Dimethomorph
CAS No. :110488-70-5
English name: dimethomorph
Chemical Name: (E, Z) -4 - 【3 - (4 - chlorophenyl) 3 - (3,4 - dimethoxyphenyl) acryloyl】 morpholine; (e, z) -4 - [ 3 - (4-chlorophenyl) -3 - (3,4-dimethoxyphenyl)-1-oxo-2-propenyl] morpholine (E / Z: 2.63/2.73)
Other name: Anchorage
Molecular formula: C21H22ClNO4
MW: 387.86
Structure:
Properties: colorless crystal. Melting point 127 ~ 148 ℃. (Z) - isomer 169.2 ~ 170.2 ℃, (E) - isomer 135.7 ~ 137.5 ℃. Vapor pressure 24nPa (20 ℃). Solubility (20 ~ 23 ℃): Water <50mg / L, acetone 15g (Z), 88g (E) / L, cyclohexanone 27g (Z) / L, dichloromethane 315g (Z) / L. Isomer interconversion sunlight, hydrolysis is slow.
Toxicity: According to the standard classification of pesticide toxicity dimethomorph low toxicity fungicides. Acute oral LD50 greater than 3900 mg / kg, percutaneous LD50 greater than 2000 mg / kg, acute inhalation LC50 is greater than 4.24 mg / liter. On the rabbit skin irritation slight eye stimulation, no sensitization of guinea pigs. Under the experimental conditions, no mutagenic, teratogenic and carcinogenic effects. 90-day feeding study in rats, no effect dose of 200 mg / kg.
The drug is moderately toxic to fish, rays, trout acute LC503 mg / l (96 hours), carp LC5014 mg / l (96 hours), Daphnia LC5048 mg / l (48 hours). In normal use, low toxicity to bees, oral LD50 greater than 100 mg / head. No toxic effects on the silkworm. Low toxicity for birds, ducks acute oral LD50 greater than 2000 mg / kg. The drug had no effect on natural enemies, had no effect on earthworms dose of 1000 mg / kg soil.
Acute oral formulations LD502400 mg / kg, acute dermal LD50 greater than 2000 mg / kg. There was a slight eye stimulation, no stimulation of the skin.
Role of the characteristics and uses: dimethomorph a morpholine fungicide, is a specific fungicides kill fungi, Oomycetes, and its role in the cell wall membrane damage is characterized by the formation of bacteria on the eggs at all stages of life cycle role in the sporangium stalk and spore formation stage of the eggs are particularly sensitive to very low concentrations (<0.25μg/ml) is inhibited. With phenyl amide pharmaceutical no cross-resistance. Widely used in vegetables, downy mildew, blight, seedling damping-off disease of tobacco black shank and other bacteria by the flagellum Amon Oomycetes fungal disease control, with the absorption activity. Resistance in pathogenic fungi are not considered under the premise of efficacy than the widely used metalaxyl, cymoxanil, Yilin Lv, evil spirits and other high frost. Of downy mildew, fungus Phytophthora particularly effective
Alone has a relatively high resistance risk, so often associated with other protective fungicides mancozeb and complex to use, in order to delay the generation of resistance.
1. Control cucumber, bitter gourd downy mildew, downy mildew of cruciferous vegetables or the early stages before the onset of spraying, 69% per hectare Anchorage - MZ 1500-1995 grams (69-92 grams of active ingredient), the amount of spraying as 900-1200 liters. 1 spray every 7-10 days, continuous spraying 3-4 times.
2. Disease prevention and control pepper, grape downy mildew, tobacco black shank, potato late blight or early stages of disease before the onset of spraying, 69% per hectare Anchorage - MZ 1995-2505 grams (92-115 g active ingredient), spray drug content was 900-1200 liters per kilometer of 2250-3000 liters of grape. 1 spray every 7-10 days, continuous spraying 3-4 times.
Formulation: 50%, 60% WP, 35% smoke, 69% dimethomorph - MZ WP, 55% dimethomorph - Fu WP
Production methods: 1, acetyl morpholine Preparation: The xylene and acetic anhydride at room temperature, stirring dropwise morpholine, dropping the end of slow heating to 110 ℃, heat reflux 5h, after the end of precipitation over into the distillation kettle and by-products acetic acid, the residual part of the reactor as an intermediate acetyl morpholine, content of 99%, the yield ≥ 90.2%.
2 dimethomorph Preparation: In the reaction vessel into xylene, E-amino phenyl ketone and sodium, heated to 100 ℃, stirring dropwise acetyl morpholine, dropping back end, after heating to 110 ℃ heat 2h, insulation After the end of cooling to 80 ℃ over separation of waste lye into the washing tank, washing to neutrality over into the recovery tank xylene distillation, drying by centrifugation dimethomorph, content ≥ 95%, the yield ≥ 76.6%.
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