Atrazine W.P.
atrazine
CAS: 1912-24-9
Molecular Formula: C8H14ClN5
Atrazine W.P. - Names and Identifiers
| Name | atrazine |
| Synonyms | atrazine Atraizine Atrazine W.P. Atrazine suspensoid 2-Chloro-4-ethylamineisopropylamine-s-triazine 1-chloro-3-ethylamino-5-isopropylamino-s-triazine 2-Chloro-4-(ethylamino)-6-(isopropylamino)triazine 2-Aethylamino-4-chlor-6-isopropylamino-1,3,5-triazin 2-aethylamino-4-isopropylamino-6-chlor-1,3,5-triazin 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine 1-Chloro-3-(ethylamino)-5-(isopropylamino)-s-triazine 6-chloro-N-ethyl-N'-(propan-2-yl)-1,3,5-triazine-2,4-diamine 1,3,5-triazine-2,4-diamine,6-chloro-N-ethyl-N'-(1-methylethyl)- 1,3,5-Triazine-2,4-diamine, 6-chloro-N-ethyl-N'-(1-methylethyl)- |
| CAS | 1912-24-9 |
| EINECS | 217-617-8 |
| InChI | InChI=1/C8H16ClN5/c1-4-10-7-5-8(11-6(2)3)13-14(9)12-7/h5-6,11,13H,4H2,1-3H3,(H,10,12) |
Atrazine W.P. - Physico-chemical Properties
| Molecular Formula | C8H14ClN5 |
| Molar Mass | 215.68 |
| Density | 1.187 |
| Melting Point | 175°C |
| Boling Point | 200°C |
| Flash Point | 11°C |
| Water Solubility | Slightly soluble. 0.007 g/100 mL |
| Solubility | Same as acetone and chloroform |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | Colorless crystal |
| Color | Crystals |
| Exposure Limit | OSHA PEL: TWA 5 mg/m3; ACGIH TLV: TWA 5 mg/m3. |
| Merck | 14,871 |
| BRN | 612020 |
| pKa | pKa 1.64 (Uncertain) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.6110 (estimate) |
| MDL | MFCD00041810 |
| Physical and Chemical Properties | Melting Point: 175 Boiling Point: 200 water solubility: 0.007g/100 mL density: 1.187 Appearance: colorless crystals |
| Use | It is a special chemical herbicide for corn, sugarcane, sorghum and other places, which is used to weed a variety of crops before and after Bud |
Atrazine W.P. - Risk and Safety
| Risk Codes | R43 - May cause sensitization by skin contact R48/22 - Harmful danger of serious damage to health by prolonged exposure if swallowed. R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R39/23/24/25 - R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R11 - Highly Flammable R38 - Irritating to the skin R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S2 - Keep out of the reach of children. S36/37 - Wear suitable protective clothing and gloves. 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. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S16 - Keep away from sources of ignition. S7 - Keep container tightly closed. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| UN IDs | 3077 |
| WGK Germany | 3 |
| RTECS | XY5600000 |
| HS Code | 29336990 |
| Hazard Class | 9 |
| Packing Group | III |
| Toxicity | LD50 orally in mice: 1750 mg/kg (Dalgaard-Mikkelsen, Poulsen) |
Atrazine W.P. - Upstream Downstream Industry
Atrazine W.P. - Reference
| Reference Show more | 1. Zhang Xinhai. Preparation and Properties of Lanthanum Doped Titanium Dioxide Photocatalyst [J]. Guangzhou Chemical Industry, 2020,48(12):39-41. 2. Meng Lei, Li Jingyi, Pei Xin. Preparation of Atrazine Molecularly Imprinted Polymer and Its Application in Detection of Pesticide Residues in Fruits and Vegetables [J]. Journal of Henan Agricultural University, 2019(5). 3. Wang Po, Wang Fang, Zhang Ruihua, etc. Effects of Atrazine on Gonad and Sex Differentiation Related Genes of Loach [J]. Journal of Henan Normal University (Natural Science Edition), 2017, 045(003):109-117. 4. Li Wenshuai, Duan Yuchun, Fan Wenyan, et al. Identification and Degradation Characteristics of Atrazine Degrading Strain MSD6 [J]. Anhui Agricultural Journal, 2018, 024(020):45-48,72. 5. canyao Zhu, William L. Yang, Huijun He, Chunping Yang, Jiaping Yu, Xin Wu, Guangming Zeng, Sheldon Tarre, Michal Green, Preparation, performances and mechanisms of magnetic Saccharomyces cerevisiae bionanocomposites for atrazine removal, Chemosphere, Volum 6. [IF = 7.086] canyao Zhu et al."Preparation, performances and mechanisms of magnetic Saccharomyces cerevisiae bionanocomposites for atrazine removal." Chemosphere. 2018 Jun;200:380 7. [IF = 2.86] He Huijun et al."Effects of fulvic acids and electrolytes on colloidal stability and photocatalysis of nano-TiO2 for atrazine removal." Int J Environ Sci Te. 2019 Nov;16(11):7275-7284 8. [IF = 7.963] Zengyuan Wang et al."Effects of co-exposure of the triazine herbicides atrazine, prometryn and terbutryn on Phaeodactylum tricornutum photosynthesis and nutritional value." Sci Total Environ. 2022 Feb;807:150609 9. [IF = 4.379] Sun Saiwu et al."Effects of Ca2 and fulvic acids on atrazine degradation by nano-TiO2: performances and mechanisms." Sci Rep-Uk. 2019 Jun;9(1):1-11 10. [IF = 3.103] Yongpan Liu et al."Preparation, Performances and Mechanisms of Co @ AC Composite for Herbicide Atrazine Removal in Water." Water-Sui. 2021 Jan;13(2):240 11. [IF = 8.071] Shu Sun et al."Effect of freeze-thaw cycle aging and high-temperature oxidation aging on the sorption of atrazine by microplastics." ENVIRONMENTAL POLLUTION. 2022 May;:119434 |
Atrazine W.P. - Nature
Open Data Verified Data
a white crystal having a melting point of 175 to 177 ° C. And a vapor pressure (20 ° C.) of 4.0 × 10-s Pa. Solubility at 25 C: methanol 1.8%, chloroform 5.2%, water 33mg/L. It is stable in slightly acidic and slightly basic media, but at high temperatures, alkali and inorganic acids can hydrolyze it to non-herbicidally active hydroxyl derivatives. Non-corrosive.
Last Update：2024-01-02 23:10:35
Atrazine W.P. - Preparation Method
Open Data Verified Data
with cyanuric chloride as raw material, after mixing cyanuric chloride with solvent, it first reacts with ethylamine, then reacts with isopropylamine, and then obtains atrazine raw powder by separation, drying and other processing.
Last Update：2022-01-01 10:12:59
Atrazine W.P. - Use
Open Data Verified Data
is a selective pre and post seedling herbicide. Root absorption, stem and leaf absorption is very little, rapid conduction to the plant meristem and leaf, interference with photosynthesis, so that weeds die. In resistant crops such as corn, it is decomposed by the enzyme to produce non-toxic substances, which is safe for crops. Atrazine water-soluble, mobility in the soil is greater than simazine, easy to be leached by rain to the deeper layer, can inhibit some deep-rooted weeds, in the soil can be decomposed by microorganisms. Suitable for corn, sorghum, woodland, grassland, sugarcane and other annual and biennial broad-leaved weeds and monocotyledon weeds.
Last Update：2022-01-01 10:13:00
Atrazine W.P. - Safety
Open Data Verified Data
The oral LD50 was 3080mg/kg in rats, 1750mg/kg in mice, and 7500mg/kg in rabbits. The rats were fed with feed containing 1000mg/kg for 2 years, and no abnormality was found. Teratogenic and carcinogenic test was negative. Low toxicity to birds and fish. No irritation to the eyes, slight irritation to the skin.
Last Update：2022-01-01 10:13:01
Atrazine W.P. - Reference Information
| LogP | 2.59 at 20℃ and pH7.31-7.51 |
| surface tension | 57.6mN/m at 30mg/L and 21 ℃ |
| dissociation constant | 1.56 at 20 ℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| (IARC) carcinogen classification | 3 (Vol. 53, 73) 1999 |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| overview | atrazine is colorless crystal with a melting point of 173~175 ℃. Soluble in water, methanol, chloroform. It is stable in neutral, slightly acidic and slightly alkaline media, but alkali and inorganic acid can be hydrolyzed into hydroxyl derivatives without herbicidal activity at high temperature, and it is non-corrosive. It is prepared by the reaction of 2,4, 6-trichloro-1, 3, 5-triazine with ethylamine and isopropylamine. |
| toxicity | acute oral LD503080mg/kg in rats, 1750 mg/kg in mice and acute percutaneous LD507500mg/kg in rabbits. Rats were fed with 1000mg/kg for 2 years, and no abnormalities were found. Teratogenic and carcinogenic tests were negative. Low toxicity to birds and fish. No irritation to eyes, slight irritation to skin. |
| use | is a special chemical herbicide for corn, sugarcane, sorghum and other places. it is used for weeding before and after sprouting of various crops triazine, selective internal absorption conductivity, herbicide before and after seedling. It is used to control annual gramineous weeds and broadleaf weeds in corn, sorghum, sugar cane, tea trees and orchard woodlands. It has an inhibitory effect on perennial weeds propagated by rhizomes or root shoots. For example, it is used for weeding in corn fields, 37.5~60g/100 m2 in northeast China and 15~30g/100 m2 in Hebei and Shandong provinces. 30~53g/100 m2 for weeding in sorghum fields; For weeding in apple and pear orchards, 60~75g/100 m2; For weeding in tea gardens, the dosage of 23~37.5g/100m2 depends on the content of soil organic matter, weed species and density. Beans are sensitive to drugs and are prone to phytotoxicity. is a selective herbicide, and its application scope is the same as that of atrazine wettable powder is a selective herbicide, which is used for weeding before and after sprouting of various crops atrazine is a selective herbicide before and after seedling. Root absorption is the main, stem and leaf absorption is very little, and it is quickly transmitted to plant meristem and leaf, which interferes with photosynthesis and kills weeds. In resistant crops such as corn, it is decomposed by corn ketase to produce non-toxic substances, so it is safe for crops. Atrazine is highly water-soluble, and its mobility in the soil is greater than that of simazine. It is easy to be leached to a deeper layer by rain, resulting in an inhibitory effect on certain deep-rooted weeds. It can be decomposed by microorganisms in the soil. The remaining period depends on the dosage of the drug, soil texture and other factors, and can last for about half a year. It is suitable for controlling annual and biennial broad-leaved weeds and monocotyledonous weeds in corn, sorghum, woodland, grassland, sugarcane, etc. Biochemical research. Used for quality assurance and quality control in environmental monitoring and analytical testing, and can also be used for instrument calibration, method verification and technical arbitration |
| production method | cyanuric chloride reacts with ethylamine and isopropylamine in alkaline medium in two steps to replace two chlorine atoms to generate atrazine. Raw material consumption quota: cyanuric chloride 950kg/t, isopropylamine 380kg/t, monoethylamine 250kg/t. preparation of cyanuric chloride cyanuric chloride is an important intermediate in the synthesis of triazobenzene herbicides. Its synthesis includes two-step reactions of chlorination and polymerization. The reaction formula is as follows. HCN Cl2 → CNCl HCl3CNCl [Catalyst] →(CNCl)3 The production process of cyanuric chloride from DuPont Company in the United States is as follows: chlorine and hydrocyanic acid enter in the lower half of the reaction tower according to a certain ratio (excess chlorine), low-pressure steam is introduced at the bottom of the tower, low-temperature water is entered at the top of the tower according to regulations, chlorine and hydrocyanic acid generate cyanuric chloride and hydrogen chloride in the tower, cyanuric chloride is obtained from the tower item, and dilute hydrochloric acid is continuously discharged from the bottom, the content is about 4% and sent to the factory wastewater station for treatment. Chloride cyanide and excess chlorine at the top of the tower are dried by calcium chloride and molecular sieve (water content <10mg/L) and sent to the polymerization reactor. The reactor is a vertical fixed bed. The catalyst may be activated carbon (structure, catalyst, reaction conditions are patented), and the life span is generally 3 months. However, the waste catalyst is changed once a month according to the production regulations, and the waste catalyst is sent to the incinerator for burning. It is said that the method of changing the catalyst is very convenient. The cyanuric chloride obtained after polymerization is sent to the next washing tower, washed with a solvent (may be heavy aromatic hydrocarbons, requiring low volatility), and then stored in a storage tank for the synthesis of triazobenzene herbicide. After absorption, a part of the exhaust gas is emptied according to the analysis, and most of it is circulated to the previous cyanogen reaction tower. The emptied exhaust gas is washed in the exhaust gas washing tower with lye and sodium hypochlorite. The chlorination reaction tower is a φ1m × 20m high nickel steel reactor, the trimerization reactor is a φ2m × 6m high nickel steel reactor, and the tail gas treatment tower is a φ2m × 20m packed tower. The synthesis of atrazine uses water-chlorobenzene as a solvent. After mixing cyanuric chloride with the solvent, the temperature is dropped to 15 ℃, the measured ethylamine is added dropwise, the temperature rises by itself, the 50% amount of liquid alkali is added, and the reaction is carried out at 15~20 ℃ for 30min. Then the metered isopropylamine and the rest of the liquid alkali are added dropwise, and the reaction is carried out at 30~40 ℃ for 2 hours. Chlorobenzene and water are evaporated by water vapor distillation, and chlorobenzene is recovered by separation and drying. The internal medicine material in the kettle is cooled, centrifuged, and washed with water before drying, which is the raw material. CA110:212860 reported the production method of atrazine as follows: in the presence of surfactant, cyanuric chloride (C3N3Cl3) reacts with ethylamine, isopropylamine and sodium hydroxide in hydrolysate or aqueous solution containing alkali metal chloride. The specific operation is as follows: 30g of mixture of cyanuric chloride and 250mL of water reacts with 0.1mL Slovanik T 610 (ethylene oxide/propylene oxide copolymer) at 5 ℃, and then reacts with 50mL of 20.0% isopropylamine, after 30min, it reacts with 55mL 10% sodium hydroxide aqueous solution at 5~10 ℃. After 50min, the mixture reacts with 21.5mL 39% ethylamine aqueous solution and after 40 minutes, it reacts with 50mL 10.1% sodium hydroxide aqueous solution. After 50min, the product is filtered, washed and dried to obtain 33.1g of product. Atrazine 97.1%, Seimazin 1.6%, extinguish Jin 0.9%. |
| category | pesticide |
| toxicity classification | poisoning |
| acute toxicity | oral-rat LD50: 672 mg/kg; Oral-mouse LD50: 850 mg/kg |
| stimulation data | skin-rabbit 38 mg mild; Eye-rabbit 6.32 mg severe |
| flammability hazard characteristics | Combustion produces toxic nitrogen oxides and chloride gases |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; separate from food raw materials storage and transportation |
| fire extinguishing agent | dry powder, foam, sand |
| occupational standard | TWA 5 mg/m3; STEL 20 mg/m3 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:44:15
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Raw Materials for Atrazine W.P.