CS254669B1 - Seedling of cultural plants - Google Patents

Seedling of cultural plants Download PDF

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CS254669B1
CS254669B1 CS851766A CS176685A CS254669B1 CS 254669 B1 CS254669 B1 CS 254669B1 CS 851766 A CS851766 A CS 851766A CS 176685 A CS176685 A CS 176685A CS 254669 B1 CS254669 B1 CS 254669B1
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dose
seed
compound
grains
furanone
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CS851766A
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CS176685A1 (en
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Vaclav Konecny
Daniela Hudecova
Stefan Varkonda
Emanuel Beska
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Vaclav Konecny
Daniela Hudecova
Stefan Varkonda
Emanuel Beska
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Abstract

Riešenie sa týká použitia 3,4-dichlór-5-(l- -chlórmetyletoxy) -2 (5H) -furanónu vzorca na morenie semien kultúrnych rastlín. Riešenie je možné využit v agrochemickom priemysle.The solution relates to the use of 3,4-dichloro-5-(1-chloromethylethoxy)-2(5H)-furanone of the formula for seed dressing of cultivated plants. The solution can be used in the agrochemical industry.

Description

Vynález sa týká použitia 3,4-dichlór-5-(l-chlórmetyletoxy)-(5H)-furanónu ako rnoridla semien kultúrnych rastlín.The invention relates to the use of 3,4-dichloro-5-(1-chloromethylethoxy)-(5H)-furanone as a seed preservative for cultivated plants.

Z literatúry sú známe početné skupiny organických zlúčenín, vhodných ako moridlá semien kultúrnych rastlín. Z rodanozlúčenín sú to chlórmetylrodanid, 2-chlóretylrodanid, dichlórmetylrodanid, trichlórmetylrodanid, bis- (rodanometyl)sulfid, bis- (rodanometyl) sulf oxid, bis-(rodanometyl Jsulfón, metylénrodanid, bis(rodanometyl)éter, (GB pat. č. 844 816, DAS 1 188 858, GB pat. 1 043 968, DAS 1 204 142, US pat. 3 361 621), ďalej sú známe pentachlórbenzylrodanid (JP patent 00936, ref. CA 69, 96210s. 1968 j, 3-nitro-4-etylbenzylrodanid (DD pat. 56 779), dinitrofenyltiometylrodanid (JP pat. 17 739/68, ref. Jap. Rep. No·. 30, 1968J, Rodanometylditiokarbamáty (CS pat. 142 097 J, N,N-dimetyl-S-etylsulfenylditiokarbamát (CS pat. číslo 118 818), N,N,-dimetyl-S-acetoxymetylditiokarbamát (CS pat. 140 067), bis-(trichlórmetyl jtrisulfid (Chemický priemysel 10,55, 116 až 122 /1960/), bis-(tetrachlóretyl)disulfid (CS pat. 118 605). Ďalej ako moridla semien kultúrnych rastlín sú známe 5-nitro-2-furfurylnitrát (CS AO 163 535), 2-rodanometyl-5-nitrofurán (CS AO 162 199). Ako fungicídne prostriedky sú známe 3,4-dichlór-5-(3-jódpropínoxy)-2(5H j-furanón (CS AO číslo 170 448 a CS pat. 148 592).Numerous groups of organic compounds suitable as seed dressings for cultivated plants are known from the literature. Among the rhodane compounds, there are chloromethylrhodanide, 2-chloroethylrhodanide, dichloromethylrhodanide, trichloromethylrhodanide, bis-(rhodanidemethyl)sulfide, bis-(rhodanidemethyl)sulfoxide, bis-(rhodanidemethyl)sulfone, methylenerhodanide, bis(rhodanidemethyl)ether, (GB Pat. No. 844 816, DAS 1 188 858, GB Pat. 1 043 968, DAS 1 204 142, US Pat. 3 361 621), also known are pentachlorobenzylrhodanide (JP Patent 00936, ref. CA 69, 96210s. 1968 j, 3-nitro-4-ethylbenzylrhodanide (DD Pat. 56 779), dinitrophenylthiomethylrhodanide (JP Pat. 17 739/68, ref. Jap. Rep. No. 30, 1968J, Rhodanomethyldithiocarbamates (CS Pat. 142 097 J, N,N-dimethyl-S-ethylsulfenyldithiocarbamate (CS Pat. No. 118 818), N,N,-dimethyl-S-acetoxymethyldithiocarbamate (CS Pat. 140 067), bis-(trichloromethyl)trisulfide (Chemical Industry 10,55, 116 to 122 /1960/), bis-(tetrachloroethyl)disulfide (CS Pat. 118 605). Furthermore, 5-nitro-2-furfuryl nitrate (CS AO 163 535), 2-rhodanomethyl-5-nitrofuran (CS AO 162 199) are known as seed dressings for cultivated plants. As fungicidal agents, 3,4-dichloro-5-(3-iodopropynoxy)-2(5H)-furanone (CS AO No. 170 448 and CS Pat. 148 592).

Teraz sa zistilo, že 3,4-dichlór-5-( 1-chlórmetyletoxy ) -2 (5H) -f uranón vzorcaIt has now been found that 3,4-dichloro-5-(1-chloromethylethoxy)-2(5H)-furanone of the formula

je možné použiť na morenie semien kultúrnych rastlín.can be used for seed treatment of cultivated plants.

Morenie semien kultúrnych rastlín sa uskutočňuje vhodnou aplikáciou pomocou tutých plnidiel, ktoré sú schopné viazat 3,4-dichlór-5- (1-chlórmetyletoxy j -2 (5H) -f uranón, alebo aplikáciou pomocou riedidiel, ktoré nereagujú s uvedenou látkou a sú v aplikačnej dávke moridla nefytotoxické.Seed dressing of cultivated plants is carried out by appropriate application using fillers capable of binding 3,4-dichloro-5-(1-chloromethylethoxy)-2(5H)-furanone, or by application using diluents that do not react with the substance and are non-phytotoxic at the application dose of the dressing.

Pod pojmom tuhé plnidlá sa rozumejú látky, ako kysličník křemičitý v roznej aplikačnej formě, aktivně uhlie, adsorpčné uhlie, aktivně hlinky, adsorpčné linky, kaolín, bentonit, mastenec, pálená magnézia, kremelina, trikalciumfosfát, práškovitý korok, póroviny a ďalšie, ako aj ich zmesi. Pod pojmom riedidlá sa rozumejú ketony ako· propanón, butanón, alkoholy ako metanol, etanol a ďalšie, niektoré uhlovodíky, ako aj iné rozpúšťadla alebo ich zmesi.The term solid fillers refers to substances such as silica in various application forms, activated carbon, adsorbent carbon, activated clays, adsorption lines, kaolin, bentonite, talc, burnt magnesia, diatomaceous earth, tricalcium phosphate, powdered cork, pores and others, as well as mixtures thereof. The term diluents refers to ketones such as propanone, butanone, alcohols such as methanol, ethanol and others, some hydrocarbons, as well as other solvents or mixtures thereof.

Suché moridlá sa získajú nanášaním 3,4-dichlór-3- (1-chlórmetyletoxy) -2 (5H) -f uranónu na pevný nosič, a to bud samotného, například miešaním na fluidnom miešači, alebo spolu s dalšími látkami, například s povrchovoaktívnymi látkami, adhezívami, farbivami s podobnými přísadami, alebo ich zmesami. Kvapalné moridlá sa získajú zmiešaním 3,4-dichlór-'5-( 1-chlórmetyletoxy)-2(5H)-furanónu s riedidlom alebo· riedidlami, •alebo dispergováním, za případného pridania povrchovoaktívnych látok, adhezív, farbív· a podobných přísad, alebo ich zmesi.Dry mordants are obtained by applying 3,4-dichloro-3-(1-chloromethylethoxy)-2(5H)-furanone to a solid support, either alone, for example by mixing in a fluid mixer, or together with other substances, for example with surfactants, adhesives, dyes with similar additives, or mixtures thereof. Liquid mordants are obtained by mixing 3,4-dichloro-5-(1-chloromethylethoxy)-2(5H)-furanone with a diluent or diluents, or by dispersing, optionally with the addition of surfactants, adhesives, dyes and similar additives, or mixtures thereof.

Konečne je možné uvedené principy kombinovat, čo dovoluje získat moridlá semien kultúrnych rastlín pre vlhké, polosuché a suché morenie.Finally, it is possible to combine the above principles, which allows obtaining seed dressings for cultivated plants for wet, semi-dry and dry dressing.

Význačnou vlasnosťou 3,4-dichlór-5-(l-chlórmetyletoxy)-2(5H)-furanónu je, že sa dá aplikovat bez straty účinnosti s celým radom pesticídov, najma fungicídov, čím sa dá dosiahnúť rozšírenie spektra účinnosti a zvýšenie hospodárnosti morenia semien kultúrnych rastlín.A distinctive feature of 3,4-dichloro-5-(1-chloromethylethoxy)-2(5H)-furanone is that it can be applied without loss of effectiveness with a wide range of pesticides, especially fungicides, which can achieve an expansion of the spectrum of effectiveness and an increase in the economy of seed treatment of cultivated plants.

Nasledujúee příklady osvetlujú, ale neobmedzujú predmet vynálezu.The following examples illustrate, but do not limit, the subject matter of the invention.

Příklad 1Example 1

Stanovenie účinnosti na mrtvých oblíkách ráže.Determination of effectiveness on dead faces of the caliber.

Sterilně obilky ráže (1000 g) sa infikovali vodnou suspenziou mikromycéty Fusari• um nivale (250 ml) připravenou z mycélia a konídií 21dňovej kultúry (250 000 konídií. ml-1} a vysušili pri laboratórnej teplote do povodnej hmotnosti. Nainfikované obilky sa n,a elektrickej trepačke naměřili skúšanými zlúčeninami v dávke 2,1, 0,5, 0,25, kg účinnej látky. t_1 osiva. Namorené obilky sa po 48 hodinách vysadili na agarovú živnú podu do Petriho misiek (4 x 25 obiliek). Po 48- a 72hodinovej inkubácii pri teplote 22 °C ša vyhodnotilo percentuálně zastúpenie zdravých, hubou neporastených obiliek. Účinnost zlúčeniny podfa vynélezu po aplikácii mořením na obilky raze v dávke 2, 1, 0,5 a 0,25 kg. t_1 proti Fusarium nivale je zřejmá z tabulky 1.Sterile grains of calibre (1000 g) were infected with an aqueous suspension of the micromycete Fusari• um nivale (250 ml) prepared from mycelium and conidia of a 21-day culture (250,000 conidia. ml -1 } and dried at laboratory temperature to fresh weight. The infected grains were measured on an electric shaker with the tested compounds at a dose of 2.1, 0.5, 0.25, kg of active substance. t _1 of seed. After 48 hours, the stained grains were planted on agar nutrient medium in Petri dishes (4 x 25 grains). After 48 and 72 hours of incubation at a temperature of 22 °C, the percentage of healthy, fungus-free grains was evaluated. The efficacy of the compound podfa was determined after application by staining on grains of calibre at a dose of 2, 1, 0.5 and 0.25 kg. t _1 against Fusarium nivale is evident from table 1.

Tabulka 1Table 1

Účinnost na Fusarium nívale po aplikácii mořenímEfficacy on Fusarium nivale after pickling application

Zlúčenina dávka úč. 1. Biologické účinnost (%) kg . t 1 48 hod. 72 hod.Compound dose eff. 1. Biological efficacy (%) kg . t 1 48 hrs. 72 hrs.

zlúčenina podfa vynálezu compound according to the invention 2 1 0,5 0,25 2 1 0.5 0.25 95 63 22 11 95 63 22 11 80 22 13 1 80 22 13 1 Fundazol M Fundazol M 2 2 98 98 87 87 Standard Standard 1 1 97 97 83 83 0,5 0.5 49 49 40 40 0,25 0.25 11 11 6 6 kontrola control —. —. 0 0 0 0

Příklad 2Example 2

Vplyv na klíčenie a vzchádzanieEffect on germination and emergence

Osivo ozimnej pšenice Mironovská sa namorilo na elektrickej trepačke vývojovými zlúčeninami v dávke 2 a 1 kg účinnej látky . . i-1 osiva a komerčnými přípravkami v dávke 2 kg finálneho přípravku na tonu osiva. Po 48 hodinách sa namorené obilky vysadili:The seeds of winter wheat Mironovska were treated on an electric shaker with development compounds at a dose of 2 and 1 kg of active substance . . i -1 of seed and with commercial preparations at a dose of 2 kg of the final preparation per ton of seed. After 48 hours, the treated grains were planted:

a) do Petriho misiek na navlhčený filtračný papier (4 x 25 obiliek). Po 72 hodinách sa vyhodnotil počet vyklíčených obiliek (tabulka 2).a) into Petri dishes on moistened filter paper (4 x 25 grains). After 72 hours, the number of germinated grains was evaluated (Table 2).

b] do hlinitopiesočnatej půdy do dřevených debničiek (50 x 30 x 5 cm) 4 x 25 obiliek do riadkov, nechali sa klíčit a rásť v skleníku. Po 4 dňoch sa vyhodnotil vplyv· zlúčenín po aplikácii mořením na vzchádzanie osiva. Na 14. deň sa rastliny zostrihali tesne nad povrchom půdy, zvážila sa čerstvá biomasa a sušina po 24hodinovom pósobení teploty 80 °C.b] into sandy loam soil into wooden boxes (50 x 30 x 5 cm) 4 x 25 grains per row, were allowed to germinate and grow in a greenhouse. After 4 days, the influence of the compounds after application by dipping on seed germination was evaluated. On the 14th day, the plants were cut just above the soil surface, and the fresh biomass and dry matter were weighed after 24-hour exposure to a temperature of 80 °C.

(Tabulka 3.)(Table 3.)

Tabulka 2Table 2

Vplyv na klíčenie ozimnej pšeniceEffect on winter wheat germination

Zlúčenina Compound dávka úč. 1. kg. t“1 osiva dose acc. 1. kg. t" 1 seed Vyklíčené obilky (%) Sprouted grains (%) A A B B kontrola control 94 94 100 100 zlúčenina podfa vynálezu compound according to the invention 2 2 95 95 100,,1 100,,1 Fundazol Ma Fundazol M and 2 2 95 95 100,1 100.1 Quinolate 15aF Quinolate 15 and F 2 2 93 93 98,9 98.9

a dávka finálneho přípravkuand the dose of the final preparation

A absolútne B relativné Vplyv na vzchádzanie Zlúčenina A absolute B relative Effect on emergence Compound Tabulka 3 Table 3 a tvorbu biomasy and biomass production 0 hmotnost (gl 0 weight (gl Dávka kg.F1 osiva Dose kg.F 1 seed Vyklíčené osivo (%) Seed germinated (%) čerstvá fresh sušina A dry land A B B A A B B A A B B kontrola control 90 90 100 100 0,143 0.143 100 100 0,0125 0.0125 100 100 zlúčenina podfa compound according to 2 2 93 93 100,3 100.3 0,151 0.151 105,59 105.59 0,0130 0.0130 104 104 vynálezu invention 1 1 92 92 102,2 102.2 0,145 0.145 101,39 101.39 0,0120 0.0120 96 96 Fundazol M Fundazol M 2 2 93 93 103,3 103.3 0,148 0.148 103,49 103.49 0,0120 0.0120 96 96 Quinolate 15 F Quinolate 15 F 2 2 91 91 101,1 101.1 0,143 0.143 100 100 0,0120 0.0120 96 96 vývojové zlúčeniny — development compounds — dávka dose účinnej látky active ingredient A A absolútne absolutely komerčně přípravky — commercially prepared — dávka finálneho pří- addition of the final addition- B B relativné relative pravku edit

Zlúčeniny a podlá vynálezu neovplyvňuje klíčenie obiliek ozimnej pšenice, vplyv na vzchádzanie bol priaznivý, porast pšenice počas trvania pokusu bol vyrovnaný bez akýchkolvek príznakov poškodenia.The compounds according to the invention do not affect the germination of winter wheat grains, the effect on emergence was favorable, the wheat growth during the duration of the experiment was balanced without any signs of damage.

Příklad 3Example 3

Biologická účinnosť proti Usiilago avenae na ovsi.Biological efficacy against Usiilago avenae on oats.

Osivo ovsa odrody „Flamingsnova“ sa za přerušovaného vákua nainfikovalo suspenziou chlamydospór prašnej sneti ovoenej (1 000 g osiva + 2 000 ml živný roztok + 15 gramov chlamydospór U. avanaeJ pri laboratorně]' teplote. Nainfikovaný ovos, vysušený do póvodnej váhy sa rozvážil po 100 g do Erlenmayerových baniek a namoril na elektrickej trepačke vývojovými zlúčeninami v dávke zodpovedajúcej 2, 1,5, 1, 0,75 kg účinnej látky. t_1osiva. Komerčně moridlá boli přidané v dávke odporúčanej pre polnohospodársku práx. Po 168 hodinách sa namorené osivo rozvážilo po 10 g do skúmaviek a vysiálo do pódy; do 3 m dlhých a 20 cm od seba vzdialených riadkov (každú variantu v 4 opakovaniachj na lokalitách Rača a Tekovské Lužany. Po vzídení a počas vegetácie sa sledoval porast z hladiska možnej fytotoxicity. Celkové zhodnotenie účinnosti sa robilo po vymetaní metlín, odčítáním zdravých a napadnutých metlín v každom riadku (tabulka 4 a 5).Oat seeds of the "Flamingsnova" variety were infected with a suspension of chlamydospores of powdery mildew of oat (1,000 g of seeds + 2,000 ml of nutrient solution + 15 grams of chlamydospores of U. avanae) under intermittent vacuum at laboratory temperature. Infected oats, dried to their original weight, were weighed 100 g each into Erlenmeyer flasks and stained on an electric shaker with developing compounds in a dose corresponding to 2, 1.5, 1, 0.75 kg of active substance per 1 seed. Commercial stains were added in a dose recommended for agricultural practice. After 168 hours, the stained seeds were weighed 10 g each into test tubes and sown in the field; in 3 m long and 20 cm apart rows (each variant in 4 repetitions) at the Rača and Tekovské localities. Lužany. After emergence and during the vegetation period, the growth was monitored for possible phytotoxicity. The overall evaluation of effectiveness was made after sweeping the panicles, by subtracting healthy and infected panicles in each row (Table 4 and 5).

Tabulka 4Table 4

Účinnosť proti Ustilago avenae na ovsi — lokalita RačaEfficacy against Ustilago avenae on oats — Rača site

Zlúčenina Compound Dávka fin. Dávka úč. 1. príp. (kg. t-1] (kg.t-1] Dose fin. Dose acc. 1. or. (kg. t -1 ] (kg.t -1 ] Infikované klasy (%) Infected ears (%) Biologická účinnosť (%) Biological Efficiency (%) Quínolate 15 F Quinolate 15 F 3 3 0,54 0.54 0 0 100 100 Fundazol M Fundazol M 1,25 1.25 0,625 0.625 0 0 100 100 Baytan univ. Baytan Univ. 2 2 0,39 0.39 0 0 100 100 zlúčenina podlá vynálezu compound according to the invention 2 2 0,85 0.85 98,20 98.20 1,5 1.5 2,12 2.12 95,53 95.53 1 1 1,61 1.61 96,60 96.60 0 ,75 0.75 0,81 0.81 98,29 98.29 kontrola control 47,43 47.43 0 0 Tabulka 5 Table 5 Účinnosť proti Ustilago avenae Efficacy against Ustilago avenae na ovsi — on oats — lokalita Tekovské Lužany location Tekovské Lužany Zlúčenina Compound Dávka Dose Dávka Dose Infikované Infected Biologická Biological fin. príp. financial or úč. 1. account 1. klasy ears účinnosť efficiency (kg · t-1) (kg t -1 ) (kg. t-1) (kg. t- 1 ) (%) (%) (%) (%) Quinolate 15 F Quinolate 15 F 3 3 0,54 0.54 0 0 100 100 Fundazol M Fundazol M 1,25 1.25 0,625 0.625 0 0 100 100 Baytan univ. Baytan Univ. 2 2 0,39 0.39 0 0 100 100 zlúčenina podlá vynálezu compound according to the invention 2 2 0 0 100 100 1,'5 1.5 0,14 0.14 98,43 98.43 1 1 0,32 0.32 96,54 96.54 0,75 0.75 0,59 0.59 93,62 93.62 kontrola control 15,66 15.66 0 0

Příklad 4Example 4

Biologická účinnost proti Drechslera graminea na jarnom jačmeni.Biological efficacy against Drechslera graminea on spring barley.

Osivo jarného jačmeňa „Frisia“ vysoko náchylného na napadnutie hubou Drechslera graminea sa namorilo a vysialo do pódy tak, ako v stati 2.1. Celkové zhodnotenie účinnosti sa robilo vo vývojovej fáze 10. 1. až 10. 5. Feekesa, po spočítaní zdravých a napadnutých rastlín v každom riadku. (Tabulka 6.)The seed of spring barley "Frisia", highly susceptible to the fungus Drechslera graminea, was treated and sown in the field as in Section 2.1. The overall efficacy assessment was made in the development phase from 10.1. to 10.5. Feekesa, after counting healthy and infected plants in each row. (Table 6.)

Tabulka 6Table 6

Účinnosť proti Drechslera graminea na jarnom jačmeni — lokalita Tekovské Effectiveness against Drechslera graminea on spring barley — Tekovské locality Zlúčenina Compound Dávka fin. příp. (kg. t“1) Dose fin. or (kg. t" 1 ) Dávka úč. látky (kg t“1) Dose of active substance (kg t“ 1 ) Infikované klasy (%) Infected ears (%) Rovral TS Rovral TS 2 2 1,05 1.05 0 0 Panoctine Plus Panoctine Plus 2 2 0,64 0.64 0 0 Quinolate V4XS Quinolate V4XS 2 2 1,30 1.30 1,14 1.14 Baytan univ. Baytan Univ. 2 2 0,39 0.39 0,89 0.89 Agronal Agronomic 2 2 0,036 0.036 0,20 0.20 zlúčenina podfa vynálezu compound according to the invention 2 2 0,26 0.26 1,5 1.5 0,37 0.37 1 1 0,18 0.18 0,75 0.75 0,96 0.96 kontrola control 4,46 4.46

PREDMETSUBJECT

Claims (2)

254669 10 9 Tabulka 6 Účinnost proti Drechslera graminea na jarnom jačmeni — lokalita Tekovské Zlúčenina Dávkafin. príp. (kg. r1) Dávkaúč. látky(kg t-1) Infikované klasy (%) Rovral TS 2 1,05 0 Panoctine Plus 2 0,64 0 Quinolate V4XS 2 1,30 1,14 Baytan univ.254669 10 9 Table 6 Efficacy against Drechslera graminea on spring barley - Tekov Compound Dávkafin. eventually. (kg. r1) Batch. substances (kg t-1) Infected ears (%) Rovral TS 2 1.05 0 Panoctine Plus 2 0.64 0 Quinolate V4XS 2 1.30 1.14 Baytan univ. 2 0,39 0,89 Agronal 2 0,036 0,20 zlúčenina podlá vynálezu 2 0,26 1,5 0,37 1 0,18 0,75 0,96 kontrola — — 4,46 PREDMET VYNÁLEZU Lužany Biologická účinnost (%) 100 100 74,43 80,04 95,51 94,17 91,70 95,96 78,47 0 Použitie 3,4-dichlór-5-(l-chlórmetyletoxy]-2(5H)-furanónu vzorca 1 C| ~CH, Cl· CH - 0- CH. Cl· O ako moridla semien kultúrnych rastlín.2 0.39 0.89 Agronal 2 0.036 0.20 Compound of the Invention 2 0.26 1.5 0.37 1 0.18 0.75 0.96 Control - - 4.46 OBJECT OF THE INVENTION Lužany Biological Activity (%) 100 100 74.43 80.04 95.51 94.17 91.70 95.96 78.47 0 Use of 3,4-dichloro-5- (1-chloromethylethoxy) -2 (5H) -furanone of formula 1 C | CH, Cl · CH-O-CH, Cl · O as seedlings of crop plants.
CS851766A 1985-03-14 1985-03-14 Seedling of cultural plants CS254669B1 (en)

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