DE1153204B - Preparations for the control of insects and arachnids - Google Patents
Preparations for the control of insects and arachnidsInfo
- Publication number
- DE1153204B DE1153204B DEF31152A DEF0031152A DE1153204B DE 1153204 B DE1153204 B DE 1153204B DE F31152 A DEF31152 A DE F31152A DE F0031152 A DEF0031152 A DE F0031152A DE 1153204 B DE1153204 B DE 1153204B
- Authority
- DE
- Germany
- Prior art keywords
- insects
- arachnids
- control
- monofluoroacetamide
- preparations
- 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.)
- Pending
Links
- 241000239223 Arachnida Species 0.000 title claims description 4
- 241000238631 Hexapoda Species 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 4
- FVTWJXMFYOXOKK-UHFFFAOYSA-N 2-fluoroacetamide Chemical class NC(=O)CF FVTWJXMFYOXOKK-UHFFFAOYSA-N 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 239000000853 adhesive Substances 0.000 claims description 2
- 230000001070 adhesive effect Effects 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000000969 carrier Substances 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000000080 wetting agent Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 9
- 241001124076 Aphididae Species 0.000 description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000012895 dilution Substances 0.000 description 6
- 238000010790 dilution Methods 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 5
- 241001425390 Aphis fabae Species 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- 241000258937 Hemiptera Species 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- QEWYKACRFQMRMB-UHFFFAOYSA-N fluoroacetic acid Chemical compound OC(=O)CF QEWYKACRFQMRMB-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 230000009885 systemic effect Effects 0.000 description 4
- ZAVVJAVJEMHUKV-UHFFFAOYSA-N 2-fluoroacetamide 2,2,2-trichloroacetaldehyde Chemical compound FCC(=O)N.O=CC(Cl)(Cl)Cl ZAVVJAVJEMHUKV-UHFFFAOYSA-N 0.000 description 3
- -1 Monofluoroacetyl group Chemical group 0.000 description 3
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 3
- 244000046052 Phaseolus vulgaris Species 0.000 description 3
- 240000006677 Vicia faba Species 0.000 description 3
- 235000010749 Vicia faba Nutrition 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000002917 insecticide Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 3
- 231100000419 toxicity Toxicity 0.000 description 3
- 230000001988 toxicity Effects 0.000 description 3
- HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CFKMVGJGLGKFKI-UHFFFAOYSA-N 4-chloro-m-cresol Chemical compound CC1=CC(O)=CC=C1Cl CFKMVGJGLGKFKI-UHFFFAOYSA-N 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- 241001479447 Coccus hesperidum Species 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 241000893864 Nerium Species 0.000 description 2
- 241000238887 Ornithodoros Species 0.000 description 2
- 241000488583 Panonychus ulmi Species 0.000 description 2
- 241000700159 Rattus Species 0.000 description 2
- 241000607479 Yersinia pestis Species 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 229920006255 plastic film Polymers 0.000 description 2
- VMVQOWJGWBIGEU-UHFFFAOYSA-N 2,2,3-trichloropropanal Chemical compound ClCC(Cl)(Cl)C=O VMVQOWJGWBIGEU-UHFFFAOYSA-N 0.000 description 1
- 241000238876 Acari Species 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- 241000238657 Blattella germanica Species 0.000 description 1
- 241001674044 Blattodea Species 0.000 description 1
- OKSUCCKLAIZTQH-UHFFFAOYSA-N Cl[P] Chemical compound Cl[P] OKSUCCKLAIZTQH-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000721621 Myzus persicae Species 0.000 description 1
- 241000182534 Pericallis hybrida Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical class O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 235000021536 Sugar beet Nutrition 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012320 chlorinating reagent Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- RGJOEKWQDUBAIZ-UHFFFAOYSA-N coenzime A Natural products OC1C(OP(O)(O)=O)C(COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCS)OC1N1C2=NC=NC(N)=C2N=C1 RGJOEKWQDUBAIZ-UHFFFAOYSA-N 0.000 description 1
- 239000005516 coenzyme A Substances 0.000 description 1
- 229940093530 coenzyme a Drugs 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- KDTSHFARGAKYJN-UHFFFAOYSA-N dephosphocoenzyme A Natural products OC1C(O)C(COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCS)OC1N1C2=NC=NC(N)=C2N=C1 KDTSHFARGAKYJN-UHFFFAOYSA-N 0.000 description 1
- MXORLDKQFQCTLP-GRFIIANRSA-N fluoroacetyl-CoA Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CF)O[C@H]1N1C2=NC=NC(N)=C2N=C1 MXORLDKQFQCTLP-GRFIIANRSA-N 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- JGFYQVQAXANWJU-UHFFFAOYSA-M sodium fluoroacetate Chemical compound [Na+].[O-]C(=O)CF JGFYQVQAXANWJU-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000004102 tricarboxylic acid cycle Effects 0.000 description 1
Classifications
-
- 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
- A01N37/18—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/26—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group; Thio analogues thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
BUNDESREPUBLIK DEUTSCHLANDFEDERAL REPUBLIC OF GERMANY
kl. 451 9/20 kl. 451 9/20
ESTERNAT.KL. A 01 IlESTERNAT.KL. A 01 Il
AUSLEGESCHRIFT 1153 204EXPLAINING EDITORIAL 1153 204
F31152IVa/45IF31152IVa / 45I
BEKANNTMACHUNG DER ANMELDUNG UNDAUSGABEDER AUSLEGESCHRIFT: 22. AUGUST 1963NOTICE THE REGISTRATION ANDOUTPUTE EDITORIAL: AUGUST 22, 1963
Die bisher bekannten systemischen Insektizide, wie Monofluoractamid und fluoressigsaures Natrium, besitzen, wie aus nachfolgender Tabelle hervorgeht, eine relativ hohe Toxizität bei Warmblütern, was bei ihrer Anwendung eine gewisse Gefahr zur Folge hat. Nach den bisherigen Erkenntnissen ist dafür die Monofluoracetylgruppe verantwortlich, die über das Fluoracetyl-Coenzym A in den Zitronensäurezyklus gelangt.The previously known systemic insecticides, such as monofluoractamide and sodium fluoroacetate, have, as can be seen from the following table, a relatively high toxicity in warm-blooded animals, which in their use entails a certain risk. According to previous knowledge, this is the Monofluoroacetyl group responsible via the fluoroacetyl coenzyme A in the citric acid cycle got.
Die Erfindung betrifft ein Mittel zur Bekämpfung von Insekten und Spinnentieren, das gekennzeichnet ist durch seinen Gehalt an Verbindungen der FormelThe invention relates to a means for controlling insects and arachnids, which is characterized is due to its content of compounds of the formula
CH2F -CO-NH- CH(OH) · CCl2R,CH 2 F -CO-NH- CH (OH) CCl 2 R,
worin R Chlor oder einen eventuell chlorierten Alkylrest mit 1 bis 4 C-Atomen bedeutet. Die Mittel enthalten weiter feste oder flüssige Trägerstoffe, Netz- und Haftmittel. Die neuen Verbindungen können z. B. durch an sich bekannte Umsetzung von chlorierten Aldehyden mit Monofluoracetamid gemäß der Gleichungwhere R is chlorine or a possibly chlorinated alkyl radical with 1 to 4 carbon atoms means. The funds also contain solid or liquid carriers, network and adhesives. The new connections can e.g. B. by known conversion of chlorinated Aldehydes with monofluoroacetamide according to the equation
O
CH2F · CO · NH2 + C · CCl2R = CH2F CO-NH-CH (OH) · CCl2RO
CH 2 F • CO • NH 2 + C • CCl 2 R = CH 2 F CO-NH-CH (OH) • CCl 2 R
Mittel zur Bekämpfung von Insekten
und SpinnentierenMeans for combating insects
and arachnids
Anmelder:Applicant:
Farbwerke Hoechst AktiengesellschaftFarbwerke Hoechst Aktiengesellschaft
vormals Meister Lucius & Brüning,formerly Master Lucius & Brüning,
Frankfurt/M., Brüningstr. 45Frankfurt / M., Brüningstr. 45
Dr. Otto Scherer, Bad Soden (Taunus),Dr. Otto Scherer, Bad Soden (Taunus),
und Dr. Günther Schneider,
Buchschlag (Kr. Offenbach/M.),
sind als Erfinder genannt wordenand Dr. Günther Schneider,
Buchschlag (Kr. Offenbach / M.),
have been named as inventors
hergestellt werden, wobei R die obenerwähnte Bedeutung hat, worauf man gegebenenfalls mit Chlorierungsmitteln, vorzugsweise Säurechloriden, behandelt. Vorzugsweise geht man von Chloral und seinen Derivaten aus und führt die Umsetzung ohne Lösungsmittel und ohne Zusatz von starken Säuren bei 80 bis 1000C bei gutem Rühren durch.are prepared, where R has the meaning mentioned above, whereupon treatment is optionally carried out with chlorinating agents, preferably acid chlorides. It is preferable to start from chloral and its derivatives and to carry out the reaction without solvents and without the addition of strong acids at 80 to 100 ° C. with thorough stirring.
Die Verfahrensprodukte sind weiße Verbindungen, die ohne Zersetzung schmelzen, einen Chloral-ähnlichen Geruch besitzen, in Alkohol leicht und in Wasser bei Zimmertemperatur mäßig bis schwer löslich sind.The products of the process are white compounds that melt without decomposition, similar to chloral Have an odor, easily soluble in alcohol and moderately to poorly soluble in water at room temperature are.
Beispiele für gemäß der Erfindung wirksame Verbindungen sind Chloralmonofluoracetamid, Propylchloralmonofluoracetamid und Butylchloralmonofluoracetamid. Examples of compounds effective according to the invention are chloralmonofluoroacetamide and propylchloralmonofluoroacetamide and butylchloralmonofluoroacetamide.
In der folgenden Tabelle sind diese wirksamen Verbindungen im Vergleich zu bekannten systemischen Insektiziden auf Basis Fluoressigsäure angeführt. In Spalte (a) stehen die verschiedenen Verbindungen und in Spalte (b) die LD50 p. o. an Albino-Ratten pro kg Körpergewicht in mg, bezogen auf Wirkstoff. Um die Toxizitäten der verschiedenen Verbindungen miteinander vergleichen zu können, wurden in Spalte (c) die molaren Toxizitäten eingetragen, die sich aus der LD50 aus Spalte (b) durch Division durch das entsprechende Molekulargewicht errechnen lassen.In the following table, these active compounds are listed in comparison with known systemic insecticides based on fluoroacetic acid. Column (a) shows the various compounds and column (b) shows the LD 50 po in albino rats per kg of body weight in mg, based on the active ingredient. In order to be able to compare the toxicities of the various compounds with one another, the molar toxicities were entered in column (c), which can be calculated from the LD 50 from column (b) by dividing by the corresponding molecular weight.
(a)(a)
(Ratten)(Rats)
mg/kgmg / kg
(b)(b)
(C) Molar LD 50
(C)
40 acetamid Chlorophosphorus
40 acetamide
fluoracetamid ...Propylchloralmono-
fluoroacetamide ...
45 fluoracetamid ...Butylchloralmono-
45 fluoroacetamide ...
Die geringere Toxizität der neuen Verbindungen gegenüber Warmblütern bei mindestens gleicher Wirksamkeit als Insektizid im Vergleich zu bekanntenThe lower toxicity of the new compounds compared to warm-blooded animals with at least the same Efficacy as an insecticide compared to known ones
309 668/309309 668/309
Verbindungen beruht möglicherweise auf der relativ hohen Beständigkeit der GruppierungConnections is possibly due to the relatively high persistence of the grouping
-CO-NH- CH(OH) · CCl2 —-CO-NH- CH (OH) CCl 2 -
Die Bildung von Monofluoracetyl-Coenzym A wird dadurch erschwert.This makes the formation of monofluoroacetyl coenzyme A more difficult.
Chlorahnonofiuoracetamid läßt sich in an sich bekannter Weise wie folgt erhalten: 147,5 g (1 Mol) frisch destilliertes Chloral werden mit 77 g (1 Mol) Monofluoracetamid etwa 1 Stunde lang bei 90° C unter Rühren erhitzt und anschließend mit Wasser digeriert. Man erhält 184 g (8210Zo der Theorie) des obigen Produktes vom Fp. = 101 bis 1020C (aus Methanol—Wasser).Chlorahnonofiuoracetamid can be obtained in a manner known per se as follows: 147.5 g (1 mol) of freshly distilled chloral are heated with 77 g (1 mol) of monofluoroacetamide for about 1 hour at 90 ° C with stirring and then digested with water. This gives 184 g (82 10 Zo of theory) of the above product, mp. = 101-102 0 C (from methanol-water).
Propylchloralmonofluoracetamid läßt sich analog wie folgt erhalten: 161,5 g (1 Mol) 2,2,3-Trichlorpropionaldehyd werden mit 77 g (1 Mol) Monofluoracetamid etwa 1 Stunde lang bei 90° C unter Rühren erhitzt. Das Verfahrensprodukt wird aus Methanol—Wasser umkristallisiert. Man erhält 167 g (60% der Theorie) des obigen Produktes vom Fp. = 133 bis 134° C.Propylchloralmonofluoroacetamide can be obtained analogously as follows: 161.5 g (1 mol) of 2,2,3-trichloropropionaldehyde are heated with 77 g (1 mol) of monofluoroacetamide for about 1 hour at 90 ° C with stirring. The product of the process is made of Recrystallized methanol-water. 167 g are obtained (60% of theory) of the above product of melting point = 133 to 134 ° C.
ButylcMoralmonofiuoracetamid läßt sich analog wie folgt erhalten: 193,5 g (1 Mol) Butylchloralhydrat werden mit 77 g (1 Mol) Monofluoracetamid 3 bis 4 Stunden lang bei 90° C unter Rühren erhitzt. Das Verfahrensprodukt wird aus 100 ml Methanol und 100 ml Wasser umgelöst. Man erhält 177 g (70% der Theorie) des obigen Produktes vom Fp. = 132 bis 133° C.ButylcMoralmonofiuoracetamid can be analogously obtained as follows: 193.5 g (1 mol) of butyl chloroalhydrate are mixed with 77 g (1 mol) of monofluoroacetamide 3 bis Heated for 4 hours at 90 ° C with stirring. The process product is made from 100 ml of methanol and 100 ml of redissolved water. 177 g (70% of theory) of the above product with a melting point of 132 are obtained up to 133 ° C.
Werden Pflanzen, die mit Blattläusen besetzt sind, z. B. Cinerarien mit Myzodes persicae oder Zuckerrüben mit Doralis fabae, mit der 0,012%igen wäßrigen Verdünnung eines Mittels, das 17% Chloralmonofluoracetamid, 82,5% Methanol und 0,5 % Nonylphenol enthält, in üblicher Aufwandmenge gespritzt, so werden sämtliche Blattläuse vernichtet.Are plants that are occupied with aphids, e.g. B. Cineraries with Myzodes persicae or sugar beets with Doralis fabae, with the 0.012% aqueous dilution of an agent containing 17% chloralmonofluoroacetamide, Contains 82.5% methanol and 0.5% nonylphenol, sprayed in the usual application rate, this will destroy all aphids.
Die systemischen Eigenschaften des Chloralmonofluoracetamids lassen sich dadurch nachweisen, daß man den Stengel der mit Blattläusen besetzten Pflanzen, z. B. Vicia faba mit Doralis fabae, 1 bis 2 cm über dem Boden mit einer in Kunststoffolie eingehüllten Wattebandage umgibt, die mit 1 ml einer 0,l%igen Verdünnung eines nach Beispiel 1 zusammengesetzten Mittels getränkt ist. Die an den oberen Pflanzenteilen sitzenden Blattläuse gehen innerhalb von 3 Tagen ein.The systemic properties of chloral monofluoroacetamide can be proven by the fact that the stem of the plants covered with aphids, z. B. Vicia faba with Doralis fabae, 1 to 2 cm above the ground with a wrapped in plastic film Surrounds cotton bandage with 1 ml of a 0.1% dilution of a compound according to Example 1 Means is soaked. The aphids sitting on the upper parts of the plant go inside of 3 days.
Werden Pflanzen, die mit Schildläusen besetzt sind, z. B. Nerium mit Lecanium hesperidum, mit einer 0,l%igen wäßrigen Verdünnung eines nach Beispiel 1 zusammengesetzten Mittels in üblicher Aufwandmenge gespritzt, so werden die Schildläuse sämtlicher Entwicklungsstadien innerhalb von 2 Tagen getötet.Are plants occupied with scale insects, e.g. B. Nerium with Lecanium hesperidum, with a 0.1% aqueous dilution of an agent composed according to Example 1 in the usual application rate sprayed, the scale insects of all stages of development are within 2 days killed.
Werden Schabenlarven von Blatella germanica mit einer 0,36%igen wäßrigen Lösung eines Mittels, das 83% Chloralmonofluoracetamid, 15% Fettsäuremethyltaurid und 2% p-Chlormetakresol enthält, in üblicher Aufwandmenge behandelt, so werden sie sicher vernichtet.Are cockroach larvae of Blatella germanica with a 0.36% aqueous solution of an agent that Contains 83% chloral monofluoroacetamide, 15% fatty acid methyl tauride and 2% p-chlorometacresol, in Treated at the usual application rate, they are safely destroyed.
Behandelt man Zeckenlarven (Ornithodorus moutaba) mittlerer Größe mit einer 0,48%igen wäßrigen Lösung, die 83% Chloralmonofluoracetamid, 15% ίο Fettsäuremethyltaurid und 2% p-Chlormetakresol enthält, so gehen sämtliche Schädlinge ein.If tick larvae (Ornithodorus moutaba) of medium size are treated with a 0.48% aqueous solution Solution containing 83% chloral monofluoroacetamide, 15% ίο fatty acid methyl tauride and 2% p-chlorometacresol contains all pests.
Behandelt man Zeckenlarven (Ornithodorus moutaba) mittlerer Größe mit einer 4%igen wäßrigen Lösung, die 15% Butylchloralmonofluoracetamid, 75% Cyclohexanon und 10% Nonylphenol enthalt, so gehen sämtliche Schädlinge ein.If you treat medium-sized tick larvae (Ornithodorus moutaba) with a 4% aqueous solution, which contains 15% butylchloralmonofluoroacetamide, 75% cyclohexanone and 10% nonylphenol, so all pests die.
Gegen Schabenlarven von Blatella germanica hat sich eine l,2%ige wäßrige Lösung eines Mittels, das as aus 15% Propylchloralmonofluoracetamid, 75% Cyclohexanon und 10% Nonylphenol besteht, als sehr gut wirksam gezeigt.A 1.2% aqueous solution of an agent that as consists of 15% propylchloralmonofluoroacetamide, 75% cyclohexanone and 10% nonylphenol, as shown to be very effective.
Behandelt man Bohnen, die von roter Spinne (Metatetranychus ulmi) befallen sind, mit einer 0,25%igen wäßrigen Lösung eines Mittels, das 25% Butylchlorahnonofluoracetamid enthält, so erreicht man eine gute Vernichtung aller Milben.If you treat beans that are infested by red spider (Metatetranychus ulmi) with a A 0.25% aqueous solution of an agent containing 25% butylchloronofluoroacetamide is achieved in this way one good extermination of all mites.
Werden Bohnenpflanzen (Vicia faba), die mitBlattlausen (Doralis fabae) besetzt sind, mit der 0,016%igen wäßrigen Verdünnung eines Präparates, das 25% Butylchloralmonofluoracetamid oder 25% Propylchloralmonofluoracetamid, 64 % aktivierte Kieselsäure, 10% Zellpech und 1% Fettsäuremethyltaurid enthält, in den üblichen Aufwandmengen gespritzt, so gehen sämtliche Blattläuse ein.Are bean plants (Vicia faba) that are infected with aphids (Doralis fabae) are occupied with the 0.016% aqueous dilution of a preparation, the 25% butylchloralmonofluoroacetamide or 25% propylchloralmonofluoroacetamide, 64% activated silica, Contains 10% cell pitch and 1% fatty acid methyl tauride, sprayed at the usual application rates, so all aphids die.
Die systemischen Eigenschaften von Butylchloralmonofluoracetamid und Propylchloralmonofluoracetamid lassen sich dadurch nachweisen, daß man den Stengel der mit Blattläusen (Doralis fabae) besetzten Bohnenpflanzen (Vicia faba) 1 bis 2 cm über dem Boden mit einer in Kunststoffolie gehüllten Wattebandage umgibt, die mit 1 ecm einer 0,l%igen wäßrigen Verdünnung eines nach Beispiel 9 zusammengesetzten Präparates getränkt wurde. Die Blattläuse gehen innerhalb von 3 Tagen ein.The systemic properties of butylchloralmonofluoroacetamide and propylchloralmonofluoroacetamide can be demonstrated by the fact that the stem of the with aphids (Doralis fabae) occupied Bean plants (Vicia faba) 1 to 2 cm above the ground with a cotton bandage wrapped in plastic film surrounds that with 1 ecm of a 0.1% aqueous dilution of a compound according to Example 9 Preparation was soaked. The aphids die within 3 days.
Werden Oleanderpflanzen, die mit Schildläusen (Lecanium hesperidum) besetzt sind, mit einer 0,07%igen wäßrigen Verdünnung eines nach Beispiel 9 zusammengesetzten Präparates in den üblichen Aufwandmengen gesprizt, so werden sämtliche Schildläuse getötet.Are oleander plants populated with scale insects (Lecanium hesperidum) with a 0.07% aqueous dilution of a preparation composed according to Example 9 in the usual If the application rate is sprayed, all scale insects are killed.
Claims (1)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL264399D NL264399A (en) | 1960-05-04 | ||
| IT649685D IT649685A (en) | 1960-05-04 | ||
| DEF31152A DE1153204B (en) | 1960-05-04 | 1960-05-04 | Preparations for the control of insects and arachnids |
| BE603405A BE603405A (en) | 1960-05-04 | 1961-05-04 | Fluoroacetic acid derivatives as pesticides and their preparation. |
| FR860770A FR1289778A (en) | 1960-05-04 | 1961-05-04 | Fluoroacetic acid derivatives as pesticides and their preparation |
| GB1625961A GB941587A (en) | 1960-05-04 | 1961-05-04 | Fluoracetic acid derivatives, pesticidal preparations containing them and a process for their manufacture |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF31152A DE1153204B (en) | 1960-05-04 | 1960-05-04 | Preparations for the control of insects and arachnids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1153204B true DE1153204B (en) | 1963-08-22 |
Family
ID=7094070
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF31152A Pending DE1153204B (en) | 1960-05-04 | 1960-05-04 | Preparations for the control of insects and arachnids |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE603405A (en) |
| DE (1) | DE1153204B (en) |
| GB (1) | GB941587A (en) |
| IT (1) | IT649685A (en) |
| NL (1) | NL264399A (en) |
-
0
- IT IT649685D patent/IT649685A/it unknown
- NL NL264399D patent/NL264399A/xx unknown
-
1960
- 1960-05-04 DE DEF31152A patent/DE1153204B/en active Pending
-
1961
- 1961-05-04 GB GB1625961A patent/GB941587A/en not_active Expired
- 1961-05-04 BE BE603405A patent/BE603405A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB941587A (en) | 1963-11-13 |
| BE603405A (en) | 1961-11-06 |
| IT649685A (en) | |
| NL264399A (en) |
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