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BAS 300

Pyridaben

CAS: 96489-71-3

Molecular Formula: C19H25ClN2OS

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BAS 300 - Names and Identifiers

Name Pyridaben
Synonyms BAS 300
Proposed
sumantong
Pyridaben
damanjing
Damantong
Hsdb 7052
Shaomanjing
Pyridazinone
altair miticide
Pyridaben [iso]
Pyridaben E.C.,penetrating
2-T-BUTYL-5-(4-T-BUTYLBENZYLTHIO)-4-CHLOROPYRIDAZIN-3(2H)-ONE
2-tert-butyl-5-(4-tert-butylbenzylthio)-4-chloropyridazin-3(2H)-one
2-tert-butyl-5-(4-tert-butylbenzylthio)-chloropyridazin-3(2H)-3-one
2-tert-butyl-5-[(4-tert-butylbenzyl)sulfanyl]-4-chloropyridazin-3(2H)-one
4-chloro-2-(1,1-dimethylethyl)-5-[[[4-(1,1-dimethylethyl)phenyl]methyl]thio]-3(2H)-pyridazinone
4-Chloro-2-(1,1-dimethylethyl)-5-(((4-(1,1-dimethylethyl)phenyl)methyl)thio)-3(2H)-pyridazinone
CAS 96489-71-3
EINECS 405-700-3
InChI InChI=1/C19H25ClN2OS/c1-18(2,3)14-9-7-13(8-10-14)12-24-15-11-21-22(19(4,5)6)17(23)16(15)20/h7-11H,12H2,1-6H3

BAS 300 - Physico-chemical Properties

Molecular FormulaC19H25ClN2OS
Molar Mass364.93
Density1.2 g/cm3
Melting Point111-112°
Boling Point429.9±55.0 °C(Predicted)
Flash Point213.8°C
Solubility Insoluble in water
Vapor Presure1.35E-07mmHg at 25°C
AppearanceWhite solid
Merck13,8057
BRN7933972
pKa-2.69±0.20(Predicted)
Storage Condition0-6°C
Sensitive`sensitive` to fire
Refractive Index1.564
MDLMFCD00274601
Physical and Chemical PropertiesThe pure product is a white odorless crystalline solid. M. p.111 ~ 112 ℃, relative density 1.22 (20 ℃), vapor pressure 0.25 × 10-3Pa (20 ℃). The solubility is: acetone 460g/L, xylene 390g/L, benzene 110g/L, n-octanol 63g/L, ethanol 57g/L, cyclohexane 320g/L, hexane 10g/L, water 0.012mg/L. Stored at 50 ℃ for 3 months and under normal conditions for 2 years, it is stable in most organic solvents and unstable to light.
UseFor broad-spectrum, contact acaricidal insecticides, used for cotton, citrus, fruit trees and other economic crops on the control of mites pests

BAS 300 - Risk and Safety

Risk CodesR23/25 - Toxic by inhalation and if swallowed.
R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
Safety DescriptionS36/37 - Wear suitable protective clothing and gloves.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S60 - This material and its container must be disposed of as hazardous waste.
S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. 
UN IDsUN 3077
WGK Germany3
RTECSUR6149000
Hazard Class6.1(a)
Packing GroupII
ToxicityLD50 in male, female rats, bobwhite quail, mallard ducks (mg/kg): 435, 358, >2250, >2500 orally (Hirata); LD50 in male, female rabbits (mg/kg): >2000, >2000 dermally (Hirata)

BAS 300 - Reference Information

NIST chemical information information provided by: webbook.nist.gov (external link)
EPA chemical substance information information provided by: ofmpeb.epa.gov (external link)
acaricide pyridaben was developed in by Japan Chemical Co., Ltd. Also known as the fast acarone, daratone, Petunia. In November 1988, the product was officially launched by Japanese Chemical Industry Co., Ltd. in the United States at the Boston Crop Protection Conference. Pyridaben is a rapid-acting broad-spectrum acaricide with moderate toxicity to mammals. Low toxicity to birds, high toxicity to fish, shrimp and bees. The agent has strong Contact killing, no internal absorption, conduction and fumigation effect, and has good effect on each growth period of spider mites (eggs, young mites, if mites and mites); the control effect of rust mites is also good, the quick effect is good, the effective period is long, usually up to 1-2 months.
principle of action pyridazene belongs to the pyridazinone insecticide, acaricide, it is very strong contact type, but no fumigation, internal absorption and conduction. It mainly inhibits the synthesis of glutamate dehydrogenase in muscle tissue, nerve tissue and chromosome I of the electron transfer system, thereby exerting insecticidal and acaricidal effects.
control spectrum and method of use pyridaben is a heterocyclic low-toxicity insecticide and acaricide, with a wide acaricidal spectrum and strong Contact killing activity, no internal absorption, conduction and fumigation, has obvious control effect on all Phytophthora mites, such as whole claw mites, spider mites, acaroid mites, moreover, it is effective in different growth periods of mites, for example, in the egg stage, if the mite stage and the adult mite stage, and also has a control effect in the mobile period of the adult mite. In China is mainly used for citrus, apple, pear, Hawthorn and other fruit crops, in vegetables (except eggplant), tobacco, tea, cotton, and ornamental plants can also be used. Pyridaben is widely used in the control of pests and mites on fruit trees. But in the export of tea garden should be controlled to use. Can be applied in the period of the occurrence of harmful mites (in order to improve the control effect of the best in the average per leaf 2~3 Head), dilute 20% wettable powder or 15% emulsifiable concentrate to 50-70mg/L(2300-3000 times) spray with water. The safety interval was 15 days, I .e. the drug was stopped 15 days before harvest. However, the literature shows that the actual duration is more than 30 days.
note (1) toxic to humans and animals, not to swallow, inhale or penetrate into the skin, do not enter eyes or contaminate clothing. It should be protected and thoroughly washed hands and face with soap and water after application. If the skin is injured, take off your clothes immediately and rinse with soap water; If the eye is injured, rinse with clean water; If the person is poisoned, send it to the fresh air and loosen the buckle, the patient was admitted to the hospital if necessary. If you have a wrong food, clean the mouth thoroughly with water, or extend your fingers to the throat after two cups of water to induce Vomit. (2) the medicine should be stored in a cool, dry and ventilated place, not mixed with food. (3) do not contaminate wells, ponds and water sources. People and livestock are not allowed to enter the area just after application. (4) the use of flowering period has adverse effects on bees. (5) it can be mixed with most insecticides and fungicides, but it cannot be mixed with strong alkaline agents such as stone sulfur mixture and Bordeaux mixture. (6) 1 years to use up to 2 times, the safe interval is 3 days before harvest.
toxicity Acute oral LD50 of male rats was 1350mg/kg, female was 820mg/kg; mouse acute oral LD50 was 358~435mg/kg; Rat acute inhalation LC50 was 0.62~0.66mg/L; Rat and rabbit acute percutaneous LD50>2000mg/kg. No irritation to the eye and skin, no sensitization to guinea pig skin. Rats 90 days feeding Test No effect dose was 30mg/kg,2 years chronic toxicity test was 28mg/kg. Ames test, DNA repair, in vitro chromosome aberration, mouse micronucleus test were negative. Acute oral LD50>2250mg/kg for quail, 2500mg/kg for wild duck, LC50<0.5mg/L for carp (48h), oral LD50 for Bee (0.55 μg/24h). It is highly toxic to aquatic organisms, and also has effects on bees and silkworm. The application of pyridaben, should be away from water and Mulberry, to prevent fish and silkworm poisoning. This agent should not be used in combination with an alkaline agent. At present, the EU has set a strict standard for the maximum residue limit of pyridaben in China's exported tea. Therefore, the use of pyridaben should be controlled in the export tea garden.
Application is a broad-spectrum, contact acaricidal insecticide for cotton, citrus,
for the control of various mites on fruit trees, cotton, wheat, peanuts, vegetables and other crops
is a broad-spectrum, contact acaricidal insecticide, for cotton, citrus, fruit and other economic crops on the control of mites pests.
production method preparation method preparation of p-tert-butylbenzylmercaptan p-tert-butyltoluene in the presence of azobisisobutyronitrile, chlorine chloride at 68~72 deg C for 6H, P-tert-butyl benzyl chloride; Then the refined p-tert-butyl benzyl chloride with toluene as solvent, in the presence of tetrabutyl ammonium bromide and acetic acid, 23% sodium hydrosulfide aqueous solution was added dropwise, and the reaction was continued at 50 ° C. For 30min after dropping, and p-tert-butyl benzyl mercaptan was obtained by post-treatment, with a yield of 92%. Preparation of 2-tert-butyl-4, 5-dichloro-3-(2H)-pyridazinone furfural was mixed with concentrated hydrochloric acid and chlorinated with chlorine at 90~100 ℃ to give furfural chlorate, the yield of 87%; Hydrazine hydrochloride and tert-butyl alcohol in 82~105 deg C reaction to tert-butyl hydrazine hydrochloride, yield 97%; Tert-butyl hydrazine hydrochloride was then dissolved in 5%NaOH solution, the solution of tetrahydrofuran furochlorate was reacted at 0~5 ℃ for 30min, and then heated to 10~15 ℃ for 30min to obtain tert-butylhydrazone chlorate with a yield of 87%; in the presence of benzene and acetic acid, tert-butyl furochlorate hydrazone was heated to 35~45 ℃, reacted for 4H, condensed and cyclized to produce 2-tert-butyl-4, 5-dichloro-3 (2H)-pyridazinone, yield 98%. Synthesis of pyridabendin 2-tert-butyl-4, 5-dihydro-3 (2H)-pyridazinone and p-tert-butylbenzylmercaptan, using methanol as solvent, then sodium methoxide methanol solution was added at 0 ℃, and the reaction was stirred at 10~15 ℃ for 1H. P. 112 ~ 96% deg C, the yield. Preparation Method 2 preparation method 3
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-09 21:11:58
BAS 300
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