Name | 2-Methoxyacrazine |
Synonyms | g-32293 Primatol geigy32,293 Geigy 32,293 2-Methoxyacrazine s-Triazine, 4-ethylamino-6-isopropylamino-2-methoxy- s-Triazine, 2-(ethylamino)-4-(isopropylamino)-6-methoxy- N-Ethyl-6-methoxy-N'-(1-methylethyl)-1,3,5-triazine-2,4-diamine n-ethyl-6-methoxy-n'-(1-methylethyl)-1,3,5-triazine-2,4-diamine |
CAS | 1610-17-9 |
EINECS | 216-547-5 |
Molecular Formula | C9H17N5O |
Molar Mass | 211.26 |
Density | 1.161 |
Boling Point | 350.95°C (rough estimate) |
Flash Point | 11°C |
Water Solubility | 1.67g/L(25 ºC) |
Appearance | Solid |
BRN | 613098 |
pKa | 4.31±0.41(Predicted) |
Storage Condition | APPROX 4°C |
Refractive Index | 1.7610 (estimate) |
Physical and Chemical Properties | The pure product is a colorless crystalline solid with a melting point of 173~175 ℃ and a vapor pressure of 4 × 10-5Pa at 20 ℃. It is slightly soluble in water and easily soluble in organic solvents such as methanol and chloroform. It is stable under neutral, slightly acidic and alkaline conditions. At higher temperatures, strong acids and bases can hydrolyze it. In the soil, it is easily washed by rain to a deeper soil layer. Through the absorption of plant roots, conduction to the leaves, inhibit the Hill reaction, plants lack green starvation death, can also be absorbed by the leaves directly toxic. Corn, sorghum, etc. can make the agent hydroxylated and lose its activity, so it has strong resistance. It is mainly used in corn, sorghum fields, orchards, tea gardens, sugarcane fields, nurseries and forest fire prevention roads to control annual monocotyledonia and dicotyledonia weeds. Low toxicity to humans and animals, acute oral LD50 in rats was 3080mg/kg, and acute percutaneous LD50 in rabbits was 7500mg/kg. The residue period in the soil is long, which is easy to cause phytotoxicity to crops sensitive to subsequent crops. Figure 1 is the structural formula of atrazine. |
Risk Codes | R22 - Harmful if swallowed R39/23/24/25 - R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R11 - Highly Flammable |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S24 - Avoid contact with skin. S16 - Keep away from sources of ignition. S7 - Keep container tightly closed. |
UN IDs | UN1230 3/PG 2 |
WGK Germany | 3 |
RTECS | XY8750000 |
Toxicity | LD50 oral in rat: 1465mg/kg |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
triazobenzene herbicide | atrazine, also known as atrazine, is a triazobenzene herbicide, which was first developed by the Swiss company in 1958. Atrazine is a kind of pesticide used in dry land, with a wide range of herbicides, good effect, safety to plants and short residual period. control object: it is suitable for weed control in corn, sorghum, millet and other crop fields, fruit and tree nurseries, for Humulus, blue flower grass, Xanthium sibiricum, bornchum yezoensis, Q, water chestnut grass, selenggrass, Setaria and so on have good control effect. Atrazine does not affect the germination and emergence of weed seeds, the weeds are all died after the emergence, the herbicide is clean and timely. Corn also did not cause phytotoxicity to high doses of the agent in the test. Usage: (1) to control weeds in corn field, using 400~450g (8~9 bid) of atrazine per mu calculated according to the effective components has the best effect; according to the calculation of effective ingredients in corn seedling, 250 grams (5 two) per mu has good control effect, and the rate of seedling conservation is increased by 11.5% compared with that of artificial weed control, Plant height was 8.6~11.5 (3~4 inch) higher than that of artificial herbicide. (2) to control weeds in sorghum fields, according to the calculation of effective ingredients, 300~350 grams per mu (6~7 grams) has the best effect. (3) to control weeds in soybean, millet and other crops, 50% g (3+2) of atrazine 150 wettable powder and 250g (5+2) were mixed with each mu; or with atrazine 50% wettable powder 250g (5 two) + dur 200g (4 Two) mixed, the effect is better, not only can weed, but also can solve the next crop safety problems. |
toxicity | raw powder rat acute oral LD50 is 1780mg/kg, rabbit acute percutaneous LD50 is 7500mg/kg, commercial 50% atrazine wettable powder rat acute oral LD50 3080mg/kg; No eye irritation, slight skin irritation; Aatrex4L rat acute oral LD50 3800mg/kg, inhalation LC50 greater than 6.0mg/L(4 hours), Rabbit percutaneous LD50 greater than 10200mg/kg, slight irritation to the eyes and skin; Aatrex 80W rats acute oral LD50 is 5100mg/kg, inhalation LC50 greater than 2mg/L(4 hours), Rabbit percutaneous LD50 was 9300mg/kg, slight irritation to the eyes and skin; AatrexNine-0 rat acute oral LD50 was mg/kg, inhalation of LC50 greater than 5.2mg/L(4 hours), Rabbit percutaneous LD50 greater than 10200mg/kg, slightly irritating to the eye, there is a stimulating effect on the skin. |
dosage form, quality standard | 40% atrazine suspension concentrate, consisting of active ingredients, additives and water, appearance is white viscous flowable suspension liquid, suspension rate is greater than or equal to 90%, acceptable dispersion, room temperature storage period of at least two years. 50%, 60% atrazine wettable powder is composed of active ingredient, filler and surfactant, appearance is gray-white powder, suspension rate is greater than or equal to 34%, moisture content is less than or equal to 3%,pH value 6-9, room temperature storage period of at least two years. 38% suspension concentrate, flowable suspension liquid, active ingredient content 38.0% +2,-1, suspension rate greater than or equal to 90%,pH 6.0-9.0, fineness 3-5 μm, heat storage stability qualified. 48% wettable powder, powder without visible impurities and agglomerates, active ingredient content 48.0% +2.0,-1.0, water content less than or equal to 3.0%, suspension rate greater than or equal to 60%, wetting time is less than or equal to 120 seconds, fineness 95% (over 325 mesh sieve),pH 6-9, heat storage stability qualified. |
mode of action and mechanism | selective in-vivo transmission of pre-and post-emergence herbicides. Atrazine enters the plant body to root absorption, stem and leaf absorption is slightly less, through the xylem to meristem and leaf, interference with photosynthesis, so that weeds die. In maize and other resistant plants by benzoxazinone enzymatic hydrolysis of non-toxic hydroxy triazobenzene and access to choice. Its mechanism of action and selection principle with umazin. Because its water solubility is greater than that of simazine, its activity is also higher, and its mobility in the soil is also larger, and it is easy to be leached to the deep layer by rain, which affects the underground water quality. Because atrazine reduces the activity of glutathione transferase in animals, which affects the immune system; And it can damage the stomach, kidney, liver tissue, genetic material DNA and other adverse signs, therefore, Germany and other countries have begun to stop or limit the use. In the soil can be decomposed by microorganisms, the residual effect period depending on the dosage, soil texture, rainfall, temperature and other factors, improper application, the residual effect period can be more than half a year. |
control object | one-year-old grass and broad-leaved weeds, such as Magang, Humulus scandens, cuttletail grass, papyrifera, Weigan, it also has a certain inhibitory effect on some perennial weeds. |
applicable crops | maize, sorghum, sugarcane, fruit tree, nursery, forest land to control annual grass weeds and broad-leaved weeds, it also has a certain inhibitory effect on some perennial weeds. |
preparation method | in the presence of an acid binding agent, cyanuric chloride reacts successively with ethylamine and isopropylamine to prepare atrazine. FIG. 2 is a chemical reaction scheme for preparing atrazine from cyanuric chloride. |
Product Analysis | (1) determination of generated or generated chloride ions by treatment with phenanthroline;(2) potentiometric titration with chloro acid;(3) gas chromatography (as indicated). |
residual analysis | gas chromatography with microcoulometry or Coulsan conductivity determination. Determination by thin layer chromatography or spectrophotometry. |
allowable residue | The allowable residue of wheat, miscellaneous grains, fruits, vegetables and sugarcane is 0.02mg/kg. |
note | soybean, peach, wheat, rice and other sensitive to atrazine, should not be used. When wheat and rice are used in the late crop of corn field, the dosage should be reduced and mixed with other safe herbicides. Soil with more than 6% organic matter content should not be treated with soil, but with stem and leaf. (1) the residual period of atrazine is longer, and it is harmful to some sensitive crops, such as wheat, soybean, rice and so on. It can be mixed with other herbicides by reducing the dose; or improve the application technology to avoid the impact on the subsequent crops. Beijing, North China after maize crops are mostly winter wheat, so atrazine alone can not exceed 3kg/hm2 (commercial quantity) (effective component 1.5). Uniform spray is required, otherwise the amount is too large or the spray is uneven, often causing damage to the wheat spots, and even dead seedlings. Even the corn field, the dosage can be appropriately increased. Green forage corn, used only after sowing and before seedling in Shanghai. Seedling stage 3~4 leaf stage, as the stem and leaf treatment on the impact of the post Rice. (2) the use of atrazine in Orchard is not safe for peach trees, Because the peach tree is sensitive to atrazine, the performance is yellow leaf, lack of green, fruit drop, serious yield reduction, generally not used. (3) corn interplanting beans, should not use atrazine. (4) before seeding and surface treatment of soil after seeding of atrazine, it is required that the land should be flat and the soil block should be broken before application. (5) atrazine is a low toxic herbicide, but the dispensing and application personnel still need to pay attention to prevent contamination of hands, face and skin, and clean it immediately if there is pollution. Atrazine can be caused by the esophagus and respiratory tract poisoning, poisoning rescue no specific antidote. (6) after the application, all kinds of tools should be carefully cleaned, sewage and residual liquid should be properly treated or stored, and should not be arbitrarily poured, so as to avoid pollution of water sources, soil and caused by chemical damage. Empty bottles should be recovered in a timely manner, and properly disposed of, not for its use. (7) handling should pay attention to light handle, so as to avoid damage and environmental pollution. During transportation and storage, there shall be special rinses and warehouses, which shall not be transported together with food and daily necessities. Should be stored in a dry, well-ventilated warehouse. |
registration status and manufacturers | The drug has been registered in the United States, France, Denmark and many other countries, however, it has not been registered in Germany. In China, 50% of atrazine wettable powder and 40% of suspension (suspension) are registered by Jilin pesticide factory. Jilin pesticide factory (40% suspension, registration number PD85112,50% wettable powder), Jilin Chemical Industry Company pesticide factory (50% wettable powder, registration number PD86103; Original drug, PD931057), kunming, Yunnan province pesticide factory (50% wettable powder), Yingkou city, Liaoning province pesticide factory (40% suspension, PD85112-2), Xingtai city, Hebei province pesticide factory (50% wettable powder) production. |
Development Unit | from J.R.GeigyS.A. Promotion, received patents BE540590; Suissp 229277; GB 814947;US 2891,55; Herbicidal activity is first determined by H. Et al. Gysin and E.Knusli report (Proc. lnt. Conresscropprection, Hamburg,1957). |