DE885325C - Pest control - Google Patents

Pest control

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Publication number
DE885325C
DE885325C DED4515D DED0004515D DE885325C DE 885325 C DE885325 C DE 885325C DE D4515 D DED4515 D DE D4515D DE D0004515 D DED0004515 D DE D0004515D DE 885325 C DE885325 C DE 885325C
Authority
DE
Germany
Prior art keywords
dichloroethylene
pest control
compounds
pesticides
chlorophenyl
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
Application number
DED4515D
Other languages
German (de)
Inventor
Wolfgang Dr Guendel
Winfried Dr Hentrich
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Deutsche Hydrierwerke AG
Original Assignee
Deutsche Hydrierwerke AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Deutsche Hydrierwerke AG filed Critical Deutsche Hydrierwerke AG
Priority to DED4515D priority Critical patent/DE885325C/en
Application granted granted Critical
Publication of DE885325C publication Critical patent/DE885325C/en
Expired legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/781,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N29/00Biocides, pest repellants or attractants, or plant growth regulators containing halogenated hydrocarbons
    • A01N29/10Halogen attached to an aliphatic side chain of an aromatic ring system
    • A01N29/121,1-Di- or 1,1,1-trihalo-2-aryl-ethane or -ethene or derivatives thereof, e.g. DDT
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N31/00Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/04Oxygen or sulfur attached to an aliphatic side-chain of a carbocyclic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N31/00Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/08Oxygen or sulfur directly attached to an aromatic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N33/00Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02Amines; Quaternary ammonium compounds
    • A01N33/06Nitrogen directly attached to an aromatic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N33/00Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/16Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
    • A01N33/18Nitro compounds
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N41/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/02Biocides, 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
    • A01N41/04Sulfonic acids; Derivatives thereof
    • A01N41/06Sulfonic acid amides
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, 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
    • A01N43/04Biocides, 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
    • A01N43/06Biocides, 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
    • A01N43/10Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, 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
    • A01N43/42Biocides, 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C25/00Compounds containing at least one halogen atom bound to a six-membered aromatic ring
    • C07C25/02Monocyclic aromatic halogenated hydrocarbons

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
  • Pest Control & Pesticides (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Agronomy & Crop Science (AREA)
  • Environmental Sciences (AREA)
  • Plant Pathology (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

Schädlingsbekämpfung Es wurde gefunden, daß asymmetrische Dilialogenäthylenal)kömmlinge der allgemeinen Formel ausgeprägte iinsekticide Eigenschaften besitzen und infolgedessen mit Vorteil für die Bekämpfung von Schädlingen, insbesondere Insekten aller Art, wie Fliegen, Stechmücken, Motten, Käfer, Läuse, Ameisen usw., sowie deren Entwicklungsstadien verwendet werden können.Pest control It has been found that asymmetrical Dilialogenäthylenal) compounds of the general formula have pronounced insecticidal properties and as a result can be used with advantage for combating pests, in particular insects of all kinds, such as flies, mosquitoes, moths, beetles, lice, ants, etc., and their stages of development.

In der allgemeinen Formel bedeuten R und R' gleiche oder verschiedenartige Reste der aromatischen oder heterocyclischen Reihe, die auch Substituenten enthalten könnein, und Hal Halogenatome, insbesondere Chloratome.In the general formula, R and R 'are identical or different Residues of the aromatic or heterocyclic series which also contain substituents can no and Hal halogen atoms, especially chlorine atoms.

Verbindungen, .die für diese Zwecke verwendbar sind, sind beispielsweise die as-Diaryl-dichloräthylene und deren Kernsubstitutionsprodukte, welche aus den zugrundeliegendenas-Diaryltrichloräthanen durch Abspaltung eines Mols H Cl mittels Alkali glatt erhalten. werden, z. B. R i c h t e r - A n -s c h ü t z, Chemie der Kohlenstoffverbi.ndungen, £2. Aufl., Bd. 1I, 2, S. 598, Zeile 18. Solche Verbindungen sind i, i-Diphemyl-2, 2,dichloräthylen, i, i-Di-(4-chlorphenyl)-2, 2-dichloräthylen, i, i-Di-(3, 4--dichlorphenyl) -2, 2-dichloräthylen, i, i -Di-(2, 5-dichlorphenyl) -2, 2-dichloräthylen, i, i -Di- (nitrophenyl)-2; 2,,dichloräthylen, i, i-Di-(4-oxyphenyl)-2, 2-dichloräthylen, r, i Di-(3-chlor-4-oxyphenyl) - 2; 2 - dichloräthylen, i, i - Di-(4- oxy-2-methyl-5-isopropylphenyl)-2, 2@dichloräthylen, i, i-Di-(sec.-octylphenyl)-2, 2-dichloräthylen, ferner i-Phenyl-i, 4-chlorphenyl)-2, 2-dichloräthylen, i-Tolyli-(4-chlorphenyl)-2,:2-dichloräthylen u. dgl. Heterocyclische Verbindungen der bezeichneten Art sind z. B. folgende: i, i-Di-(benzolchlorchinolyl)-2, 2-dichloräthylene, i, i-Di-(z, 2-thienyl)-2, 2-dichloräthylen, i, i-Di-(5, 5-thiäzolyl)-2, 2-dichloräthylen u. dgl.Compounds which can be used for these purposes are, for example, the a-diaryl-dichloroethylenes and their core substitution products, which are obtained smoothly from the underlying a-diaryl trichloroethanes by splitting off a mole of H Cl by means of alkali. be e.g. B. Richter - A n -schütz, Chemistry of Carbon Compounds, £ 2. Aufl., Vol. 1I, 2, p. 598, line 18. Such compounds are i, i-Diphemyl-2, 2, dichloroethylene, i, i-Di- (4-chlorophenyl) -2, 2-dichloroethylene, i , i-Di- (3, 4 - dichlorophenyl) -2, 2-dichloroethylene, i, i -Di- (2, 5-dichlorophenyl) -2, 2-dichloroethylene, i, i -Di- (nitrophenyl) - 2; 2,, dichloroethylene, i, i-di- (4-oxyphenyl) -2, 2-dichloroethylene, r, i di- (3-chloro-4-oxyphenyl) -2; 2 - dichloroethylene, i, i - di- (4-oxy-2-methyl-5-isopropylphenyl) -2, 2 @ dichloroethylene, i, i-di- (sec.-octylphenyl) -2, 2-dichloroethylene, also i-Phenyl-i, 4-chlorophenyl) -2, 2-dichloroethylene, i-tolyli- (4-chlorophenyl) -2,: 2-dichloroethylene and the like. B. the following: i, i-Di- (benzene chloroquinolyl) -2, 2-dichloroethylenes, i, i-Di- (z, 2-thienyl) -2, 2-dichloroethylene, i, i-di- (5, 5 -thiaezolyl) -2, 2-dichloroethylene and the like.

Die gleiche oder eine ähnliche Wirkung besitzen Verbindungen, bei denen die Reste I2 bzw. R' über Stickstoff oder Schwefel an die Dichloräthylengruppe gebunden sind, die ebenfalls durch H Cl-Abspaltung aus den entsprechenden Trichloräthanen erhalten werden: können, wie z. B. i, i-Di-(phenylamno)-2, 2-dichloräthylen, i, i-Di-(4-toluolsulfami-do)-2, 2-:dichloräthylen, i, i-Di-(4-chlorbenzolsulfami,do)@-2, 2-,dichloräthylen, i, i-(Di.-3, 4-d:'ichlorbenzolsulfamido)-2, 2--dichloräthylen, i, i-Di-(4-chlorbenzylmercapto)-2, 2-dichloräthylen u. dgl.Compounds have the same or a similar effect which the radicals I2 or R 'via nitrogen or sulfur to the dichloroethylene group are bound, which also by splitting off H Cl from the corresponding trichloroethanes can be obtained: such as B. i, i-Di- (phenylamno) -2, 2-dichloroethylene, i, i-Di- (4-toluenesulfami-do) -2, 2-: dichloroethylene, i, i-Di- (4-chlorobenzenesulfami, do) @ - 2, 2-, dichloroethylene, i, i- (Di.-3, 4-d: 'ichlorbenzolsulfamido) -2, 2 - dichloroethylene, i, i-Di- (4-chlorobenzylmercapto) -2, 2-dichloroethylene and the like.

Die erfindungsgemäßen Schädlingsbekämpfungsmittel werden als solche oder in Verbindung mit flüssigen oder festen inerten Trägerstoffen zur Anwendung gebracht. Man kann sie beispielsweise in Form von Lösungen inorganischen Lösungsmitteln, in Form wäßriger Emulsionen, auf feste pulverförmnge, Trägerstoffe aufgebracht oder mit solchen Stoffen vermischt oder auch in feste Trägerstoffe einverleibt anwenden. Welche Form maln verwendet, hängt von dem jeweiligen praktischen Anwendungszweck und den Anwendungsbedingungen ab.The pesticides according to the invention are used as such or in connection with liquid or solid inert carriers for use brought. They can be used, for example, in the form of solutions in organic solvents, in the form of aqueous emulsions, applied to solid pulverulent carriers, or mixed with such substances or incorporated into solid carriers. Which form is used depends on the particular practical application and the conditions of use.

Man kann die Mittel, welche fast geruchlos sind und keinerlei gesundheitsschädliche Wirkung besitzen, zur Schädlingsbekämpfung in Wohnräumen, Vorratsräumen und Ställen verwenden und kann sie ferner auch im großen Umfang im Freien z. B. zur Vertilgung von Pflanzen- und Bodenschädlingen im Garten- und Feldbau gebrauchen. Weiterhin sind sie zur Bekämpfung tierischer und menschlicher Parasiten am Körper oder in .den. Kleidungsstücken verwendbar.You can use the means, which are almost odorless and not harmful to your health Have an effect for pest control in living rooms, storage rooms and stables use and can also use it on a large scale outdoors z. B. for extermination of plant and soil pests in horticulture and agriculture. Farther are they used to combat animal and human parasites on or in the body .the. Garments usable.

Man kann diese Mittel als solche beispielsweise in Form von Streupulvern verwenden, oder auch gemischt mit oder aufgebracht auf Trägerstoffen, wie Aktivkohle, Bleicherde, Bimssteinpulver, Kaolin, Tonerde, Silicagel, Talkum, Korkmehl, Holzmehl, gepulvertes Kunstharz od. dgl. In vielen Fällen ist die Anwendung @in flüssiger Form von Vorteil. Für diesen Zweck kann man z. B. Lösungen in Kohlenwasserstoffen, wie Benzin, Benzol, Petroleum u. dgl., ferner in Halogenkohlenwasserstoffen, wie Chloroform, Tetrachlorkohlenstoff, Tetrachloräthan, Trichlo-räthylen, Perchloräthylen, Dichlorbenzol u. dgl. verwenden. Weiterhin kann mag ,die erfindungsgemäßen Schädlingsbekämpfungsmittel auch in wäßrige Emulsionen überführen, wobei man als Emulgatoren oberflächenaktive Verbindungen, wie Anionseifen, Kationseifem oder elektroneutrale Seifen, verwendet. Dabei kann; man auch so verfahren, daß man die Mittel den festen Seifen einverleibt, so daß sie beim Gebrauch der Seifen wirksam werdein. In gelöster Form lassen sich die Schädlingsbekämpfungsmittel durch Versprühen, Besprengen oder Tränken, z. B. bei der Behandlung von Textilmatenial, zur Anwendung bringen oder auch zur Desinfektion bzw. Entwesung von Fußböden, Wänden, Räumen. u. dgl. gebrauchen.You can use these means as such, for example in the form of powder use, or mixed with or applied to carrier materials such as activated carbon, Fuller's earth, pumice stone powder, kaolin, clay, silica gel, talc, cork flour, wood flour, powdered synthetic resin or the like. In many cases the application is more liquid Shape beneficial. For this purpose one can use e.g. B. Solutions in hydrocarbons, such as gasoline, benzene, petroleum and the like, also in halogenated hydrocarbons, such as Chloroform, carbon tetrachloride, tetrachloroethane, trichlorethylene, perchlorethylene, Use dichlorobenzene and the like. Furthermore, the pesticides according to the invention can be used can also be converted into aqueous emulsions, the emulsifiers being surface-active Compounds such as anion soaps, cation soaps or electro-neutral soaps are used. Here can; one also proceeds in such a way that the means are incorporated into the solid soaps, so that they become effective when the soaps are used. In dissolved form can be the pesticides by spraying, sprinkling or soaking, e.g. B. in the treatment of textile material, bring it to use or also for disinfection or disinfestation of floors, walls, rooms. and the like.

Es ist ferner möglich, die erfindungsgemäßen Schädlingsbekämpfungsmittel mit anderen bekannten Schädlingsbekämpfungsmittelin zu kombinieren, um dadurch die Breite oder die Intensität der Wirkung zu erhöhen. Beispiel i 5 Teile i, i-Di-(4-chlorphenyl)-2, 2-dichloräthylen werden mit 9,5 Teilen Talkum bzw. Korkmehl oder Sägespänen innig vermischt. Die Mischung kann zum anpudern des Körpers oder der Kleidung als Schutz gegen Parasiten, insbesondere gegen Verlausung, verwendet werden. Auch zum Einmotten ist .das Gemisch gut geeignet.It is also possible to use the pesticides according to the invention combine with other known pesticides to Width or increase the intensity of the effect. Example i 5 parts of i, i-Di- (4-chlorophenyl) -2, 2-dichloroethylene become intimately with 9.5 parts of talc or cork flour or sawdust mixed. The mixture can be used to powder the body or clothing as protection used against parasites, especially against lice. Also for mothballing the mixture is well suited.

Beispiel 2 2o Gewichtsteile eines neutralisierten technischen Oleylalkoholsulfonates werden in 75 Gewdchtsteilein Tetrahydrofurfurylalkohol gelöst. Die Lösung wird filtriert. In, der Lösung löst man sodann in der Wärme 5 bis io Gewichtsteile i, i-Di-(4-chlorphenyl)-2, 2@dichloräthylen auf. Aus der erhaltenen Lösung lassen sich durch Einrühren in Wasser stabile wäßrige Emuls,i.onen herstellen, die man auf einen Gehalt von i bis 3 °/a wirksamer Substanz einstellen kann. Diese Lösungen lassen sich sowohl zur Bodendesinfektion, z. B. gegen die Möhrenfliege, die Kohlfliege und insbesondere gegen Drahtwürmer verwenden, ferner auch als Anstnichmdttel oder Spritzmittel in Ställen zurBekämpfung der Fliegenplage.Example 2 20 parts by weight of a neutralized technical oleyl alcohol sulfonate are dissolved in 75 parts by weight in tetrahydrofurfuryl alcohol. The solution is filtered. In, the solution is then dissolved in the heat from 5 to 10 parts by weight of i, i-di- (4-chlorophenyl) -2, 2 @ dichloroethylene. The solution obtained can be stirred into water produce stable aqueous emulsions, which can be reduced to a content of 1 to 3 ° / a active substance can adjust. These solutions can be used both for floor disinfection, z. B. against the carrot fly, the cabbage fly and especially against wireworms can also be used as a priming agent or spray in stables for combating the plague of flies.

Claims (1)

PATENTANSPRUCH: Verwendung von asymmetrischen Dihalogenäthylenabkömmlingen der Formel in der R und R' gleiche oder verschiedenartige Reste der aromatischen. oder heterocyclischen Reihe, die auch Substituenten, enthalten können, und Hal Halogenatome, insbesondere Chloratome, bedeuten, als Schädlingsbekämpfungsmittel.PATENT CLAIM: Use of asymmetrical dihaloethylene derivatives of the formula in which R and R 'are identical or different aromatic radicals. or heterocyclic series, which may also contain substituents, and Hal are halogen atoms, in particular chlorine atoms, as pesticides.
DED4515D 1943-11-09 1943-11-09 Pest control Expired DE885325C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DED4515D DE885325C (en) 1943-11-09 1943-11-09 Pest control

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DED4515D DE885325C (en) 1943-11-09 1943-11-09 Pest control

Publications (1)

Publication Number Publication Date
DE885325C true DE885325C (en) 1953-08-03

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