TWI379635B - Isomeric mixtures of dinitro-octylphenyl esters and synergistic fungicidal mixtures therefrom - Google Patents

Description

1379635 18193pif.doc IX. Description of the Invention: TECHNICAL FIELD OF THE INVENTION The present invention relates to isomeric compositions and synergistic bactericidal compositions of bis-trisyloctyl esters. [Prior Art] A composition comprising 2,4-bis-succi-6-octylphenyl crotonate and 2,6-dinitro-4-octyl benzene crotonate as a bactericide has been used. Control powdery mildew or a specific species of plant parasitic worm. These compositions, also known as din〇cap, are the active ingredients used in KarathaneTM bactericide/acaricide. White powder is a mixture of six isomers, each of which has cis and trans components, and white powder contains 2,4- and 2,6-dinitrooctyl crotonic acid as its active ingredient. A mixture of benzene esters in a ratio of about 2:1, wherein "octyl" refers to a mixture of 1-mercaptoheptyl, 1-ethylhexyl and propylpentyl isomers. Various studies on crotonic acid 2,4-bisphedoyl-6-(1-indolylheptyl)benzene have been disclosed, including reports on the epidermal absorption of white powder and the experimental effects of mammals. Dinocap Dermal Absorption in Female Rabbits and Rhesus Monkeys", Biological Monitoring for Pesticide Exposure, Chapter 11, pages 137-151. Revised December 4, 1987, about 2,4-dinitro-crotonic acid with 97% purity Study on the absorption data of 6-(1-mercaptoheptyl)phenyl isomer. Another study "Developmental Toxicity of Dinocap in the Mouse is Not Due to Two Isomers of the Major Active Ingredients' Teratoeenesis. Carcinogenesis, and Mutagenesis 7: 341-346 (1987) reported the use of white powder as a fungicide and reported 6 1379635 I8J93pif.doc Toxicity data for 95% pure crotonic acid 2,4-dinitro-6-(1-methylheptyl)phenyl isomer. Bleaching powders are known to form synergistic mixtures with other fungicides, including mixtures with benzophenones as taught in WO 02/067679 and US 6,346,535; and phenyl benzyl ethers as taught in US 6,528,536 and a mixture of urethanes; a mixture with guanamines as taught in US 6,515,000; a mixture with benzylamines as taught in WO 2004091298; and H (as taught in US 6,207,691) a mixture of N-(2,3-dichlorosilyloxy)amino)-carbonyl)-1-methylcyclohexanes, as taught in FR 2445696 and tetraisoisonitrile

a mixture of (chlorothalonil) and ditalimfos; as taught in GB 2003032 with a mixture of N_(p-fluorophenyl)_2,3-dichloromethyleneimine; as taught in US 3,456,055 a mixture with tetrachloroisophthalonitrile; a mixture with a phenyl benzyl ether or a urethane as taught in US 6,489,360; and an amine fluorenyl group as taught in U.S. Patent 5,569,656 a mixture of heterocyclics; such as a mixture of fused pyrimidinone as taught by φ in w〇2〇〇31〇3393; and analogs thereof, all of which are incorporated herein by reference. in. White powder is a mixture of isomers with varying degrees of toxicological effects, such as teratogenicity in mice and retinopathy in dogs. Thus, there is a need to continue to produce similar bactericides with more favorable toxicological properties while maintaining or increasing bactericidal efficacy and the need to continue to develop their synergistic bactericidal mixtures. SUMMARY OF THE INVENTION The present invention relates to an I8l93pif.doc isomer composition comprising an isomer of bisnitrooctylphenyl ester, wherein the total weight of the isomerized fraction is The 2,6-dishrolschyl-4-(1-propylpentyl)benzene offomer is present in an amount less than 〇"wt/〇; and is related to its synergistic bactericidal mixture. Surprisingly, it has been found that an isomerized plant of the invention containing less than (2% by weight of 2,6-bisnitro-4-(1-propylpentyl)benzene g isomer) It has very beneficial toxicological properties while maintaining bactericidal efficacy. ' 'Dinitrooctyl benzene vinegar is usually present as a mixture of isomers, including the following isomeric forms: 2.4-Dinitro-6 -(1-methylheptyl)phenyl ester, 2.4-bisnitro-6-(1-ethylhexyl)phenyl ester, 2.4-dinitro-6-(1-propylpentyl)phenyl ester, 2.6 - Dinitro-4-(1-decylheptyl)phenyl ester, dinitro-4-(1-ethylhexyl)phenyl ester, and 2.6-dinitro-4-(1-propylpentyl) Phenyl ester; wherein 酉 is defined as being capable of hydrolyzing under ambient conditions to form a corresponding functional group. Environmental conditions include natural, existing conditions in the crop environment or in the crop itself, including moisture. It has been surprisingly found that isomeric combinations of 2,6-dinitro-1,4-(1-propylpentyl)benzene® are included in the total weight of the isomeric composition. The object does not have teratogenic or visual effects, _ maintains bactericidal efficacy 0 ' The cis and trans forms of the mixture structure of the isomers of the isomeric composition of the octyl phenyl esters of the isomeric composition: 1379635 18I93pif.doc Badan acid 2,4_bisnitro-6-(1-methylheptyl)phenyl ester, crotonic acid 2,4-dinitro·6_(1•ethylhexyl)phenyl ester, crotonic acid 2,4_bisnitro-6-(1-propylpentyl)phenyl ester, crotonic acid 2,6-bisnitro·4·(1-methylheptyl)phenyl ester, bar uric acid 2,6 _Dinitro·4_(1-ethylhexyl)phenyl ester, and 2,6-dinitro-4-(indole-propylpentyl)phenyl crotate. It is well known in the art, white powder g The crotonic acid in the plant is thorny to the corresponding di Weixin and secret ingredients in the exposed plant or environmental day. Therefore, any vinegar or the like of these compounds; has the same killing S effect and is in the scope of the present invention. Correction, in which biochemistry is formed into a mixture that can be transformed in plants or the environment _ on behalf of it - a mixture of dinitrooctyl phenyl benzoate, and ruthen as long as the total weight of the isomeric composition is 2,6 - the amount of bis-(-pentyl) phenyl ester is less than 0.1% 〇 / and as long as the change =, The efficacy is maintained, and any combination of the same dichophytic body of the present invention and any amount of bisnitrostere H1, /, the total weight of the isomer composition is 2,6-^person'" The amount of pentyl benzene® is less than G.1% by weight, and the same bismuth contains any number of bismuth octyl octyl benzene vinegar isomers. The isomeric composition will generally comprise: '=^& 2,4_dinitro-o-methylheptyl)benzene vinegar, =99.9 wt% of 2,4, succinyl-b to (iv) weight 2,4_bisnitro-6 servyl propyl, 1379635 18193 pif.doc 0.1 to 99.9% by weight of 2,6-bisnitro-4-(1-indolylheptyl) phenate, 0.1 Up to 99.9% by weight of 2,6-bisnitro-4-(1-ethylhexyl) phenate - less than 0.1% by weight of 2,6-dinitro-4-(1-propylpentyl)phenyl ester . In one embodiment, the isomeric composition of the invention comprises at least 2, typically at least 30, more typically at least 4, based on the total weight of all isomers present in the composition. Typically 2,4-dinitro groups of at least 5, more typically at least 60, preferably at least 7, more preferably at least 8, even more preferably 90 and most preferably at least 95% by weight -6-(1-Methylheptyl)phenyl ester. In another embodiment, the isomeric composition of the present invention comprises, as defined by the total weight of all isomers present in the composition, from 2.5, more preferably from 3 and optimally, to the extent, one to four, usually to 35, preferably to 3, more preferably 27 and most preferably to 25% by weight of 2,4-dinitro- 6 servyl ethylhexyl) phenyl ester. The same isomer composition of the invention is composed of 〇.丨, a Π, 常 常 一 较佳 较佳 转 转 转 转 转 独 独 独 独 独 独 独 独 独 独 独 独 独 独 独 独 独 独 独 独 独 独 独 独 独 独 独 独, better by 2·0 and best by 2.5 Η in another

Good to 25 will be 4 〇, usually to %, preferably to 3 〇, better to 27 and most ―. 2,4-Dinitropropylpentyl)phenyl ester. Body: ii: Shi:: Ming: All isomeric μ in the composition of the composition of the isomerization composition consists of 〇·卜一二#0 to 45, =由〇.7, Preferably, it is better than 5, generally up to 40, usually to 35, preferably to 3, more preferably to 27 1379635 18193pif.doc and optimally to 25% by weight. 6• Dinitrate “(1, mercaptoheptyl) benzene vinegar. Ester In another embodiment, the isomeric composition of the present invention comprises 〇1, generally consisting of 0.5, usually by .., preferably. From 2, more preferably from (5) and optimally from 2.5 to 45, generally to 4, usually to 35, preferably to, preferably to 27 and optimally to 25% by weight or less. The isomeric composition of the present invention comprises less than 〇ι, generally less than read, more generally less than 0.06, preferably less than 〇〇4, more preferably less than 〇〇2.

2,6 such as Shaoke, · propyl pentyl vinegar. In the preferred embodiment, the isomeric composition of the present invention is a mixture of isomers lacking 2,6-bis-succinyl-propylpentyl)benzene. "Lack of" means the undetectable denier when measured by liquid chromatography. In another embodiment of the present invention, the isomeric:: comprises: 80 to 98% by weight of 2,4_bissuccinyl-based methylheptyl) benzene vinegar, less than 1.5% by weight of 2,4- Dinitro_6_(κethylhexyl)phenyl ester,

Less than 0.1% by weight of 2,4-bisnitro-6-(丨-propylpentyl)phenyl ester, less than 0.1% by weight of 2,6-dinitro-4-(1-decylheptyl)phenyl ester , less than 0.1% by weight of 2,6-dinitro-4-(1-ethylhexyl)phenyl ester, and less than 0.1% by weight of 2,6-dinitro-4-(1-propylpentyl) Phenyl ester. The isomerized composition of the present invention can be prepared by a variety of methods as long as the final isomeric composition contains less than 0.1% by weight of 2,6-dinitro-4-(1-propylpentyl)phenyl ester. . As known in the art and "E.Y. Guide to the Chemicals Used in Crop Protection." 7th Edition 1093, Research Institute, Agriculture Canada, Ottawa, 18l93pif.doc

Canada: Information Canada, 1982. 229, typically obtained by converting a mixture of bisnitrooctyl phenols with crotonol chloride to dinitrooctyl phenyl crotonate to obtain a white powder. Other esters can also be prepared by replacing the croton with a suitable substance to place a different ester on the benzene ring. The above process can be used by using a mixture of dinitrooctylphenols containing 2,6-bisnitro-4-(1-propylpentyl)phenol having a weight of less than 〇1 and 0/〇 in the reaction. An isomeric composition is obtained which can be produced sequentially by dinitration of less than 0.1% by weight of 4-(1-propylpentyl) octyl age. The high purity starting material can be obtained by any known process, including the purification and separation processes necessary to achieve the desired purity. For example, the methods covered include any of the known 2, 'dinitro-6_("decylheptyl) phenol or any 2,4-dinitro-6-octyl phenol, 2,6-double a method of isomers of nitro-4-octylphenol or a mixture thereof, followed by appropriate purification and/or separation to obtain the desired 2,6-dinitro- _1% by weight High purity starting material of 4-(1-propylpentyl)phenol. Alternatively, high purity methylheptyl hydrazine can be nitrated to produce high purity dinitro octane. High purity purine heptyl phenol is obtained by purification methods such as steamboats, chromatography and the like. Other methods encompassed herein include any of the known methods for producing 2,4-dinitro-octyl A method for the isomerization of a benzene with a 2,6-bisnitro-4_octane from the genus, followed by an appropriate purification and/or separation method to obtain the isomerization of the present invention Compositions, purifications, and separations - any of those known to those skilled in the art, including steamboats, chromatography, and the like. Others produce such isomeric mixtures. France also pack 1379635%

The methods disclosed in U.S. Patent No. 2,810,767 and U.S. Patent No. 2,526,660 are incorporated herein by reference. In the second embodiment, '2,4-dinitro- having a purity of at least 98.5% and having less than 0.1% by weight of 2,6-dinitro-4-(1-propylpentyl)phenol 6-(1-Methylheptyl)phenol is used to prepare the isomeric compositions of the present invention. In addition, another embodiment of the present invention is a bactericidal composition suitable for use in the protection of plants from plant diseases (4) and/or for the treatment of plants which are phytopathogenic organisms, which include ······ An isomeric composition containing less than 0.1 weight: 2,6-bisnitro-o-propylpentyl)benzone, and Π) botany, based on the total weight of the isomeric composition Acceptable carrier material. The human and the isomeric composition of the present invention encompasses all of the vehicles which can be used as a bactericide by formulating the isomeric group as water=two:. Formulations are usually used as a sexual, liquid or emulsion application. The suspensions or emulsions are either water-soluble or emulsified, and the formulations contain dispersive enthalpy. (1) Solids 'generally referred to as wettable powders or hydrated milk, night, county' / 2) liquids, commonly referred to as emulsifying concentrates, aqueous aliquots and water-suspended capsules. It is easy to understand that any substance that can be added to it can be used, the limitation being the activity of the substance. > Dissipative interference as an antibacterial agent isomerized combination agent comprising an isomeric composition, an inert carrier and an interface homogenous substance, which can compact, squeeze or pass the wettable powder. 18193pif.doc fog, the bed is coalesced to form water = = matter to = = can be prepared in the preparation of isomerized powder formulations, such as hydrated two;; =, = the clay clay, Shi Xiping soil, protein, surface f, microcrystalline high, 0 . . wood, work purified citrate or its analogues. The carrier and surfactant which are blended with the compound are usually combined with the total weight of the isomerization, /chen, and the foreign matter. The concentrate contains a suitable concentration, such as 5 _ to . The same as the compound. The time frequency =!::! agent is water, water miscible solvent emulsion shape;: spray; ί:: used to form an oil-in-water type, 丄I is suitable for organic solvents including aromatics, tecaphthalene And an olefinic moiety, such as heavy aromatic petroleum spirit: can be = its solvent, such as __ aliphatic sun-like such as cyclohexadelideol: emulsifiers which can be advantageously used herein can be easily determined and include various Nonionic, anionic, emulsifier or emulsifier or a blend of two or more emulsifiers: % of the non-ionic emulsifier of the amphiphilic concentrate includes a poly diol: 1379635 I8193pif .doc ^丝和绿_ 'aliphatic _, aliphatic noodles or fatty acids Μ • Wei Yijing, epoxy condensation products, such as polyether or polycyclic wrap Ageing and acid esters. Cationic milk - "ammonium compounds and samarium salts." The anionic emulsifiers include oil-soluble salts of diaryl-based acids (e.g., calcium salts), oil-soluble salts of sulfated polyglycol ethers, and suitable salts of phosphorylated polyglycol ethers. Representative organic liquids useful in the preparation of the emulsifying concentrates of the isomeric compositions are aromatic liquids such as diphenylbenzene, propylbenzene moieties; or mixed moieties, mineral oils, substituted aromatic organic liquids, such as Phthalic acid bis-ester; kerosene, dialkyl decylamines of various fatty acids, especially dimethyl decylamines and diol derivatives of lipid diols, such as n-ethylene glycol Ether, diethyl ether or methyl ether, and methyl ether of triethylene glycol and the like. It is also possible to use two or more organic liquid compounds in the preparation of the emulsifying concentrate. Preferred organic liquids include xylene and propylbenzene moieties, most preferably propylene. The surface active emulsifier is usually used in a liquid formulation in an amount of from 1 to 2 〇 = φ based on the combined weight of the emulsifier and the isomeric composition. /〇. Formulations comprising the isomeric compositions of the present invention may also contain other compatible additives such as acaricides, insecticides, plant growth regulators, other bactericides, and other biologically active compounds for use in agriculture. An aqueous suspension comprises a suspension of the isomeric composition in an amount of from 5 to 5 parts by weight based on the total weight of the aqueous suspension. The concentration within the range is dispersed in the aqueous vehicle. The aqueous suspension is prepared by vigorously mixing the isomeric composition of the present invention or a solution thereof into a vehicle comprising water and a surfactant selected from the same type of surfactant as described above. Other components 1379635 18193pif.doc (such as inorganic salts and synthetic or natural gums) may also be added to increase the density and viscosity of the aqueous vehicle. Examples of aqueous suspensions include suspensions of oil droplets (EW), solid SCT) and capsules (CS). The isomeric compositions can also be used as a granular formulation, which is especially suitable for application to the soil. Based on the total weight of the granule formulation, the granules generally comprise from 0 to 5 to 10% by weight of the isomeric composition dispersed in an inert carrier consisting entirely or mostly of a coarsely divided inert material. Such as 矽 magnesia, bentonite, diatomaceous earth, clay 4 similar to ^ Lu and Wu. Such formulations are typically prepared by diluting the isomeric composition in a suitable solvent and applying it to a particulate carrier of the appropriate size which has been preformed to the range of from 0.5 to 3 mm. Suitable solvents are those in which the compound can be substantially or completely dissolved. The formulations may also be prepared by forming a mass or paste of the carrier and the isomeric composition and solvent and crushing and drying to obtain the desired particles. The isomeric compositions of the present invention can also be employed as water dispersible granules or as dry flowable formulations. The water-dispersible granules usually contain from 10 to 70% of the isomeric composition, based on the total weight of the formulation. Such formulations are typically obtained by mixing and/or spraying an isomeric mixture onto a carrier and adding a dispersing and/or wetting agent, and combining with water to form a mixture suitable for further processing. Well known granulation techniques, such as flat-plate k-granulation, extrusion, spray drying, fluidized bed coalescence, and the like. Dust containing isomeric compositions can be obtained by combining the isomerized composition with a suitable dusty agricultural carrier such as kaolin clay, ground volcanic rock and 16 1379635

The isomeric group is technically similar to the above-mentioned persuasion (four). The dust may be used in an amount of up to 10% by weight, based on the total weight of the dust, of the isomeric composition or other bactericide. The compound is impregnated onto a carrier to prepare.

Infiltrate and penetrate into target crops and organisms. ^ The situation can be used as a component of the formulation or as a storage. The water spray volume should be changed from G G1 to the volume %, preferably G.G5 to 0.5 volume. Suitable auxiliary surfactants include, but are not limited to, ethoxylated cerium. Test, ethoxylated synthesis or natural alcohols, vinegar or sulphuric acid succinic acid orphaned B-based organic sand oxides, sedative fatty amines and surfactants blended with mineral oil or vegetable oil Things. An embodiment of the present invention relates to a synergistic mixture comprising the isomeric composition of the present invention and a bactericide to >, other 4 bacteriostatic agents, and the protection thereof against phytopathogenic organisms or The use of a plant for the treatment of a plant having a pathogenic organism comprising applying the synergistic mixture to soil, plants, parts of plants, leaves, flowers and/or fruits. The sputum compound is often used in combination with one or more other bactericides to control the ill-fated disease. When used in combination with other fungicides, the presently preferred isomeric compositions can be formulated with other fungicides, mixed with other fungicide tanks, or used in conjunction with other fungicides. These other fungicides include amisulbrom 2-(thiocyanatomethyl) benzothiazole, 2-phenylphenol, 8-hydroxyquinoline sulfate, antimycin 17 1379635 %

18193pif.doc (antimycin), Ampelomyces quisqualis, azaconazole, azoxystrobin, Bacillus subtilis, benalaxyl, and free Benomyl ), benthiavalicarb-isopropyl, benzylaminobenzenesulfonic acid (BABS) salt, carbonate salt, biphenyl, bismerthiazol, bitertanol, guaranty Bactidomycin-S (blasticidin-S), less borax, zinc I Bordeaux mixture, boscalid, bromuconazole, bupirimate, polysulfide mother, four Captanfol, captan, carbendazim, carboxin, carpropamid, carvone, chloroneb, tetrachloro Chlorothalonil, chlozolinate, Coniothyrium minitans, copper hydroxide, copper octoate 'copper oxychloride, copper sulfate, copper sulfate (tribasic), coumarins, oxidation Cuprous, cyazofamid, 11 Cyflufenamid, cymoxanil, cyproconazole, cyprodinil, dazomet, debacarb, diethyl bis(dithio) Amino phthalic acid diammonium, dichlofhianid, dichlorophen, diclocymet, diclomezine, dichloran, diethofencarb , difenoconazole, difenzoquat ion, diflumetorim, dimethomorph, dimoxystrobin, darke 1379635 18193pif.doc (diniconazole ), up to Klein-μ (diniconazole-M), dinobuton, diphenylamine, dithianon, dodemorph, d〇demoi*ph acetate, dodine ), dodine free base, edifenphos, enestrobin, epoxiconazole, ethaboxam, ethoxyquin, yi Etridiazole 'Famoxadone, Mi Fenamidone, fenarimol, fenbuconazole, fenfuram, fenhexamid, fenoxanil, fenpiclonil, Benzpropionin, fenpropimorph, fentin, fentin acetate, fentin hydroxide, ferbium, ferpirin ), fluazinam, fludioxonil, flumorph, ItD specific amine (fluopicolide), 0 fluoroimide, fluoxastrobin, sputum (fluquinconazole), flusilazole 'flusulfamide', It's flutolanil, flurafol, folfet, formaldehyde, fosetyl, Fosetyl-aluminium, fuberidazole, furalaxyl, furametpyr, guazatine, guazatine Acetates, GY-81, hexachloro Benzene, hexaconazole, killing Hymexazol, imazalil, imazalil sulfate, imibenconazole, 19 1379635 18193pif.doc

Iminooctinine, iminoctadine triacetate, iminoctadine tris (albesilate), ipconazole, iprobenfos ), iprodione, iprovalicarb, isoprothiolane, kasugamycin, kasugamycin hydrochloride hydrate, kresoxim-methyl ), mancopper, mancozeb, mandipropamid, maneb, mepanipyrim, mepronil, mercuric chloride, Oxidative mining, mercuric chloride, metalaxyl, mefenoxam, metalaxyl-M, metam, metam-ammonium, Metam-potassium, metam-sodium, metconazole, methasulfocarb, methicillin, methyl isothiocyanate, free of stagnation (metiram) ), phenoxystrobin (metominostrobin), metrifene (me Trafenone), mildiomycin, myclobutanil, nabam, nitrothal-isopropyl, nuarimol, octylthiazolone, fur Ofurace, oleic acid (fatty acid), orysastrobin, oxadixyl, octyl-copper, anti-butyric acid oxpoconazole fumarate, oxidized rust (oxycarboxin), pefurazoate, penconazole, pencycuron, pentachlorophenol, pentachlorophenyl laurate, penthiopyrad, phenylmercuric acetate (phenylmercury 20 1379635 18193pif .doc acetate ), phosphonic acid, phthalide, picoxystrobin, polyoxin 、, polyoxins, polyoxorim, potassium bicarbonate , hydroxyquinoline potassium sulfate, probenazole, prochloraz, procymidone, propamocarb, propamocarb hydrochloride, propiconazole, methyl Zinc (propineb), proquinazid, prothioconazole, pyraclostrobin, pyrazophos, pyributicarb, nyrifenox, pimeni (pyrimethanil), pyroquilon, quinoclamine, quinoxyfen, quintozene, Reynoutria sachalinensis extract, silthiofam, stone Simeconazole, 2-phenyldine, hydrogen sulphate, pentachloroprene, spiroxamine, sulfur, SYP-Z071, SYP-048, tar, tebuconazole, Tecnazene, tetraconazole, thiabendazole, thifluzamide, thiophanate methyl, thiram, 歒Tinadinil, tolclofos-methyl, tolylfluanid, triadimefon, triadimenol, three beta sputum bites, triazoxide, three Tricyclazole Tridemorph, trifloxystrobin, triflumizole, triforine, triticonazole, validamycin, vinclozolin, Zinc Naipu 21 1379635 18193pif.doc (zineb), ziram, zoxamide, Candida oleophila, Fusarium oxysporum, Myxosporium ( Gliocladium spp.), Phlebiopsis gigantean, Streptomyces griseoviridis, Trichoderma spp., (RS)-N-(3,5-dichlorophenyl) )-2-(decyloxyindenyl)-butanediimide, 1,2-dichloropropane, 1,3-dihydro-1,1,3,3-tetrafluoropropene 1-, 1- Gas-2,4-two stone Xiaoji Cai, 1-chloro-2· Shi Xiaoji propane, 2-(2-heptadecane-2-°m0 sitting scare*-1·base) B, 2,3- Diazo-5·phenyl-1,4·disulfide-induced 1,1,4,4-tetraoxide, 2,methoxyethanol ethylmercurate, 2-decyloxyethylmercury chloride, 2 - mercaptoethyl citrate, 3-(4-chlorophenyl)-5-mercapto rhodamine, thioamino phthalic acid 4-(2- Nitroprop-1-enyl)phenyl ester: ampropionate (ampropylfos), anilazine, azimutram, antimony polysulfide, Bayer 32394, benodanil, g Kun Benquinox, bentaluron, benzamarril, benzacril-isobutyl, benzamof, binapacryl, bis(sulfate) Methylmercury), bis(tributyltin) oxide, buthiobate, calcium cadmium sulfate, copper and zinc, carbamorph, CECA, chlobenthiazone, chloraniformethan , chlorfenazole, chlorquinox, climbbazole, bis(3-phenylsalicylic acid) copper, copper zinc chromate, cufraneb, copper sulphate, copper Cuprobam, cyclafuramid, cypendazole, cyprofuram, bismuth 22 1379635 18I93pif.doc (decafentin), diclofenac (dichlone), bacteria Dichlozoline, diclobutrazol, diterpene Dimethirimol, dinocton, dinosulfon, dinotorbon, dipyrithione, ditalimfos, dodicin, alfalfa Dracoxolon, EBP, ESBP, etaconazole, etem, ethirim, fenaminosulf, butylphenyl-pyranazole (fenapanil) ), fenitropan, fluotrimazole, furcarbanil, furconazole, furconaz〇le_cis, furmecyclox, Furophanate, glyodine, griseofulvin, halacrinate, Hercules 3944, hexylthiofos, ICIA0858, isopamphos ), isovaledione, mebenil, mecarbinzid, metazoxolon, methfuroxam, mercaptomercaptopurine, ° Metsulfovax, milneb, helium acid , myclozolin, N-3,5-dichlorophenyl-butanediimide, N-3-nitrophenyl ketimine, natamycin, N-ethyl Mercury_4_toluenesulfonanilide, nickel bis(dimethyldithiocarbamic acid), OCH, phenylmercury dimercaptodithiocarbamic acid, phenylmercuric nitrate, phosdiphen, Prothiocarb; prothiocarb hydrochloride, pyracarbolid' pyridinitril, pyroxychlor, gas 0 genus 23 1379635 18193pif.doc acid (pyrmyfm·), quinacetyl (quinacetol); quinacetol sulfate, quinazamid, quinazoline, rabenzazole, salicylate Aniline (salicylanmde), SSF_1〇9, sultropen, tec(10)m, thiadifluor, thicy〇fen, liochlorfenphim, multi-safe (thi〇phanate), thioquinox, ti〇Xymid, triamiphos, triarimol, dibutan triazbutil), acyl amine bacteria (trichlamide), Fu nail arsine (urbacid), XRD_563 and fenoxanil (zarilamid), IK-1140, NC-224, and any combination thereof. Synergism with white powder has been previously found, such as, but not limited to, W0 02/067679; WO 2003103393; WO 2004091298; FR 2445696; GB 2003032; US 6,346,535; US 6,528,536; US 6,515, 〇〇〇; US 6,207,691; US 3,456,055; and US 6,489,360 are incorporated herein by reference. However, the synergistic effect with the compositions of the present invention has not previously been reported. Another aspect of the invention pertains to synergistic mixtures of the isomeric compositions described herein with at least one other bactericide which surprisingly have improved toxic properties. The synergistic composition of the present invention may comprise 1) any bactericidal agent which is synergistic with leucovorin and 2) an isomer composition as detailed herein. Exemplary bactericidal agents known to exhibit synergistic effects include, but are not limited to, Q〇i bactericides, such as methoxy acrylates, including atorenophenes, and hydroxyiminoacetates, including sulfhydryl groups. Kexinxin; SBI fungicides: Class I, such as triazoles, including McKinney; Class II, such as snail ketamines, 24, 8, 93 pif.d (spirulina; and steroids, 祛4 ~ pot raps ^ base 1 stupid amines, including dithio-a makeup members, such as melbenfen; quinoline, such as fastin; such as four gases and derivatives, such as miscellaneous; gas nitrile, Respiratory inhibitors of the sorghum complex 50 acid dehydrogenase include bokley; and analogs thereof. ^ In a specific embodiment, the invention is a synergistic mixture comprising: a heterogeneous isomorphic composition, It comprises an aliquot of dinitrooctylbenzene, a total weight of 4-(dihalogenated composition, 2,6·dido soil), an ester isomer of less than 0.1% by weight The amount of Gan, and ^QGI kill _ (commonly known as the oxacin and related chemistry). Amine two such as atoreno, fentanyl, fluoxamide, Orientia, and hundred Compounds of kemin, trifluoro-sensitive, methyl kexin, chlorpyrifos, hydroxazone and analogues thereof. In another embodiment, the invention is a synergistic mixture comprising: 1) isomerization a composition comprising an isomer of dinitrooctylphenyl ester, wherein 2,6-bisnitro•4-(1-propylpentyl) is based on the total weight of the isomeric composition The benzoic isomer is present in an amount less than 〇1, and ii) 喧. Lin or cinnoline. Quinoline and cinnoline, such as those reported in U.S. Patent No. 5,145,843, the disclosure of which is incorporated herein by reference. In another embodiment, the invention is a synergistic mixture comprising: i) an isomeric composition comprising the same fraction of the dinitrooctylphenyl ester 25 1379635 isomers wherein the same is different The 2,6-bis-formyl-4-(1-propylpentyl)phenyl isomer is present in an amount less than 〇.丨% by weight based on the total weight of the composition, and

Dithioamino phthalates include, for example, pulverized powder (coordination product of zinc ethyl bis-dithiocarbamate and ethyl bisdithiocarbamate citrate), sinister ( Ethyl bisdithiocarbamic acid manganese (manganese) and zinc naproxate (extended ethyl bisdithiocarbamic acid zinc), Yisui (didecyldithiocarbamic acid • zinc), methyl Zinc Napo ([[1-曱-yl-1,2-ethanediyl) bis[thiocarbamoyl]](2-)] zinc homopolymer), free of rot (see [amine-[ extension B Bis(dithioaminopurine)]--(II)-[tetrahydro-1,2,4,7-dithiodiazepine-zocine-3,8-ji sulfonium]polymer) , thiram (dimethyl dithiodithiocarbamate), Weibai (sodium thiodithiocarbamate) and derdi (bis(dimethylthiocarbamic acid) disulfide) And analogs thereof. The -4-(1-propylpentyl)phenyl ester isomer is less than ruthenium, and in another embodiment, the invention is a synergistic mixture comprising: i) an isomeric composition, It comprises a dinitrooctylphenyl ester 1 isomeric φ isomer, wherein the total weight of the isomeric composition is 2,6_double nitrate and 2% by weight

甘宝克利氟苯 σ 26 1379635 18193pif.doc sulindazole, hexaconazole, ezetidine, amide, epoxyzole, cytosine, dextran, pedicure, pingke, thiabium Ling, Poker La, Puckley, propyl mercapto, quinazolyl, benzoxazole, carbazole, dexamethasone, fluoxazole, three tas, two tailong, two spirulina, triflumazole, Cyclosporine. Sit and its analog compounds. In another embodiment, the invention is a synergistic mixture comprising: i) an isomeric composition comprising an isomer of a dinitrooctylphenyl ester, wherein the isomerized combination The 2,6-bis; ε Schottky•propylpentyl)phenyl ester isomer is present in an amount of less than 0.1% by weight, based on the total weight of the material, and i spirocycline. The amount of the isomeric mixture and other bactericides in the synergistic mixture may vary depending on the desired application and the disease to be controlled. In general, the isomeric composition is from 〇.1, more generally from 1, more generally from 5, most generally from 1 〇, usually based on the total weight of the isomeric composition and other bactericides. From 5, more typically from 20, even more typically from 30, most typically from 40, and φ conventionally from 45 wt% to generally 99.9, more generally to 99, even more generally to 95, most generally to 90, usually to 85 More typically, 炱80, even more typically up to 70, most typically up to 6 〇, and conventionally up to 55% by weight. Generally speaking, the at least one other bactericide is from 99.9, more preferably 99, even more generally 95, most generally 90, usually by the total weight of the isomeric composition and other bactericidal agents. 85, more usually, even more usually from 70, most usually from 60, and conventionally from 55 to 〇.1, more generally to 1, even more generally to 5, most generally to 1 〇, usually to 15, and more than 27 1379635 18193pif.doc is present in amounts up to 20, even more typically up to 3, most typically up to 4, and conventional to 45% by weight. In addition, the isomeric compositions and synergistic mixtures may be combined with other insecticides including insecticides, nematicides, acaricides, arthropodicides, bactericides or combinations thereof, such insecticides In the medium selected for use, it is in the same phase as the isomeric composition and does not antagonize the activity of the isomeric composition. Thus, in these examples, other insecticidal compounds are used as supplemental agents for different insecticidal uses. When used in combination with other pesticides, the isomeric composition or synergistic mixture can be formulated with other pesticides, mixed with other pesticides or used in succession with other pesticides. Typical insecticides include, but are not limited to, antibiotic insecticides such as allosamidin and thuringiensin; macrolide insecticides such as Spino 〇sacJ); avermectm insecticides such as abamectin, dommectin, emameciill, acesulfame avermectin (eprinomectin), ivermectin and selamectin; milbemycin insecticides such as lepimectin, mibemectin, Insecticide 茜ΐ milbemycin oxime and moxidectin; Shishen insecticides such as tannic acid J bow, copper acetate, calcium sulphate, lead arsenate, arsenite Potassium and sodium arsenite; plant insecticides, such as anabasine, azadirachtin, d-limonene, smoke test, pyrethhrins, cinerins ), melon chrysanthemum I, fenvalerate II, jasperin (jsm〇lin) j, jasperate Pyrethrum 28 1379635 18193pif.doc I I, pyrethrin II, quassia, rotenone, ryania and sabadilla; Carbamate insecticides such as bendiocarb and carbaryl; aminic acid sulfonamide, such as benfuracarb, plus hydrazine (carb〇furan), butyl plus carbosulfan, decarbofuran and furathiocarb; diamyl phthalate insecticide class dimitan ), dimetilan, hyquincarb, and pirimicarb; glutamate insecticides, such as alanycarb, aldicarb, oxygen Aldoxycarb, butocarboxim, butoxycarboxim, methomy 1, nitrilacarb, oxamy 1 , tazimcarb, Thiocarboxime, thiodicarb and thiofanox; phenyl decyl phthalate Agents, such as allyxycarb, aminocarb, bufencarb, butacarb, carbanolate, cloethocarb, diterpenes Dicersyl, dioxacarb, EMPC, ethiofencarb, fenethacarb, fenobucarb, isoprocarb ), methiocarb, metolcarb, mexacarbate, promacyl, promecarb, propoxur, trimethacarb, XMC and xylylcarb; dinitro-pro-insecticides, such as dinex, dinoprop, 29 1379635 I8I93pif.doc dinosam and DNOC; Agents such as bismuth hexafluoroantimonate, cryolite, sodium fluoride, sodium hexafluoroantimonate and sulfummid; formazan insecticides such as amitraz, chlordimeform , 〇 eta 螨 (f〇rmetanate) and 泮 泮 form (formpamnate); fumigant insecticides, Such as acrylonitrile, disulfide reverse, four gasification slave, chloroform, gasification bitter (chl〇r〇pjcrin), p-dichlorobenzene, 1,2-dichloropropanol, formic acid b g, two , two gas, ethylene, ethylene oxide, hydrogen cyanide, iododecane, decyl bromide, sulfhydryl gas, methylene chloride, #蔡, phosphine, sulfur brewing gas and tetrachloroethane; inorganic insecticide Agents, such as shed sand, calcium polysulfide, copper oleate, mercuric chloride, potassium thiocyanate and sodium thiocyanate; chitin synthesis inhibitors, such as bistriflur〇n, Buprofezin, kefulong (chi〇r^|uazur〇n), cyromazine, fulong (di£|ubenzuron), flucycloxuron, flufenxone Nufen〇xur〇n ), hexaflumuron, lufenur〇n, novaluron, nov*, noviflumuron, penfluron, teflubenzuron And triflumuron; juvenile hormone mimics, such as epofenonane, fen0XyCarb, hydroprene, genopre Ne),methoprene,pyripr0Xyfen and triprene; juvenile hormones such as juvenile hormone I, juvenile hormone and juvenile hormone III; ecdysone stimulating effect Agents such as circummethamine (chr(10) afenozide), chloramphenicol (hai〇fen〇zide), methoxypterin 1379635 18193pif.doc methoxy (methoxyfenozide) and worm (tebufenozide); ecdysones such as Alpha-ecdysone and quercetin; molting inhibitors such as diofenolan; precocenes such as precocious I, precocious II and precocious III; unclassified insect growth regulators , such as dicyclanil; nereitonoxin analog insecticides, such as bensultap, cartap, thiocyclam, and thiosultap Nicotinoid insecticides, such as flonicamid; nitroguanidine insecticides, such as clothianidin, dinotefuran, imidacloprid and. Thiamethoxam; succinyl sulfhydryl insecticides, such as nitnityramine and nithiazine; pyridylmethylamine insecticides, such as acetamiprid ), imidacloprid, enebicide and thiacloprid; organochlorine insecticides such as bromo-DDT, camphechlor, DDT, pp'-DDT, ethyl- DDD, HCH ' γ-HCH, lindane, methoxychlor, pentachlor and dibutyl, pentadiene insecticides, such as aidrin, Bao Mandan Bromocyclen), chlorbicyclen, chlordane, chl〇rdec〇ne, dieldrin, di 35, dilor, end〇sulfan ), endrin, HEOD, heptachlor, HHDN, isobenzan, isodrin, kelevan, and mirex. Organic acid S is more than insecticides, such as bromfenvinfos, 31 1379635 18193pif.doc chlorfenvinphos, Phosphorus (cr〇t〇Xyph〇s), dichlorvos, dicr〇t (〇ph〇s), methyl chlorpyrifos (dimethylvinphos), fus π than vinegar (f〇Spimte), Heptenophos, metocrotophos, mevinphos, monocr〇t〇ph〇s, naled, naftalofos, blessings Miso (ph〇Sphamidon), propaphos, TEPP and tetrachl〇rvinphos; organothiosulphate S for insecticides such as dioxabenziofos and fosmethilan And phenothoate; aliphatic organic thio-disc acid Ss insecticides such as acethion, amiton, cadusafos, chlorethoxyfos , chlormephos, demephioti, thiol chlorpyrifos - 0, methyl chlorpyrifos - S, demeton, dexon - 〇, 灭 松 - S, 灭 松 松 曱 曱 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 Disulfoton), ethion, eth〇pr〇ph〇s, IPSP, isothioate, malathion, mecaprifos, methotrex ( Oxydemeton-methyl), oxydeprofos, Xydisulfoton, phorate, sulfotep, terbufos and thiometon; Indole amine organophosphorothioate insecticides, such as adidithion, cyanth〇ate, dimethoate, el(hoate-methyl), and plum (formothion), mecarbam, omethoate, 32 1379635 18193pif.doc prothoate, sophamide, vamidothion; insecticides with organic thiolates Agents, such as chlorphoxim, phoxim, and phoxim-methyl; heterocyclic organothiolate insecticides, such as azamethiphos , coumaphos, coumithoate, dioxathion, toxic (endothion), menazon, morphothion, phosalone, pyraclofos, pyridaphenthion, and quinothion; benzofuran organothio Phosphate insecticides such as dithicrofos and thicrofos; benzoquinone trithiocyanate insecticides such as azinphos-ethyl and Azinphos-methyl; isoindole organothiowall ester insecticides, such as dialifos and phosmet; iso-wound organothioate Insecticides, such as isoxathion and zolaprofos; π is more specific than organic thiolates, such as chlorprazophos And pyrazophos; pyridinium organothioacrine insecticides, such as chlorpyrifos and chlorpyrifos-methyl; pyrimidine organophosphorothioate insecticides, such as thiosulfur (butathiofos), diazinon, and etoson (etri Mfos), lirimfos, pirimiphos-ethyl, pirimiphos-methyl, primidophos, pyrimimate and butyl c dense. Fixed filling (tebupirimfos); 喧°若琳 has 33 1379635 18193pif.doc machine thiolates insecticides, such as quinalphos and quinalphos-methyl; thiadiazole Organic phosphorothioate insecticides such as athidathion, lythidathion, methidathion and prothidathion; triazole organophosphorothioate insecticides Agents, such as isazofos and triazophos; phenyl organothioate ester insecticides, such as azothoate, bromophos, ethyl drips Bromophos-ethyl, carbophenothion, chlorthiophos, cyanophos, cythioate, dicapthon, dichlofenthion, Etophos, famphur, fenchlorphos, fenitrothion, fensulfothion, fenthion, fenthion-ethyl , fast kill sulfur (heterophos), moth scales (jodfenphos) , mesulfenfos, parathion, parathion-methyl, phenkapton, phosnichlor, profenofos, sulphur Prothiofos, sulprofos, temephos, trichlormetaphos-3 and trifenofos; phosphonate insecticides , such as butonate and trichlorfon; thiophosphonate insecticides, such as mecarphon; phenylethyl thiophosphonate insecticides, Such as fofofos and trichloronat; phenyl phenylthio scales 34 18193pif.doc acid 酉 insecticides, such as cyanofenphos, EPN and leptophos; amine Phosphate insecticides such as crufomate, fenamiph〇s, f0Sthietan, mephosfolan, phosfolan and pirimetaphos Thiophosphonium ester insecticides, such as acephate (acephate), isocarbophos (isoc) Arb〇ph〇s ), isofenphos, methamidophos and propetamphos; diterpene phosphate insecticides such as dimefox, mazidox , propylamine fluoride (mipaf0X) and octaphosphorus (schradan); oxadiazepine insecticides, such as indoxacarb; benzodiazepine insecticides, such as imipenem, Phosmet and tetramethrin; pyrazole insecticides such as acetoprole, ethiprole, fipronil. Compared with flupro (pyraflupr〇ie). Pyriprole, tebufenpyrad, tolfenpyrad, and vaniliprole; pyrethroid ester insecticides, such as acrinathrin, Allethrin, bioallethrin, barthrin, bifenthrin, bioethanomethrin, cyclethrin, cycloprothrin, Cyfluthrin, β-saiconing, cyhalothrin, γ-cylonin, λ-saironin, cypermethrin, α-赛灭宁, β-赛灭宁, Θ-赛灭宁, ζ-赛灭宁, cyphenothrin, deltamethrin, PTFE 35 1379635 18193pif.doc dimefluthrin, dimethrin, alkenyl Empenthrin, fenfluthrin, fenpirithrin, fenpropathrin, fenvalerate, esfenvaierate, 赛赛宁Flucythrinate), fuvaiinate, fuhuali Furethrin, imiprothrin, metofluthrin, permethrin, biopermethrin, transpermethrin, Phenothysone, praiiethrin, profluthrin, pyresrnethrin, resmethrin, bioresmethrin, right Pyramid (cismethrin), tefluthrin, terallethrin, chloramphenicol, tralmethrin and transfluthrin; Pyrethroid ether insecticides such as etofenprox, flufenprox, halfenprox, protrifenbute and silafluofen; pyrimidine amines Agents, such as flufenerim and pyrimidifen; ° ratio of insecticides, such as chlorfenapyr; quaternary acid insecticides, such as spiromesifen ), Spir〇diclofen and snail Spirotetramet; thiourea insecticides such as diafenthiuron; urea insecticides such as flucofuron and sulcofuron; and undivided insecticides Classes such as closantel, crotamiton, 36 1379635 18193pif.doc EXD, fenazaf or fen〇xacrim, fenacene Flubendiamide, hydramethylnon, isoprothiolane, mai〇n〇ben, metaflumizone, metoxadiazone, chaotic ant Nifhiridide), pyridaben, pyridalyl, rafoxanide, triarathene, and triazamate, and any combination thereof. The amount of the isomeric composition or its synergistic mixture and other insecticides in the pesticidal mixture may vary depending on the desired application and the disease to be controlled. Generally, the isomeric composition or synergistic mixture of the present invention will be from 0", more generally from 1, or even more generally, based on the total weight of the isomeric composition or synergistic mixture and other insecticides. From 5, most generally from 1〇, usually from 15, more usually from 20, even more usually from 3〇, most usually from 4〇, and conventionally from 45°°/〇 to 99.9, more generally to 99, or even more Typically, it is present in an amount of up to 95, most typically up to 90, typically up to 85, more typically up to 80, even more typically up to 70, most typically up to 60, and conventionally up to 55% by weight. φ is generally 'when used, based on the total weight of the isomeric composition or synergistic mixture and other killing agents, the other pesticides are from 99.9, more/generally 99, and even more generally 95, most Typically from 90, usually from 85, more typically from 80, even more typically from 70, most commonly from 60, and conventionally from 55 to 0.1, more generally 1, even more generally 5, most generally 1 〇, usually Μ, more usually 20, even more usually 3 〇, most usually 40, and conventional 45 weight |% of the amount exists. Another embodiment of the invention is a method of controlling or preventing fungal attack. 37 1379635 18J93pif.doc This method involves the application of a bactericidal effective application to plants, leaves, fungi or its synergistic mixture, such as in cereals or grape plants. The prevention of the present invention (the efficacious mixture is suitable for the treatment composition or the teratogenicity or retinopathy at the bactericidal content. The same ingredient does not display the agent, the therapeutic agent and/or the eradication agent i, both ^The present compound acts as a protection for agriculture. In particular, horticultural plants of the same age and in particular have a variety of citrus fruits, seedless small fruits, vines that are infected with useful plant crops; , hops and some powdery mildew in some vegetables, and: 竿 1 shell; food, smoke, vinegar, curdew. The isomer composition of the chestnut and red currant to be applied or its synergistic mixing depends on The specific effect desired, the type of fungus to be controlled, = two; = and part of the plant or the isomeric composition to be contacted with the isomeric composition and its synergistic mixture to inhibit the disease in an acceptable amount It is effective when used in plants. #, Directly acceptable to the amount of the school, refers to a certain amount; Second: the plant disease to be controlled 'but not significant toxicity to the plant is 1 to _ PPm (100 One ten thousandth), it is better to have the same differentiation in general The precise concentration of the fungal disease of the composition or synergistic mixture, the type of formulation used, the application of the formula 1 - G, the plant species 38 1379635 18193pif.doc Γ 1〇it and its analogs. The application ratio is usually between 0.10 and 4 pounds per ounce (each square meter 〇〇1., hanging in the circumference. Μ克, g/m2) Van is also surprisingly found that the same effect mixture W of the present invention (4) (4), ^增 [Implementation] 'Maintain beneficial 螨. Μ. Provide these examples to further explain the limitations of this issue. As disclosed herein, unless otherwise stated ==: The percentage of the amount is; A 庵 ^ ^ ^ ΐ ΐ ΐ ? ? ? 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 2 Degree is 65-72. (: range., · In a separate container, stir 35% water of sodium nitrate (553 2 gm) and heat to the wrist. Then the reaction mixture is added dropwise to the reaction mixture for 3 hours. In the sodium solution, while maintaining the temperature, the mixture was allowed to mix for a while, and then cooled to starvation. The mixture was allowed to stand and the aqueous layer was separated. The organic layer was washed twice with methanol containing water, and then dried under vacuum to leave 252 gm of an orange oil in the form of 2,4-dinitro- 6-〇-methylheptyl)phenol product. 1M1 hexylheptyl) jasmine 39 1379635 18193pif.doc 2,4-Bisoshiroki o-methylheptyl) (98 5% purity gm) was dissolved in heptane (225 gm). After 4 〇 U52 2:amine i140·8 gm), while maintaining the temperature of the mixture below the feed = 5 minutes. Then add the croton gn〇’ by the clock and keep the temperature below ah, ^ minutes and the cold thief. (iv) Mix the mixture with a mixture of methanol and aqueous hydroxyxanthine at a temperature of 20 Torr. Wash with water and methanol, and then rinse with dilute hydrochloric acid. The organic layer ^ 70 C was stripped under vacuum to remove the heptane and leave the acid, 2,4 · bisnitro·6·(1_methylheptyl)phenyl ester as an orange/brown oil. (282 6 gm). Normal phase liquid chromatography was used for analysis using the following HPLC conditions '. column temperature 40 ° C flow volume 1 ml / min wavelength 235 nm injection volume 10 μl HPLC Milton Roy column 250 x 4.6 mm, Loaded with 7 μL ICHROSORB SI 60 (Merck) 4 Test: Detector Milton Roy SM 4000 Integration System Shimadzu Mega2 Sample Solution: 0.45-0.50 g crotonic acid 2,4-dinitro-6-0 methyl Kangji A phenyl ester sample and 0.09-0.11 g acetophenone were placed in a vial. Add hex (2 〇 ml)' The vial was capped and ultrasonically degraded for 2 minutes. The solution (1) 1379635 18193 pif.doc was transferred into a vial and 20 ml of hexane was added, and the vial was capped and shaken to produce a sample solution. Standard solution: Place 0.48-0.52 g KarathaneTM working standard with 0.09-0.11 g acetophenone (I.S.) in a vial. Hexane (20 ml) was added and the vial was capped and sonicated for 2 minutes. The solution (1 ml) was transferred to a vial and 20 ml of hexane was added and the vial was capped and shaken to produce a standard solution. Ten microliters of the standard solution was injected into the HPLC to obtain a chromatogram. Similarly, 10 μl of the sample solution was injected into HPLC to obtain a layer map. Compare the chromatograms. To calculate the sensory factor and component content, the peaks were grouped into: Internal Standard (IS) = Acetophenone Working Standard = KarathaneTM Test Sample = Evaluation of Isomerized Sample Set 1: 2,4-Dinitro- 6-octyl group area group 2: crotonic acid 2,4-bis-succi-6-octylbenzene from the sum of the area of the group 3: crotonic acid 2,6-dinitro-4-octylphenyl ester Area sum RF = IS peak area X working standard weight X (percentage of the working standard group), group area xl.S. weight X100 Calculate the RF factor of each group. Content (%) = group peak surface essence XI. S. weight XRFX100 I.S. Peak area X test sample weight The percentage of each group was calculated using an appropriate RF factor. 41 1379635 18193pif.doc For group 3, if there is no peak associated with group 3, the content is 〇. Then, by comparing the correlation peaks in the group, the isomeric percentage of Group 2 is determined to mean that 2,4-dinitro-6-(1-indolylheptyl)phenyl crotonate is /98 5% and Croton The acid 2,4-bisnitro-6-(1-ethylhexyl)phenyl ester was 1.2%. The product of this normal phase liquid chromatography method was analyzed as follows: Croton 1 2,4-dinitro-6-(1-methylheptyl) </RTI> ester: croton 2,4-dinitroethylhexyl Phenyl ester: 丨. 2% 2,4_ bisnitro-6-(1-decylheptyl) phenol: 0.3% • Example 2 years old 3 single stomach "analysis t" using the internal standard = Split-to-phase effect rate AS analysis will weigh about 1 g stupid _j into 5 〇〇 as accurate to O.lmu with hexane = medium, the weight I record • prepare (four) 泫 ^ ^ fill the bottle to the volume By weighing about 5〇me p, benzene vinegar (DNOP) standard weighing: 4·Shuangshi Xiaoji.Η1·methylheptyl) ml acetophenone internal standard solution to 2, ^ and using a quantitative pipette Add 2 〇ml aliquots to 5, such as hexanes, to prepare calibration solution #1. 1 by using crotonic acid 2,6_ double nitrate 2,4- bisphedochyl·6-(ι , propyl penta vinegar, Ba ^ ^ 曰 ® 丙基 (propyl amyl isomer 42 1379635 I8I93pif. doc body), crotonic acid 2,4- bis nitro _6 _ (〗 _ ethyl hexyl. Fantasy and 2,4-dinitro-o-methyl; base) = hexyl in the same flask and added with wire to prepare the calibration; 15 = aliquot added to contain 2 〇mi B _ :: burning portion of the small [mu]. This wire i ml of sample was added to 5 mi hexyl

, weigh about 1 () mg white powder (12 kinds of isomeric into ' 5.3 = purity) into a vial and add two Γι and other fresh (4) fresh noodles #3 using a quantitative pipette. A 1 ml # knife sample of the transfer solution was added to 5 ml of hexane. Calibration procedure: - Inject the calibration solution before, during and after the sample using the following conditions: ΐ Column ’ Lichrosorb SI-60 5μηι; 250 mm&gt;&lt;4.6 ram

Autosampler: Alcott 728 Chestnut: Varian 9012 Injection · 10 pL Valuation: Applied Biosystems 757 Column Temperature: 3〇t Column Supply: Phenomenex Feeding System: PE/Nelson Access*Chrom Mobile Phase: 720 ml Alkane / 280 ml dichlorodecane / 1 ml polar mixture (85 ml di-methane / 10 mi acetic acid / 5 ml ethanol) Approximate residence time: 43 1379635 18193pif.doc 2.4- Dinitro-6-(1-propyl Pentyl)phenol 5.79 min 2.4-bisnitro-6-(1-ethylhexyl)phenol 5.90 min 2.4-dinitro-6-(1-indolylheptyl)phenol 6.13 min unknown peak 6.42 min cis croton Acid 2,6-bis-Shishyl-4-(1-propylindenyl)benzene from 7.49 minutes cis-and-acid 2,6-bis-Shishyl-4-(1-ethylhexyl)benzene from 7.92 minutes 2,6-Dinitro-4-(1-decylheptyl)phenyl crotonate 8.15 min Trans-crotonic acid 2,6-dinitro-4-(1-propylpentyl)phenyl ester 9.70 Minute trans-p-acid 2,6-bis-decyl-4-(1-ethylhexyl)benzene from 10.40 min trans-crotonic acid 2,6-dinitro-4-(1-methylheptyl) Phenyl ester 10.89 min cis-crotonic acid 2,4-dinitro-6-(dipropylpentyl)phenyl ester 11.30 min cis-and-acid 2,4-dinitro -6-(1-ethylhexyl)benzene S. 11.53 min cis-crotonic acid 2,4-bisnitro-6-(1-methylheptyl)phenyl ester 12.04 min trans-crotonic acid 2,4-double Nitro-6-(1-propylpentyl)phenyl ester 15.50 min trans-crotonic acid 2,4-dinitro-6-(1-ethylhexyl) strepto ester 16.00 min trans-crotonic acid 2,4- Dinitro-6-(1-methylheptyl)phenyl ester 16.98 min 44 1379635 18193 pif.doc Acetophenone (ISTD) 31-82 min The induction factor for each was calculated as previously described. The average of the sensing factors is used for calibration. Preparation of Analytical Samples: Approximately 50 mg (± 10 mg) of Examples 2 and 3 prepared according to Example 1 were weighed in duplicate and recorded to the nearest 0.1 mg in separate vials. 20 ml of the internal standard solution of acetophenone was added to each vial using a metering pipette. A 1 ml aliquot of the resulting solution was added to 5 ml of hexane. Samples were analyzed using the same conditions as the standards. The weight percent analysis of Examples 2 and # is listed in Table I.

Table I

Component Example 2 (% by weight) Example 3 (% by weight) 2,4-dinitro-6-(1-indolylheptyl) crotonate 97.9 98.0 2,4-dinitro-6-(1 -propylpentyl)phenol ND ND 2,4-bisnitro-6-(1-ethylhexyl)phenol ND ND 2,4-dinitro-6-(1-decylheptyl)phenol 0.23 0.35 6.4 min day unknown 0.02 0.03 cis-crotonic acid 2,6-dinitro-4-(1-propylpentyl)phenyl ester ND ND cis-crotonic acid 2,6-dinitro-4-(1- Ethylhexyl)phenyl ester ND ND cis-crotonic acid 2,6-dinitro-4-(1-methylheptyl)phenyl ester ND ND trans-crotonic acid 2,6-dinitro-4-(1 -propylpentyl)phenyl ester 0.07 0.03 trans-crotonic acid 2,6-dinitro-4-(1-ethylhexyl)phenyl ester 0.03 0.007 trans crotonic acid 2,6-dinitro-4-( 1-decylheptyl)phenyl ester ND ND cis-crotonic acid 2,4-dinitro-6-(1-propylpentyl)phenyl ester ND ND cis-crotonic acid 2,4-dinitro-6 -(1-ethylhexyl)phenyl ester ND ND trans-crotonic acid 2,4-dinitro-6-(1-propylpentyl)phenyl ester ND ND trans crotonic acid 2,4-dinitro- 6-(1-ethylhexyl)phenyl ester (LC) 1.4 1.3 Other 1.45 1.283 Mass balance (% by weight) 101.1 101.0 45 1379635 18193pif.doc Not detected (nd) Predicted limit (LOD) = 0.02% Test: The bactericidal efficacy of the composition of Example 1 for 9 diseases by phytopathogenic fungi was evaluated in the righteous (Table II). The plant cultivars used in this study were UgniBlane (grape), -* (sea bream), HH88 (beet), M_9 (rice) and Yuma (wheat). Broad-leaved plants and rice are grown in a soilless pottery-based pot mix (Metromix) and are small. Wheat is grown in a 50/50 mixture of mineral soil and Metromix. Wheat is grown at a temperature of 2 ° C and all other plants are grown at 25 t:. The apple seeds were soaked in water, incubated in a 2 〇〇 PPm benlate solution for a short time and washed again with water. Place the damp seeds at 7. (:(45T) Store in a closed container and wash once a week with water until the radicle is exposed 3 mm (about 3 days). Then plant the seeds and usually grow into 3-6 tablets after 3 weeks. Seedlings of leaves. High volume application studies. 1 〇〇, 50, 25 and 12.5 ppm of the composition of Example 1 was applied to seedlings using a high volume spray application. The composition was formulated in water and serially diluted and then The volume was reached by the addition of an aqueous solution. The plant was sprayed with 15 ml of solution on a rotating atomizer with two opposing 4 JAUPM air atomizing nozzles at a pressure of 138 kPa until it flowed out. The volume of the spray solution was approximately 4000 L/ha. On the first day after the application of the composition of Example 1, the plant was inoculated with the pathogen 46 1379635 18193 pif.doc (compensation test), with a relative humidity of 1% The dew is 6 neutral hours and then moved to the appropriate environment for disease performance. Month 24 continued. For each pathogen/combination, the percentage of plant disease incidence was 7-14 days after the planting of the same test, and the percentage of the rate of acceptance was measured. The results are shown in Tables m and IV. Ten average disease control pathogen reproduction and host inoculation. On the first day after the application of the composition of Example 1, 4-5 days before the application of Example 6-7 (&gt; physiotherapy test), and the phytotoxicity of various pathogens were used. . For all wheat trials f will be planted ι: Π _ 1 JS, applied in the scent &amp; 1.2, the second leaf is expanded, \n ( -h ^ -7 ^ , t A domain: the final size 1/2 (on the 12th day after the seeding is watered once). Application combination === Long-term information and information on breeding and connection with each pathogen are given below. _ . But Du----___ /m 王i植物&gt;ΐί疏乞生物·^ Wheat white powder (Ervsiphe gram ink wheat leaf rust pathogen wheat powdery mildew

ERYSGT wheat leaf rust

Apple scab-i ruccmia recondita VVenturia inaennali^^ VENTIN 1 m Powdery grape stalk silk shell (ΤΤΐΊΓ·ιηπ1ο + 1 UNCINE Cucumber powdery mildew--^uiiv^iimia iiccd,i(ji )__ Ervsiohe cichoracearum ERYSCI 々曰β WJ, y 不 J·田工 m辰货r 纳木~M, / 夕, plant and wheat seedlings infected with the fresh spore of the obligate pathogen ERYSgt. Plants sprinkled with ERYSGT spores in the greenhouse at 221 under 47 1379635 18193 pif.doc months until the disease symptoms have fully developed (usually 7 days). ERYSCI: |^ in yellow; Fresh spores of the sexual pathogen sma. The dragon spray until the flow ^ will be in the greenhouse at 22tmf until the disease exhibition (usually 10 days). PUCCRT. Self-receiving plants with vacuum equipment, spores of CRT and stored_下w. 】 fresh run ^ = sub-4C less than 3〇 days;) mixed with a few drops of ^ (10) 2 。. Dilute the scorpion paste to 100 ml with water and spray on the wheat seed seedlings until Shanghai. Will be PUCCRT Inoculated plant silk in machine dew = then transferred to the growth chamber 'The symptoms are developed within 8_9 且 and PYRIOR: under white light at 24. 〇 Growth 1 (M2 days of pDA produces inoculum. The mycelium is scraped off in water, chopped in the blender and thin Several layers of cotton cloth. Adjust the spore concentrate to 5 〇, 〇〇〇/ml and then add 3 large drops of Tween 2 体积 in a volume of 100 mi. Spray the 12-day-old rice plant with a spore aqueous suspension (second piece) The leaves are fully expanded) until they are shed, placed in a 24 C dew chamber for 24 hours and then transferred to a 24 ° c growth chamber until the disease symptoms have fully developed (7 days). VENTIN: Conidia are used for inoculation, Previously, the infected leaves were washed in tap water and then collected at 4 〇〇, 〇〇〇 spores/ml concentration (up to 6 months ago). The seedlings are sprayed until the effluent '纟2 (the rc dew chamber is incubated for 24 hours and then moved to 18. (: in the growth chamber until the disease symptoms develop). Because the older leaves become highly resistant to infection by this pathogen, Only the severity of the disease in the youngest leaves of two 48 1379635 18193pif.doc tablets was assessed at the time of vaccination. INE: By swaying on the grape plants that have been pruned to maintain the age of the week, the stalks of the 6-sex pathogens of the sputum are affected by this specialization. Spore antagonists were grown in SC, until the disease = straight % table m. High volume screening in 3 plant-sex

Pathogen - ERYSCI PUCCRT PYRIOR ratio ^ 2 £ m) Avoid 2 〇〇 ~ 200 - percentage of disease control 氺 umbrella 氺 * is 0-49 percentage of disease control * * is 50-79 percentage of disease control *** 80-100 disease Percentage of Control Table IV. Disease Control Percentage Substance Ratio ERYSGT PUCCRT UNCINE VENTIN _Example 1 100 氺氺氺氺水氺_Example 1 50 *** 氺氺氺氺_Example 1 25 NT 氺氺氺氺氺氺_Instance 1 12.5 NT 氺氺本氺氺氺亚托敏.Fenremo 25 NT ----- NT *氺氺NT 25 NT NT NT 氺氺氺Untreated 氺氺---- 氺氺* *0-49 disease Control percentage** is 50-79 disease control percentage *** is 80-100 disease control percentage

NT is untested. 49 1379635 18193pif.doc The combination of Example 1 and the specified bactericide shows synergistic activity against pathogenic phy s. As long as the effect of the combination of active ingredients is greater than the sum of the effects of the individual components, there is a synergistic effect. ^ In the specific combination of heterogeneous components, the side of the Ε Ε follows the so-called Υ &lt; and can be calculated as follows (COLBY, SR·,, Calculating synerg^t^ and antagonistic responses of herbicide combmatl0n”. Weeds, Vol. 15, No. 2 〇22 pages; i967). Ratio X == When using P PPm active ingredient, the percentage of action of active ingredient 1 Y = use of 〇Ρΐ η active ingredient, the role of active ingredient 11 according to Co] by 'use p +q ah active ingredient 1+11 is added as expected Ε = Χ + Υ - (χ * γ) / 100. Then use (9) is greater than the desired effect (8), shell J, and the role of the mouth is super Additional, meaning that the action can also be made _ WAD· ^ ° CEPPO .Bulletin 16, 1986, 651-657) Example 4 Example 1 and Meng Mengke synergistic combination. Combination against small (10) _ (pua: RT) 1st Protection 丨 Greenhouse Research. Following Du 50 1379635 18193pif.doc Table v. Mixed mate ratio (ppm) Example 1 (ppm) Observation Control Percentage Expected Control Percentage SF Colby Example 1 No 75.00 68.63 Example 1 50.00 33.33 Example 1 25.00 11.76 Example 1 None 12.50 0.00 Mn powder 200.00 benefit 88.24 Mn powder 100.00 No 58.82 Meng powder gram 50.00 No 5.88 Meng powder gram 25.00 Yi. 0.00 Mn powder 100.00 12.50 82.35 58.82 1.40 I Meng powder gram 50.00 12.50 52.94 5.88 9.00 Meng powder gram 25.00 12.50 25.49 0.00 25.49 Meng powder gram 100.00 25.00 86.27 63.67 1.36 In Mengfenke 50.00 25.00 80.39 16.96 4.74 Mengfenke 25.00 25.00 33.33 11.76 2.83 In Mengfenke 100,00 50.00 97.65 72.55 1.35 in Mengfenke 50.00 50.00 86.67 37.25 2.33 Mengfenke 25.00 50.00 76.47 33.33 2.29 Manganese Powder 100.00 75.00 97.25 87.08 1.12 Manganese powder gram 50.00 75.00 94.12 70.47 1.34 Manganese powder gram 25.00 75.00 76.47 68.63 1.11 The ratio of manganese powder in the range of 8:1 to 3:1 and the combination of example 1 shows synergistic activity. Example 5. A synergistic combination of Example 1 and McKenna. 1379635 18193pif.doc Combination protectant activity against wheat leaf rust (PUCCRT). 1 day protective agent greenhouse research.

Table VI Mixed Partner Ratio (ppm) Example 1 (ppm) Observation Control Percentage Expected Control Percentage SF Colby Example 1 No 75.00 68.63 Example 1 No 50.00 33.33 Example 1 No 25.00 11.76 Example 1 12.50 0.00 McNeill 18.75 No 84.31 Mikeny 12.50 No 74.51 Mikeny 6.25 No 27.45 McKee 3.13 No 0.00 McKinney 12.50 12.50 72.55 74.51 0.97 Mikeny 6.25 12.50 56.86 27.45 2.07 Mikeny 3.13 12.50 11.76 0.00 11.76 Mikeny 12.50 25.00 84.31 77.51 1.09 Mikeny 6.25 25.00 70.59 35.99 1.96 Mikeny 3.13 25.00 45.10 11.76 3.83 McKeeney 12.50 50.00 98.04 83.01 1.18 McNea 6.25 50.00 96.47 51.63 1.87 McNea 3.13 50.00 92.94 33.33 2.79 McNea 6.25 75.00 92.94 77.24 1.20 McNea 3.13 75.00 84.31 68.63 1.23 Synergistic activity against the inhibition of alcohol biosynthesis; C14 - Dethiolase inhibition (Class I SBI), an illustrative example of Micron. The efficacy of the combination of McAfee and Example 1 in the range of 1:24 to 1:4 showed synergistic activity. Example 6. Synergistic combination of Example 1 with spirocyclam. The therapeutic activity against the powdery mildew of wheat (ERYSGT.) is combined. .. 52 1379635 18193pif.doc

2-day therapeutic agent greenhouse study. Table VII Mixed mate ratio (ppm) Example l (ppm) Observation Control Percentage Expected Control Percentage SF Colby Example 1 None 75.00 23.00 spirulina 12.50 none 15.00 spirulina 12.50 75.00 65.00 34.75 1.88

Confirmation of synergistic activity against sterol biosynthesis inhibition; D14 reductase and D8 isomerase (SBI class II) in sterol biosynthesis, an illustrative example of spiroxylamine. The efficacy of a 1:4 ratio of spirocycline to the combination of Example 1 showed synergistic activity. Example 7. A synergistic combination of Example 1 with Atramine. The therapeutic activity against the powdery mildew of wheat (ERYSGT) is combined.

2-day therapeutic agent greenhouse study. Table VIII. Mixed Partner Ratio (ppm) Example 1 (ppm) Observation Control Percentage Expected Control Percentage SF Colby Example 1 No 75.00 23.00 Atomin 6.25 No 13.00 Atomin 12.50 No 15.00 Atomin 25 No 15 Atomin 75 None 52 Atomic 100 No 79 Atomin 6.25 75 42 33.41 1.27 Atomin 12.50 75 54 34.91 1.54 Atomin 25 75 73 34.91 2.09 Atomin 75 75 97 63.02 1.54 Atomin 100 75 98 83.77 1.17 53 1379635 18193pif .doc acts as a synergistic agent for the fungicide of Respiratory Inhibitor of Complex III; cytochrome bcl at the Qo site. (Qol fungicide); illustrative example of atorine. The efficacy of the combination of atramine and Example 1 in the range of 1:12 to 4:3 showed synergistic activity. [Simple diagram description] None [Main component symbol description] None

54

Claims (1)

1379635 18193.pifl Announcement This is the revision of the Chinese patent line No. 9413M87. This month, the revised liIDd month 20th, the scope of the patent application: 1. An isomeric composition containing 2 4_dinitro·6· Methylheptyl)phenyl ester, 2,4-dinitro«1-ethylhexyl)phenyl ester, 2,4-dinitro-6-(1-propylpentyl) vinegar, 2, Dinitro·4·(1methylheptyl)benzene vinegar, ice bis-decyl _4_(1_ethylhexyl)benzene and hydrazine dinitro-propyl propylpentyl) phenyl ester, of which The 2,6 bisnitro-4-(1-propylpentyl) broth ester is present in an amount less than 〇1% by weight, based on the total weight of the isomerized composition. 2. The isomeric composition of claim i, wherein the isomeric composition comprises 〇" to 99.9% by weight, based on the total weight of the isomeric conjugate. K-dinitro-(1-fluorenylheptyl)benzene vinegar, 〇1 to 99=% by weight of 2,4-bisnitro-6-(1-ethylhexyl)phenyl ester, 〇" to 99 9 2,4-bisnitro-6-(1-propylpentyl)phenyl ester, 〇j to 99 9 by weight of 2,6 bisnitro-4-(1-methylheptyl)benzene 〇1 to 999% by weight of 2,6-bisnitro-4-(1-ethylhexyl)phenyl ester and less than 〇1% by weight of 2,6_ bisphedoyl_4_(1-propylpentyl) Phenyl ester. 3. The isomeric composition of claim 1, wherein the isomeric composition comprises at least 2% by weight of 2,4_double, based on the total weight of the isomeric composition. Nitro-6 ketomethylheptyl) benzene vinegar, less than 3% by weight of 2,4-dinitro-6 hexylethylhexyl) benzene vinegar as 2,6-dinitro-o-propylpentyl) Benzene vinegar. .. 4. If you apply for the patent scope! The isomeric composition of the item, wherein each of the isomeric compositions in a is a crotonate. /, 5· - (4) Composition 'Applicable to protect plants from phytopathogenic organisms and/or 剌 治 (4) Phytopathogenic organisms 55 1379635 18193.pifl No. 94135487 Chinese patent scope without The line corrects the plant, the acaricidal composition comprising I) an isomeric composition as described in the scope of claim 1, and n) a phytologically acceptable carrier material. 6. For the bactericidal composition according to item 5 of the patent application, The isomeric composition comprises from 1 to 99.9 weights based on the total of 4 parts of the isomeric composition. /. 2,4-Dinitro-o-indenylheptyl) stupid, 01 to 99.9 reset % 2,4-Bistishi Xiaoji-6-(1-ethylhexyl) stupid, 〇1 to 9 weight 2,4-bisnitro-6-(1·propylpentyl) vinegar, hydrazine] to 99 9% by weight of 2,6-dinitro-4-(1-indolylheptyl)phenyl ester , 〇丨 to 99% by weight of 2,6-bistriyl-4-(1-ethylhexyl)benzene vinegar and less than 〇丄2 bisnitro-4-(1-propylpentyl)phenyl ester. 7. The bactericidal composition according to claim 5, wherein the smectic composition comprises at least 95% by weight of 2,4_double in a total of 4 parts of the isomeric composition. Nitro-o-methylheptyl)benzene vinegar, 2,4 bisnitro-6-(1-ethylhexyl)benzene g of less than 3 cc / hydrazine, and 2,6-dinitro- 4-(1-propylpentyl)phenyl ester. 8. If the bactericidal composition described in claim 5 is applied, Amendment date: January 20, 20, 2, each ester of the isomeric composition is crotonate. 9. The synergistic bactericidal composition comprises the isomeric composition as described in the scope of the patent application and at least one other bactericide. 10. The synergy as described in claim 9 The bactericidal composition, wherein the at least one other _ is selected from the Qol bactericide. 11. The bactericidal bactericidal composition according to Item 9 of the above, wherein the at least one other (four) is selected from the hobby County umbrellas. 12. Synergistic bactericidal composition as described in claim 9 of the patent scope, 56 1379635 18193.pifl is the state of the 35487 胄 Chinese patent range without a slash correction. Amendment date: 2〇12知一月(2) wherein the at least one other (four) is selected from the group consisting of the porphyrin organism as described in claim 9 of the patent application scope. The at least one other bactericide is selected from the group consisting of benzene caps, M. For example, the synergistic sterilization group described in the above-mentioned Patent Model (4) 9 wherein the at least one other fungicide is a fast nofen. σ, Lizhong $· to Lifan (4) 9 of the synergistic bactericidal composition, ', : ^ species / The bactericide is selected from the group consisting of dithiocarbamate salts. The composition comprises, as claimed in the patent scope 2, the isomeric composition of the plant, and at least _ other fungicides. +7 Ί 增 增 增 ' ' ' ' 专利 专利 专利 专利 专利 专利 专利Composition and at least one other bactericide. The synergistic composition of the invention comprises a composition, such as a towel, a singular composition, and at least one other bactericide. A method for attacking, comprising applying the synergistic bactericidal composition described in the above-mentioned item 1 to the plant, 棠/where Or breed where to be prevented. The method of hitting is as follows: the total weight of the isoform composition of the control fungal attack isomeric combination described in claim 19 (4), the same score 21 &amp;&gt; 4-(1-propylpentyl)phenyl ester. A method for controlling or preventing fungal attack according to claim 19, wherein each ester of the isomeric composition is crotonic acid 57 1379635 18193.pifl is the Chinese patent scope of No. 94135487 Line revision date of this revision: January 20, 2012 58