DE1642218C - Substituted thiocarbamates and their uses - Google Patents
Substituted thiocarbamates and their usesInfo
- Publication number
- DE1642218C DE1642218C DE1642218C DE 1642218 C DE1642218 C DE 1642218C DE 1642218 C DE1642218 C DE 1642218C
- Authority
- DE
- Germany
- Prior art keywords
- butyn
- carbamate
- dichloroallyl
- butyl
- methyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 title claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 239000004009 herbicide Substances 0.000 claims description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000003396 thiol group Chemical class [H]S* 0.000 claims 1
- -1 thiol carbamate Chemical class 0.000 description 11
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 240000005979 Hordeum vulgare Species 0.000 description 5
- 235000007340 Hordeum vulgare Nutrition 0.000 description 5
- 244000292693 Poa annua Species 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 239000002689 soil Substances 0.000 description 5
- 235000007320 Avena fatua Nutrition 0.000 description 4
- 241000335053 Beta vulgaris Species 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- 241000209140 Triticum Species 0.000 description 4
- 235000021307 Triticum Nutrition 0.000 description 4
- 240000008042 Zea mays Species 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 4
- 235000016068 Berberis vulgaris Nutrition 0.000 description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 230000002363 herbicidal effect Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 241000209764 Avena fatua Species 0.000 description 2
- 244000075850 Avena orientalis Species 0.000 description 2
- 240000004585 Dactylis glomerata Species 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 244000098338 Triticum aestivum Species 0.000 description 2
- 235000005373 Uvularia sessilifolia Nutrition 0.000 description 2
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 2
- KDKYADYSIPSCCQ-UHFFFAOYSA-N but-1-yne Chemical compound CCC#C KDKYADYSIPSCCQ-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 235000009973 maize Nutrition 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 241000743339 Agrostis Species 0.000 description 1
- 240000001592 Amaranthus caudatus Species 0.000 description 1
- 235000009328 Amaranthus caudatus Nutrition 0.000 description 1
- 235000021533 Beta vulgaris Nutrition 0.000 description 1
- 125000006414 CCl Chemical group ClC* 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 description 1
- 241000209219 Hordeum Species 0.000 description 1
- 235000007244 Zea mays Nutrition 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 239000011280 coal tar Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- KJRCEJOSASVSRA-UHFFFAOYSA-N propane-2-thiol Chemical compound CC(C)S KJRCEJOSASVSRA-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Description
Die Erfindung betrifft neue wertvolle substituierte Thiocarbamate mit guter herbizider Wirkung. Es ist bekannt, 2,3,3-Trichlorallyl -N,N -diisopropyIthiolcarbamat zur Bekämpfung unerwünschter Pflanzen in Kulturen, wie Gerste, Weizen, Mais und Rüben, zu verwenden (deutsche Auslegeschrift 1 142 464).The invention relates to new valuable substituted thiocarbamates with good herbicidal activity. It is known, 2,3,3-Trichlorallyl -N, N -diisopropylthiolcarbamate to control unwanted plants in crops such as barley, wheat, maize and beets, to be used (German Auslegeschrift 1 142 464).
Es wurde gefunden, daß Verbindungen der allgemeinen FormelIt has been found that compounds of the general formula
CH=C-CHCH = C-CH
CH,CH,
= C-Cl= C-Cl
CH,CH,
CH,CH,
CHCH
N -C S CH2-CCI-CCl2 N -CS CH 2 -CCI-CCl 2
2-Methyl-3,3<dichlorallyl-N'butin-l-yl<2-methyl-3,3 <dichloroallyl-N'butin-1-yl <
i'N-isopropylthiolcarbamat,i'N-isopropylthiol carbamate,
Kp<,j « 121°C\ « = 1,5219; 2,3,3'Tf ichloraHyl-N-butin-1 -yl-3'N-mcthyl·Kp <, j «121 ° C \" = 1.5219; 2,3,3'Tf ichloraHyl-N-butyn-1 -yl-3'N-methyl
thiolcarbamat, Kpfl, = II9OC, n?,1 = 1,5509; 2ΜΙΟ3αίΜΙΙthiol carbamate, bp fl , = II9 O C, n ?, 1 = 1.5509; 2ΜΙΟ3αίΜΙΙ
IOIO
\
N — C — S — R1 \
N - C - S - R 1
/ Il ' „/ Il '"
R1 OR 1 O
in der R1 Methyl, Propyl, Isopropyl oder Butyl und R2 Dichlorallyl, Trichlorallyl, Methyldichlorallyl oder Butyl bedeutet, eine gute herbizide Wirkung haben. Gegenüber 2,3,3 - Trichlorallyl - N7N - diisopropylthiolcarbamat besitzen sie bei manchmal gleicher Und oft besserer herbizider Wirkung eine bessere Pflanzenverträglichkeit.in which R 1 is methyl, propyl, isopropyl or butyl and R 2 is dichloroallyl, trichloroallyl, methyldichloroallyl or butyl, have a good herbicidal effect. Compared to 2,3,3 - trichloroallyl - N 7 N - diisopropylthiol carbamate, they are better tolerated by plants with sometimes the same and often better herbicidal action.
Die Herstellung der Wirkstoffe kann nach an sich bekannten Verfahren durchgeführt werden, z. B. dadurch, daß ein am Stickstoffatom entsprechend substituiertes Carbaminsäurechlorid mit einem entsprechenden Mercaptan umgesetzt wird.The preparation of the active ingredients can be carried out by processes known per se, e.g. B. by that a carbamic acid chloride correspondingly substituted on the nitrogen atom with a corresponding one Mercaptan is implemented.
30 Beispiel 30 example
Herstellung von 2,3,3-Trichlorallyl-N-butin-l-yl-3-N-isopropylthiolcarbamat der FormelPreparation of 2,3,3-trichloroallyl-N-butyn-1-yl-3-N-isopropylthiol carbamate the formula
3535
Zu 17,8 Gcwichtsteilen 2,3,3-Trichlorallylmercaptan tropft man in Gegenwart von 10,1 Gewichtsteilen Triiithylamin bei 18 bis 25"C unter Rühren 17,4 Gewichtsceilc N - Butin-1 -yl-3- N - isopropylcarbaminsäurechlorid. Man erhitzt 3 Stunden auf 65 C, kühlt die Reaktionsmischung ab, saugt vom Triäthylaminhydrochlorid ab, löst das Filtrat in Äther, wäscht mit Verdünnter Natriumbicarbonatlösung, dann zweimal mit Wasser, trocknet mit Calciumchlorid und destilliert das substituierte Thiolcarbamat ab Kp<l2 = 126 C. Ausbeule: S5% der Theorie. Der Brechungsindex des Produktes ist ;i" = 1,5390.17.8 parts by weight of 2,3,3-trichloroallyl mercaptan are added dropwise in the presence of 10.1 parts by weight of trilithylamine at 18 to 25 ° C. with stirring, 17.4 parts by weight of N-butyn-1-yl-3-N-isopropylcarbamic acid chloride. The mixture is heated 3 hours to 65 ° C, the reaction mixture cools down, sucks off the triethylamine hydrochloride, dissolves the filtrate in ether, washed with dilute sodium bicarbonate solution, then twice with water, dried with calcium chloride and distilled the substituted thiol carbamate from Kp <12 = 126 C. Bulge: S5% of theory. The refractive index of the product is; i "= 1.5390.
Nach dem gleichen Verfahren lassen sich auch die folgenden Verbindungen herstellen: The following connections can also be made using the same procedure:
6060
3-N-methylthiolcurbamat, Kp„, * II4T, wi? « 1,5370;3-N-methylthiolcurbamate, Kp ", * II4T, wi? «1.5370;
2,3,3-Trich!orallyl-N-butin-l-yl-3-N-propyl-2,3,3-Trich! Orallyl-N-butyn-l-yl-3-N-propyl-
thiolcarbamat, Kp<,j = 1381C. ni? = 1,5400; Butyl-N-butin-l-ylO-N-propylthiolcarbamat,thiol carbamate, Kp <, j = 138 1 C. ni? = 1.5400; Butyl-N-butyn-l-ylO-N-propylthiolcarbamate,
Kpoj = 99 bis 100"C, «i5 = 1,4899;
2-MetHyl-3,3-dichlorallyl-N-butin-l-yl-Kpoj = 99 to 100 "C,« i 5 = 1.4899;
2-methyl-3,3-dichloroallyl-N-butyn-l-yl-
3-N-propylthiolcarbamat,3-N-propylthiol carbamate,
Kp03 = 132° C, iii,! = 1,5265;
^-Dichlorallyl-N-butin-l-ylO-N-isopropyl-Bp 03 = 132 ° C, iii ,! = 1.5265;
^ -Dichlorallyl-N-butyn-l-ylO-N-isopropyl-
thiolcarbamat, Kp01 = 1060C, ni3 = 1,5390; 2,3,3-Trichlorallyl-N-butin-1 -yl-3-N-butyl-thiol carbamate, b.p. 01 = 106 0 C, ni 3 = 1.5390; 2,3,3-Trichlorallyl-N-butyn-1 -yl-3-N-butyl-
thiolcarbamat,thiol carbamate,
Kp^, = 110 bis lire, IV0' = 1,5391;
2-Metriyl-3,3-dichlorallyl-N-butin-l-yl-Kp ^, = 110 to lire, IV 0 ' = 1.5391;
2-Metriyl-3,3-dichloroallyl-N-butyn-l-yl-
3-N-butylthiolcarbamat,3-N-butylthiol carbamate,
Kp01 = 116 bis 118°C, n%' = 1,5280;
^-Dichlorallyl-N-butin-l-yW-N-propyl-Bp 01 = 116 to 118 ° C, n% ' = 1.5280;
^ -Dichlorallyl-N-butyne-l-yW-N-propyl-
thiolcarbamat,thiol carbamate,
Kp01 = 103 bis 1050C, niJ = ^ 3252.Kp 01 = 103 to 105 0 C, ni J = ^ 3252.
Die erfindungsgemäßen Herbizide können als Lösungen, Emulsionen, Suspensionen oder Stäubemittel angewendet werden. Die Anwendungsformen richten sich ganz nach den Verwendungszwecken; sie sollen in jedem Fall eine feine Verteilung der wirksamen Substanz gewährleisten. Zur Herstellung von direkt versprühbaren Lösungen kommen Mineralölfraktionen von mittlerem bis hohem Siedepunkt, wie Kerosin oder Dieselöl, ferner Kohlenteeröle, sowie öle pflanzlichen odtfr tierischen Ursprungs, außerdem cyclische Kohlenwasserstoffe, wie Tetrahydronaphihalin und alkylierte Naphthaline, in Betracht.The herbicides according to the invention can be used as solutions, emulsions, suspensions or dusts be applied. The forms of application depend entirely on the intended use; You should ensure a fine distribution of the active substance in each case. For the production of direct sprayable solutions come mineral oil fractions with a medium to high boiling point, such as Kerosene or diesel oil, as well as coal tar oils, and oils of vegetable or animal origin, as well cyclic hydrocarbons, such as tetrahydronaphihaline and alkylated naphthalenes, into consideration.
Wäßrige Anwendungsformen können aus Emulsionskonzentraten, Pasten oder netzbaren Pulvern (Spriizpulvern) durch Zusatz von Wasser bereitet werden. Zur Herstellung von Emulsionen können die Substanzen als solche oder in einem Lösungsmittel gelöst, mittels Netz- oder Dispergiermitteln in Wasser homogenisiert werden. Es können aber auch aus wirksamer Substanz, Emulgier- oder Dispergiermittel und eventuell Lösungsmittel bestehende Konzentrate hergestellt werden, die zur Verdünnung mit Wasser geeignet sind. Die Ausbringung kann auch als Granula! erfolgen.Aqueous application forms can be made from emulsion concentrates, Pastes or wettable powders (spray powders) are prepared by adding water will. To produce emulsions, the substances can be used as such or in a solvent dissolved, homogenized in water by means of wetting or dispersing agents. But it can also look like active substance, emulsifying or dispersing agent and possibly solvents which are suitable for dilution with water. The application can also take the form of granules! respectively.
E'n Zusatz von Insektiziden, Fungiziden, Baktcrizidpn und anderen herbiziden Mitteln ist ebenso möglich wie die Mischung mit Düngemitteln.An addition of insecticides, fungicides, bactericides and other herbicidal agents is just as possible as mixing with fertilizers.
Stäubemittel können durch Mischen oder gemeinsames Vermählen der wirksamen Substanzen mit e'nem TrägerstofF hergestellt werden.Dusts can be produced by mixing or grinding the active substances with them A carrier material can be produced.
Die folgenden Versuche erläutern die Anwendung der erfindungsgemäßen Verbindungen.The following experiments explain the use of the compounds according to the invention.
Im Gewächshaus wurden Töpfe von 8 cm Durchmesser mit lehmigem Sandboden gefüllt und anschließend die Samen von Mais(Zeamays),Gerste(Hordeum vulgäre), Weizen (Triticum vulgäre), Rüben (Meta vuigaris), Flughafer (Avcna fatua), Ackerfuchsschwaiv (Alopccurus myosuroides), Windhalm (Agrostis spica venii) und einjähriges Rispengras (Poa annua)eingesät. Der so vorbereitete Boden wurde mit 2,3,3-Trichlorallyl-N-iso*propyl«N*butin*l<yl*3«thiolcarbamat(l) und im Vergleich dazu mit 2,3>Trichlorallyl*N,N*di· isopropylthiolcarbamat(ll) jeweils in Mengen von 2 kg Wirkstoff >c Hektar emulgiert in 5001 Wasser je Hektar gespritzt und die oberste Bodenschicht flach in den Boden eingearbeitet. Nach 3 bis 4 Wochen wurde festgestellt, daß I eine bessere Pflanzenvertrüg* lichkeit als Il hatte. In the greenhouse, pots with a diameter of 8 cm were filled with loamy sandy soil and then the seeds of maize (Zeamays), barley (Hordeum vulgare), wheat (Triticum vulgare), beets (Meta vuigaris), wild oats (Avcna fatua), fox fox (Alopccurus myosuroides) ), Wind stalk (Agrostis spica venii) and annual bluegrass (Poa annua) are sown. The soil prepared in this way was treated with 2,3,3-trichloroallyl-N-iso * propyl "N * butyne * l <yl * 3" thiol carbamate (l) and, in comparison, with 2,3,3 trichloroallyl * N, N * di · Isopropylthiol carbamate (II) sprayed in quantities of 2 kg active ingredient> c hectare emulsified in 5001 water per hectare and the top soil layer worked flat into the soil. After 3 to 4 weeks it was found that I had a better tolerance to plants than II.
Das Versuchsergebnts ist aus nachfolgender Tabelle zu ersehen:The test results are from the table below to see:
Nutzflanzen
MaisCrops
Corn
Gerste ...
Weizen ..
Rüben ...Barley ...
Wheat ..
Beets ...
Unerwünschte PflanzenUnwanted plants
Flughafer Wild oats
Ackerfuchsschwanz ....Black foxtail ....
Windhalm Blade of wind
Einjähriges RispengrasAnnual bluegrass
WirkstoffActive ingredient
0
0
0
00
0
0
0
100100
90 bis 100 90 bis 100 90 bis 10090 to 100 90 to 100 90 to 100
10 bis 2010 to 20
10 bis 2010 to 20
10 bis 2010 to 20
1010
O = keine Wirkung,
100 = KHaIe Wirkung.O = no effect,
100 = KHaIe effect.
Biologisch gleich wirksam wie I sind:Biologically just as effective as I are:
2,3,3- Trichlorallyl-N-butin-l-yl-3-N-propyl-2,3,3-Trichlorallyl-N-butyn-l-yl-3-N-propyl-
thiolcarbamat,
2,3-Dichlorallyl-N-bulin-l-yl-3-N-isopropyl-thiol carbamate,
2,3-dichloroallyl-N-bulin-l-yl-3-N-isopropyl-
thiolcarbamat,
2,3-Dichlorallyl-N-butin-l-yl-3-N-propyl-thiol carbamate,
2,3-dichloroallyl-N-butyn-l-yl-3-N-propyl-
thiolcarbamat,
2-Mcthyl-3,3-dichlorallyl-N-butin-l-yl-3-N-iso-thiol carbamate,
2-methyl-3,3-dichloroallyl-N-butyn-l-yl-3-N-iso-
propylt': iolcarbamat,
2-Methvl-3,3-dichlorallyl-N-butin-l-yl-propylt ': iolcarbamate,
2-Methvl-3,3-dichloroallyl-N-butyn-l-yl-
3-N-propylUnolcarbamat,
Butyl-N-bulin-l-yl-3-N-pronylthiolcarbamat.3-N-propylunol carbamate,
Butyl-N-bulin-1-yl-3-N-pronylthiol carbamate.
Die VerbindungenThe connections
I Butyl-N-butin-l-yl-3-N-propylthiolcarbamat,I butyl-N-butyn-l-yl-3-N-propylthiol carbamate,
III 2,3,3-Trichlorallyl-N-butin-I-yl-3-N-propylthiolcarbamat, III 2,3,3-Trichlorallyl-N-butyn-I-yl-3-N-propylthiolcarbamate,
Il 2-Methyl-3,3-dichlorallyl-N-butin-l-yl-3-N-propylthiolcarbamat, II 2-methyl-3,3-dichloroallyl-N-butyn-l-yl-3-N-propylthiol carbamate,
IV 2-Mcthyl-3,3-dichlorallyl-N-butin-l-yl-3-N-butyl-thiolcarbamat, IV 2-methyl-3,3-dichloroallyl-N-butyn-l-yl-3-N-butyl-thiolcarbamate,
V 2.3-Dich!orallyl-N-butin-l-yl-3-N-isopropy!- thiolcarbamatV 2.3-dich! Orallyl-N-butyn-1-yl-3-N-isopropy! -Thiol carbamate
wurden im Gewächshaus in einer Menge von je 2 kg Wirkstoff pro Hektar jeweils dispcrgiert in 5001 Wasser je Hektar auf einen mit Hordeum vulgäre, Triticum vulgäre, Beta vulguris, Avena fatua, Poa annua und Dactylis glomerata besäten lehmigen Sandboden gespritzt. Nach 4 bis 5 Wochen wurde das nachfolgende Ergebnis festgestellt: were sprayed in the greenhouse in an amount of 2 kg of active ingredient per hectare, each dispersed in 5001 water per hectare, on a loamy sandy soil seeded with Hordeum vulgare, Triticum vulgare, Beta vulguris, Avena fatua, Poa annua and Dactylis glomerata. After 4 to 5 weeks, the following result was found:
90 bis 100 90 bis 100 '5 90 to 100 90 to 100 ' 5
90 90 bis 10090 90 to 100
Hordeum vulgäre
Triticum vulgäre
Beta vulgaris ...Hordeum vulgar
Triticum vulgar
Beta vulgaris ...
Avena fatua ....Avena fatua ....
Poa annua Poa annua
Dactylis
glomerata ....Dactylis
glomerata ....
0 = ohne Schädigung,
100 = totale Schädigung.0 = without damage,
100 = total damage.
Claims (1)
Family
ID=
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