^/dkoksylow^-nr r , -c°2r , -c°Nr r lub -so2r , gdzie R i
4 3
R mogę byc tekie same lub różne i mm ję znaczenie w^żej podane dla R , a grupy fenylowe są eweeouuloie podstawione chlooowcem lub grupę cyjanowę oraz jego stereoizomery, w połęczeniu z grzybobójczo, ondobóóczo lub rozroczobójczo dopuszczalnym nocnikiem lub rozcieńczaloikeem.
3. środek grzybobóóczy, o^^t^t^t^o óczy lub roztoczobóóczy, znamienny tym, że jako substancję czynnę zawiera zwęzek o wzorze 1, w którym R i rz mogę być takie same lub rozns i oznaczaję wodór, chlorow-ec, grupę C ^gaUilow^, Cgggc^oolkllową, C^_gllkoksklooę, cblorooco/Ci_4/al^clbowę , fiOklooą, feoolsklooą, fenylo/C 1.4/^ ioowę, finylo/C2_4/alkenklową, chlorowco/C. 4/llkolsklooę, he t θγοουΧι lo/^ 4/llkltową, hetiroerklooę, cyjanowę, λ Q Q O Ω A — 2 Ą
-NR3R, -C0jR, -COR3 -8/0/^3 -PO/OR3/2, dzie R i R mogę byc talde same lub rózne 1 ozoaczaję wodóó, grupę C „llklOowę lub fenylowę, a o jest równe °, 1 lub 2. pod warunkiem,
1. środek grzybobójczy, owadobójczy lub roztoczobójczy, znamienny tym, ze Jako substancję czynnę zawiera zwięzek o ^^(orze 1, w którym R i R mocgę byc takie same lub różne i ozoaczaję wodór, chlorowiec, grupę Cj^gglkilowę, g-cykloalkioowę, feoylowę, fenołcsylowę, fenylo/C, ./αlklt.owę, heteroarylową, cyjanową, -CO„R3, -C0r3,
3 3 £
-SOjR , gdzie R oznacza grupę C^gaakioowę lub fenylowę, albo R i R razem tworzę pierścień Cg^gkarbocykliczny lub heterocykliczny, ewentua!nie zawierajęcy sprzężony pierścień benzenowy, przy czym pierścień heterocykliczny zawiera 1 lub 2 atomy tlenu lub azotu, każda z wymienionych wyżej grup fenylowych albo heteroerylowych, będęcych 5- lub
6-czoonowymi pierścieniami, zawierającymi 1, 2 lub 3 atomy tlenu, azotu lub eiarki, może być ewθntualoie podstawiona chlorowcem, grupę C.j_4llli0ową, Cg-alkoksylowę, Cj^alkllotlo, chlorowco/Cl_4/alkltowę, chlorowco/C1_4/ekkoksylowę, C2_6allenyloksylowę, C2_4alki^ny]^olsklową, heteroarylolsylowę, fenylową, fenoksylowę, nitrowę, cyjanową, N-oksy, feoylo-^C, 4 ^Idow^ ^nylo/Cj^/e^oksylow^ -nr3r , -co2r, -CONR r lub -So2r, gdzie r3 i Rj mogę być takie same lub różne i ma,Ję znaczenie wyżej podane dla r3 a grupy fenylowe sę enenoualnie podstawione chlooowcem lub grupę cyjanowę oraz Jego stereoizomery, w połęczeniu z grzybobójczo, owadoOójczi lub rozroczobójczo dopuszczalnym nośnikiem lub rozcieńczalnikiem.
2. środek grzybobójczy, owadobójczy lub roztoczobójczy, znamienny tym, że
3 4 3
Cl_4aikoksy/Cl_4/alkoksy/Cl_4/alkoksylową, cyjanlaikoksylloą, -CSNR R lub -S/O^R inną niz -SOgR3 oraz jego sterooizomery w poJtączoniu z grzybobójczo, owadobóóczo lub roztoczobójczo dopuszczalnym nośnikiem lub rozcieńczalnikiem.
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GB888827149A GB8827149D0 (en) | 1988-11-21 | 1988-11-21 | Fungicides |
GB898905383A GB8905383D0 (en) | 1989-03-09 | 1989-03-09 | Fungicides |
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PL160277B1 true PL160277B1 (pl) | 1993-02-26 |
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PL1989282378A PL160277B1 (pl) | 1988-11-21 | 1989-11-20 | S rodek grzybobójczy, owadobójczy lub roztoczobójczy PL PL PL PL PL PL |
PL89285050A PL162219B1 (pl) | 1988-11-21 | 1989-11-20 | Sposób wytwarzania nowych pochodnych kwasu propenowego PL PL PL PL PL PL |
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PL89285050A PL162219B1 (pl) | 1988-11-21 | 1989-11-20 | Sposób wytwarzania nowych pochodnych kwasu propenowego PL PL PL PL PL PL |
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- 1989-10-25 ES ES89310996T patent/ES2054025T5/es not_active Expired - Lifetime
- 1989-10-25 DE DE68905765T patent/DE68905765T3/de not_active Expired - Lifetime
- 1989-10-25 EP EP89310996A patent/EP0370629B2/en not_active Expired - Lifetime
- 1989-10-25 DE DE68928783T patent/DE68928783T2/de not_active Expired - Lifetime
- 1989-10-25 ES ES92111192T patent/ES2118769T3/es not_active Expired - Lifetime
- 1989-10-25 EP EP92111192A patent/EP0506149B1/en not_active Expired - Lifetime
- 1989-10-26 GB GB898924122A patent/GB8924122D0/en active Pending
- 1989-10-31 IE IE350889A patent/IE64709B1/en not_active IP Right Cessation
- 1989-11-01 AU AU44308/89A patent/AU627239B2/en not_active Expired
- 1989-11-02 NZ NZ231242A patent/NZ231242A/xx unknown
- 1989-11-03 IL IL9220089A patent/IL92200A/en unknown
- 1989-11-06 HU HU895673A patent/HU204491B/hu unknown
- 1989-11-06 AP APAP/P/1989/000147A patent/AP127A/en active
- 1989-11-15 US US07/436,752 patent/US5055471A/en not_active Expired - Lifetime
- 1989-11-20 UA UA4742511A patent/UA41244C2/uk unknown
- 1989-11-20 PL PL1989282378A patent/PL160277B1/pl unknown
- 1989-11-20 PL PL89285050A patent/PL162219B1/pl unknown
- 1989-11-20 AR AR89315486A patent/AR247741A1/es active
- 1989-11-20 PT PT92359A patent/PT92359B/pt not_active IP Right Cessation
- 1989-11-20 RU SU894742511A patent/RU2024496C1/ru active
- 1989-11-21 CA CA002003480A patent/CA2003480C/en not_active Expired - Lifetime
- 1989-11-21 CZ CS896590A patent/CZ282034B6/cs not_active IP Right Cessation
- 1989-11-21 CN CN89108648A patent/CN1024005C/zh not_active Expired - Lifetime
- 1989-11-21 KR KR1019890016920A patent/KR0133666B1/ko not_active IP Right Cessation
- 1989-11-21 JP JP1300944A patent/JP2740306B2/ja not_active Expired - Lifetime
- 1989-11-21 DK DK198905847A patent/DK174963B1/da not_active IP Right Cessation
- 1989-11-21 SK SK6590-89A patent/SK279372B6/sk unknown
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1991
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1992
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1993
- 1993-04-01 GR GR920402973T patent/GR3007535T3/el unknown
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1994
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