TPN
chlorothalonil
CAS: 1897-45-6
Molecular Formula: C8Cl4N2
TPN - Names and Identifiers
TPN - Physico-chemical Properties
| Molecular Formula | C8Cl4N2 |
| Molar Mass | 265.91 |
| Density | d425 1.7 |
| Melting Point | 250-251° |
| Boling Point | bp760 350° |
| Flash Point | 2°C |
| Water Solubility | 0.6-1.2 mg l-1 (25 °C) |
| Solubility | Chloroform, DMSO |
| Vapor Presure | 7.6 x 10-5 Pa (25 °C) |
| Appearance | White crystalline powder |
| Color | White |
| Exposure Limit | An experimental carcinogen. |
| Merck | 14,2166 |
| BRN | 1978326 |
| Storage Condition | 0-6°C |
| Refractive Index | 1.632 |
| MDL | MFCD00045594 |
| Physical and Chemical Properties | Pure white crystals, no smell. m. P. 250-251 °c, B. P. 350 °c, vapor pressure 1.33Pa (40 °c). 25 ° C solubility: benzene 42g/kg, toluene 70g/kg, xylene 80g/kg, dimethylformamide 40g/kg, cyclohexanol 30g/kg, dimethyl sulfoxide 20g/kg, acetone 2g/kg, kerosene 1g/kg, water 0.6 mg/kg. Industrial purity> 98%, slightly stimulating odor. Normal temperature and general acid, alkali, UV stability, not resistant to strong alkali, non-corrosive. |
| Use | Is a broad-spectrum, high efficiency, low toxicity fungicides, used for crop disease control |
TPN - Risk and Safety
| Risk Codes | R26 - Very Toxic by inhalation R37 - Irritating to the respiratory system R40 - Limited evidence of a carcinogenic effect R41 - Risk of serious damage to eyes R43 - May cause sensitization by skin contact R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R36 - Irritating to the eyes R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R11 - Highly Flammable |
| Safety Description | S28 - After contact with skin, wash immediately with plenty of soap-suds. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. 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. S36/37 - Wear suitable protective clothing and gloves. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S16 - Keep away from sources of ignition. |
| UN IDs | 3276 |
| WGK Germany | 3 |
| RTECS | NT2600000 |
| HS Code | 29269090 |
| Hazard Class | 6.1(a) |
| Packing Group | I |
| Toxicity | LD50 orally in rats: >10.0 g/kg (Turner) |
TPN - Upstream Downstream Industry
TPN - Reference
| Reference Show more | 1. Zhang Qinghua, Lu Zhi, Zhang Xiaoyang, et al. Bioinformatics Analysis and Functional Analysis of MDR Gene of Eucalyptus scorticaria [J]. Journal of Fujian Agriculture and Forestry University: Natural Science Edition, 2019, 048(001):88-96. 2. Pan Jialiang, Yao Hanwen, Geng Zheng, et al. Synergistic Effect of Matrine on Fungicide Against Pecan Dry Rot [J]. Journal of Northeast Forestry University, 2018, 46(001):101-104. 3. Hu, Shunli, et al. "Degradation of chlorothalonil via thiolation and nitrile hydration by marine strains isolated from the surface seawater of the Northwestern Pacific." International Biodeterioration & Biodegradation 154 (2020): 105049.https://doi.org/10. 4. [IF = 4.32] Shunli Hu et al. "Degradation of chlorothalonil via thiolation and nitrile hydration by marine strains isolated from the surface seawater of the Northwestern Pacific." Int Biodeter Biodegr. 2020 Oct;154:105049 |
TPN - Nature
Open Data Verified Data
pure product is white crystal, no smell I Industrial products slightly stimulate the smell. Solubility at 25 ° C: xylene 8 g/kg, dimethylformamide 3g/kg, cycloethanol 3g/kg, dimethyl sulfoxide 2g/kg, acetone 2g/kg, kerosene lg/kg, water 0.6mg/kg. It is stable in both alkaline and acidic aqueous solutions as well as in exposure to ultraviolet light. Not resistant to strong alkali, non-corrosive.
Last Update：2024-01-02 23:10:35
TPN - Preparation Method
Open Data Verified Data
isophthalic acid and thionyl chloride to produce isophthaloyl chloride, and then chlorination in the presence of iron catalyst to produce tetrachloro-isophthaloyl chloride, ammonia ammoniation to obtain tetrachloro-isophthalamide; And then in the presence of phosphorus oxychloride, chlorothalonil was available for dehydration. Or with M-xylene by ammonia oxidation of 1,3-= cyano benzene, and then chlorination of chlorothalonil, can also be m-xylene first chlorination of 1,3-= methyl 2,4,5,6 A four chlorobenzene, and then after ammonia oxidation of baiyinqing.
Last Update：2022-01-01 10:12:12
TPN - Introduction
Vapor pressure is less than 1.3Pa(40 ℃). The solubility in water is 0.6ppm, in acetone Zhongwei 2 g/kg, xylene 8 g/kg. The content of industrial products is about 98%, which is stable in alkali and acidic aqueous solutions and irradiated with ultraviolet light. Preparation 2.5%,5% granules, 75% wettable powder.
Last Update：2022-10-16 17:14:39
TPN - Use
Open Data Verified Data
is a broad-spectrum fungicide with high efficiency and low toxicity, and has a preventive effect on a variety of crop fungal diseases. The efficacy was stable and the residual effect was long. Can be used for wheat, rice, vegetables, fruit trees, peanuts, tea and other crops, can control Wheat scab, tomato early blight, late blight, leaf mildew, spot blight, melon downy mildew, anthracnose, etc, it can also be used for peach brown rot, scab disease, tea anthracnose, Tea Cake disease, net cake disease, peanut leaf spot disease, rubber canker disease, cabbage downy mildew, black spot disease, grape anthracnose disease, eggplant gray mold disease, orange scab disease.
Last Update：2022-01-01 10:12:13
TPN - Safety
Open Data Verified Data
rat oral LD50>lOOOOmg/kg, mouse oral LD50 3700mg/kg; Rabbit percutaneous LD50> lOOOmg/kg; Rat inhalation LCso>4. 7mg/L(lh). It has a strong stimulating effect on the conjunctiva and cornea of rabbit eyes. No carcinogenic, teratogenic and mutagenic effects were found in animal experiments. Rainbow trout LC50 0. 205mg/L, catfish 0.430mg/L, carp 0. 1~0.5mg/L, 0.380mg/L, small wild duck oral LC50>20500mg/kg, quail 5200mg/kg. It is safe for silkworm and bee.
Last Update：2022-01-01 10:12:14
TPN - Reference Information
| LogP | 2.94 at 25℃ |
| (IARC) carcinogen classification | 2B (Vol. Sup 7, 73) 1999 |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | chlorothalonil is an efficient, low-toxicity and broad-spectrum fungicide pesticide. it is widely used in agricultural production because of its good control effect on fungal diseases. |
| Mechanism of action | Chlorothalonil can interact with glyceraldehyde 3-phosphate dehydrogenase in fungal cells and combine with the protein containing cysteine in the enzyme, Thereby destroying the enzyme activity, destroying the metabolism of fungal cells and losing vitality. |
| effect | the main function of chlorothalonil is to prevent plants from being attacked by fungi. After the plant has been attacked by germs and the germs enter the plant, the bactericidal effect is very small. chlorothalonil has no systemic conduction effect and will not be absorbed from the spraying site and the root system of the plant. chlorothalonil has good adhesion on the surface of plants and is not easy to be washed by rain, so it has a long efficacy period. under the conventional dosage, the general efficacy period is about 7-10 days. |
| toxicity | acute oral LD50>10000 mg/kg in rats and 3700 mg/kg in mice; Acute percutaneous LD50 in rabbits is 1000 mg/kg; Acute inhalation of LC50>4.7mg/L(1h) in rats. It has a strong stimulating effect on the conjunctiva and cornea of rabbit eyes and is not sensitive to human eyes. Animal experiments showed no carcinogenic, teratogenic and mutagenic effects. Rainbow trout LC500.205 mg/L, big fover 0.380mg/L, carp 0.1~0.5mg/L, catfish 0.430mg/L. Mallard duck oral LD50>21500mg/kg, quail 5200mg/kg. Safe for silkworms and bees. |
| use | broad-spectrum protective fungicide, which has preventive effect on various fungal diseases. The drug effect is stable and the residual effect period is long. Can be used for wheat, rice, vegetables, fruit trees, peanuts, tea and other crops. For example, wheat head blight, 11.3g/100 m2 of 75% wettable powder is used to spray 6kg of water. Vegetable diseases (tomato early blight, late blight, leaf mold, blight, melon downy mildew, anthracnose) are sprayed with 135-150g of 75% wettable powder and 60-80kg of water. Downy mildew and powdery mildew of fruit trees are sprayed with 75-100g of 75% wettable powder and 30-40kg of water; in addition, it can also be used for peach rot, scab, tea anthracnose, tea cake, net cake, peanut leaf spot, rubber canker, cabbage downy mildew, black spot, grape anthracnose, potato late blight, eggplant gray mold, orange scab. It is a broad-spectrum, high-efficiency, low-toxicity fungicide, used for the prevention and control of crop diseases It is a high-efficiency, broad-spectrum, and safe fungicide for agriculture and forestry. It can also be used as a mildew inhibitor for tanning and other industries. Used to prevent and control cucumber downy mildew chlorothalonil is a high-efficiency, low-toxicity and broad-spectrum fungicide, widely used to control various pests such as fruit trees, vegetable leaves, etc., for rice, wheat, cotton, it also has good control effect. It is also used as an industrial antifungal and fruit preservative. chlorothalonil is a kind of high-efficiency, low-level and broad-spectrum fungicide, which is widely used to control various pests such as fruit trees, vegetable leaves, etc. It also has good control effect on rice, wheat, cotton and other pests. It is also used as an industrial antifungal and fruit preservative. Calibration instruments and devices; evaluation methods; working standards; quality assurance/quality control; other. |
| Production method | It is obtained by gas-phase catalytic chlorination using isophthalonitrile as raw material. Ammonia oxidation The m-xylene is carried out in the reactor in a gaseous state, the liquid ammonia is carried out in the reactor after evaporation and preheating, and the air is carried out in the reactor after filtration and heat exchange, so that the ammonia oxidation reaction occurs. The catalyst is based on silica gel as the carrier V-Cr as the main component, and the reactor is a fluidized bed. The generated m-diphenylonitrile is condensed and continuously discharged. The tail gas recovers excess ammonia or directly discharges the three wastes. The m-diphenylonitrile is subjected to centrifugal dehydration and drying to obtain a crude product with a content of 94% ~ 98% and a yield of ≥ 90%. Refining can be done by vacuum distillation, water washing or solvent extraction. After melting, the chlorinated m-phenyldinitrile is sent to the vaporizer for vaporization or directly atomized with part of the gas flow (N2) through the nozzle for the reactor. After drying and preheating, chlorine gas is mixed with gaseous isophthalonitrile, and nitrogen is used as dilution gas for vaporization or atomization of isophthalonitrile and adjustment of reactant concentration. The reactor adopts a fluidized bed or other forms. After the reaction, the gas passes into the trap, chlorothalonil precipitates out and is continuously sent out as the product, and the yield is 90%. The tail gas is mainly chlorine, hydrogen chloride and nitrogen, which can be partially recycled or completely removed from the tail gas recovery treatment system. It is also possible to spray liquid carbon tetrachloride into the trap, and chlorothalonil is condensed out after contact with the reaction gas. Carbon tetrachloride is vaporized and discharged together with the tail gas. After further cooling to -6 ℃, carbon tetrachloride is condensed and recycled. |
| category | pesticide |
| toxicity classification | poisoning |
| acute toxicity | oral-rat LD50: 10000 mg/kg; Oral-mouse LD50: 3700 mg/kg |
| 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 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 02:00:07
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Raw Materials for TPN