Name | diflufenican |
Synonyms | dff kwarc Couger JAVELIN FENICAN PELICAN(TM) diflufenical diflufenican DIFLUFENICAN PESTANAL, 100 MG 2,4-DIFLUORO-2-(A, A, A-TRIFLUORO-M-TOLYLOXY)-NICOTINANILIDE N-(2,4-difluorophenyl)-2-[3-(trifluoromethyl)phenoxy]-3-pyridinecarboxamide N-(2,4-difluorophenyl)-2-[3-(trifluoromethyl)phenoxy]pyridine-3-carboxamide n-(2,4-difluorophenyl)-2-(3-(trifluoromethyl)phenoxy)-3-pyridinecarboxamide |
CAS | 83164-33-4 |
InChI | InChI=1/C19H11F5N2O2/c20-12-6-7-16(15(21)10-12)26-17(27)14-5-2-8-25-18(14)28-13-4-1-3-11(9-13)19(22,23)24/h1-10H,(H,26,27) |
InChIKey | WYEHFWKAOXOVJD-UHFFFAOYSA-N |
Molecular Formula | C19H11F5N2O2 |
Molar Mass | 394.29 |
Density | 1.4301 (estimate) |
Melting Point | 110°C |
Boling Point | 376.2±42.0 °C(Predicted) |
Flash Point | 181.3°C |
Solubility | Acetone (Slightly), Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly), |
Vapor Presure | 7.39E-06mmHg at 25°C |
Appearance | neat |
Color | Off-White |
Merck | 14,3144 |
BRN | 4212494 |
pKa | 9.03±0.70(Predicted) |
Storage Condition | Inert atmosphere,Room Temperature |
Refractive Index | 1.573 |
Physical and Chemical Properties | Pure white crystals, no smell. m. P. 162.5 °c, vapor pressure 7.07 x 10-5Pa (30 °c). Solubility: acetone 100g/L, dimethylformamide 100g/L, xylene 20g/L, cyclohexane 10g/L, water 0.05mg/L. In air, below the melting point of stability, weak acid, weak base stability. |
Use | Belongs to the carotenoid biosynthesis inhibitor, is a broad-spectrum selective herbicide |
Risk Codes | 52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | 61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
UN IDs | UN3077(solid); UN3082(liquid) |
WGK Germany | 2 |
RTECS | US4589800 |
Toxicity | LD50 in mice, rats (mg/kg): >1000, >2000 orally; in rats (mg/kg): >2000 dermally (Cramp) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
amide herbicide | , application before and after the emergence of weeds can form a leached soil layer on the soil surface and remain active throughout the growth period of the crop. When the weeds germinate through the bud or root of the medicated soil layer, the agent can be absorbed, and the effect of the inhibition of carotenoid biosynthesis is inhibited, and the carotenoid content in the weed plants that absorb the agent is decreased, which leads to the destruction of chlorophyll and the rupture of the cell membrane, the weeds showed that the buds were decolorized or white, and finally the whole plant was wilted and died. The speed of death is related to the intensity of light, light intensity is fast, light is weak is slow. Stability: DT5016 ~ 20 weeks in soil. Preparation Method: condensation of 2-chloro-3-pyridinecarboxylic acid with 3-trifluoromethylphenol: obtain 2-(3-trifluoromethylphenoxy)-3-pyridinecarboxylic acid, and then with 2,4-difluoroaniline and thionyl chloride reaction, namely, the preparation of pyrifloxamine. |
applicable crops | (1) grain: it is safe for the growth of wheat to apply the early application of the pre and post bud of winter wheat. If used before Bud, barley and rye are slightly sensitive, but in case of continuous heavy rain, especially in the bud period, it can cause temporary decolorization of crop leaves, but it can be recovered. Winter wheat is safer than spring wheat. It is safer for pre-application after Bud than pre-application on spring sowing grain. (2) rice: the application of transplanting rice field sometimes temporarily lost green. In the direct-seeding paddy field application, the seed should be covered closely before use, to avoid contact with the seed. (3) some leguminous crops: such as white lentils and spring-sown peas. (4) carrot: safe application in carrot field. (5) sunflower: 100g per hectare (effective amount) is safe to sunflower. |
herbicidal activity | The best herbicidal effect can be obtained by early application of the agent before and after the emergence of weeds, the control effect decreased with the increase of weed leaf age, but the pig was most sensitive to the 1~2 branch. Under normal circumstances, the effect can be maintained until the spring weed germination period when applied before the autumn bud. But if the bud before the rain, the best delay to the bud after the early application, to ensure the best effect. If mixed with some stem and leaf herbicides, the herbicidal activity can be improved and the efficacy period can be prolonged. Rice field under the condition of water retention can better control Humulus, duck tongue grass, Alisma orientalis and so on. Pre-Bud treatment, sensitive weeds have Kentucky bluegrass; Moderately sensitive weeds have ratcheting, Martens, Humulus, cattle gluten, Lolium multiflorum, dog-tail grass, Hypericum; Resistant weeds are: Wild Oat, bromose, commelina and Arabic sorghum. The dicotyledonous weeds that are sensitive to pyrifluramine are: amaranth, Portulaca oleracea, Portulaca oleracea, sea green, chamomile, golden fish grass, camphora grass, mustard, rapeseed (Brassica napus L.), mustard (mustard), ear-roll, hard-bone ear-roll, renal mustard, Datura stramonium, mash, ferret flower, moringa, geranium, epigallocta, Baocai grass, wild sesame, Sesame, narrow-leaf chicory, chrysanthemum, misremember-not-grass, ecchum, Polygonum cuspidatum, Polygonum cuspidatum, Polygonum verum, Portulaca oleracea L., field ranunculus, pig hair grass, Huang Min flower, wild European white mustard, garlic chestnut, solanum nigrum, chrysanthemum dipsacum Dipsacus, plantain, field spring onion, streaks, Tagetes erecta, cymbidium, nettle, Valerian, bornna, Vigna of ivy leaf, bornna of Persia, Viola. Moderately sensitive: hemp, ragweed, atriplex, cornflower, Grifola frondosa, emblica, Emilia sonchifolia, scarlet, pig Ampelopsis, majiagong, torreya rubra, torreya, Herba Polygonum, radish, wild, Rumex, senecio, Tian Qing, wild pea. The resistant weeds are: pseudopoisonous parsley, red thistle, esculenta, Bidens pilosa, eupatorium, sorrel, needle celery, Thistle, Xanthium sibiricum. |
method of use | (1) weed control in winter wheat field: the herbicide spectrum of pyrifluramine is wide, which can control most of the broad-leaved weeds; the suitable period of application is longer, which can be applied from the sowing date to the early winter; The efficacy period in the soil is longer, which can take into account the later germination of the pig, the Borna, Viola, etc, and the delayed germination of weeds such as Polygonum in spring; The efficacy is stable and is not affected by climate conditions. Application period: Early use before or after Bud, safe for winter wheat, but continuous heavy rain, especially in the bud period, can cause temporary decolorization of crop leaves, but it can recover quickly, and the resistance of wheat is stronger than that of barley and rye. The drug was not registered for use in oat fields. The drug resistance of spring wheat was worse than that of winter wheat, and the safety of early application after Bud was improved. The drug should be used only before the bud, and the land should be carefully leveled. After sowing, the seed should be covered tightly, and then the drug should be applied. (2) mixed use. It can be used in combination with herbicides for controlling grass weeds, Suitable for use with the mixture of herbicides are: Isoproturon, according to the control object needs to determine the mixing ratio, has developed several mixture formula, it was mixed with Gramineae weeds when the amount of occurrence was moderate. Green Malone had good effect and high safety. (3) dosage. In general, 125 ~ 150g per hectare (active ingredient) is appropriate, if the control of the pig, the dosage of 180 ~ 250g per hectare (active ingredient). |
degradation in soil | pyrrolidine can be adsorbed by various types of soil and has poor mobility. Winter rainfall does not reduce its activity. Under the condition of normal temperature (20~22 ℃) and oxygen supply, its half-life is between 15 and 50 weeks, and the length of time depends on soil type and soil organic matter content: in Clay loam (organic matter 2.9%) and Sandy Loam (organic matter 3.6%) Half-Life were 24 weeks and 42 weeks. The degradation rate increased with the increase of temperature and soil moisture, but when the field water content was above 60%, the humidity did not affect the degradation rate. Under water-holding and anaerobic conditions, the half-life will be longer than 1 year. Residue: no residue of piflonochlor in harvested barley and wheat was detected by gas chromatography (detection limit 0.05mg/kg). |
toxicity | Acute oral LD50 rat> 2000mg/kg, mouse> 1000mg/kg, rabbit> 5000mg/kg, dog> 5000mg/kg; Rat acute percutaneous LD50>2000mg/kg; Rat acute inhalation LC50>2.34mg/L (4H). There was no irritation to rabbit skin and eyes. Rats fed for 2 weeks Test No effect dose of 1600mg/kg. There was no teratogenic and mutagenic effect in animal test. |
Use | this medicine has the following characteristics: broad spectrum of killing grass; Can control malignant weeds; Long period of efficacy in soil; stable efficacy; Can be mixed with other herbicides. After the application of the pesticide, a layer of soil layer resistant to leaching is formed on the soil surface, and the active layer is maintained during the whole growth period of the crop. When the weeds germinate through this soil layer, they contact and absorb the pesticide, if the root of the weed is exposed to the soil layer, it can also be absorbed. The effect of the agent depends on whether the agent can evenly cover the surface. After the germination of the weed seeds on the soil surface or in close proximity to the soil surface, the agent is absorbed through the two pathways of the bud and the root system. When the agent is delivered upwards, the sprouts are decolorized or albinated, and finally the whole plant is wilted and killed. The agent seriously inhibits the biosynthesis of carotenoids, causing decolorization of plants and indirectly destroying photosynthesis. The speed of use is directly related to the intensity of the light. The old plant tissues are eventually affected by the inhibition of photosynthesis of the new leaves. Can be used before or after the bud of weeds. Suitable for crops such as wheat, rice, peas, white feather lentils, carrots, sunflower and so on. Many weeds can be controlled. Such as Rubiaceae (pig, Viridae), xuanshenaceae (Borna), violaceae (violets), amaranth (amaranth), Caryophyllaceae (Strand), Labiatae (ferret flowers), malvacaceae and Polygonaceae plants. On the contrary, it is almost ineffective against some genera of the Umbelliferae (carrot) and Compositae. In short, it can control most of the annual Broad-leaved weeds, and it is also effective for the grass. If it is mixed with other suitable Gramineae herbicides, the herbicidal spectrum can be expanded. The product belongs to carotenoid biosynthesis inhibitor and is a broad-spectrum selective herbicide. Control of gramineae and broad-leaved weeds, particularly those of swine, Sonna and Viola. |
production method | 2-(3-trifluoromethylphenoxy) the preparation of 3-pyridinecarboxylic acid is obtained by the reaction of 3-trifluoromethylphenol with 2-chloro-3-pyridinecarboxylic acid. Synthesis of pyrifloxamine 2-(3-trifluoromethylphenoxy)-3-pyridinecarboxylic acid reacts with thionyl chloride and 2, 4-difluoroaniline to synthesize pyrifloxamine. |