THIOPHANATE-METHYL
Thiophanate-Methyl
CAS: 23564-05-8
Molecular Formula: C12H14N4O4S2
THIOPHANATE-METHYL - Names and Identifiers
| Name | Thiophanate-Methyl |
| Synonyms | AIMTHYL Cercobin methyl THIOPHANAT-METHYL THIOPHANATE-METHYL thiophanate methyl Thiophanate-Methyl Thiophanate methyl W.P. 1,2-BIS(METHOXYCARBONYLTHIOUEIDO) BENZENE 1,2-di(3-methoxycarbonyl-2-thioureido)benzene 1,2-BIS(3-METHOXYCARBANYL-2-THIOUREIDO) BENZENE 1,2-bis(3-(methoxycarbonyl)-2-thioureido)benzene 1,2-Bis(3-(methoxycarbonyl)-2-thioureido)benzene dimethyl 4,4'-(o-phenylene)bis(3-thioallophanate) dimethyl benzene-1,2-diylbis(carbamothioylcarbamate) dimethyl (benzene-1,2-diyldicarbamothioyl)biscarbamate dimethyl [1,2-phenylenebis(iminocarbonothioyl)]bis[carbamate] dimethyl (1,2-phenylenebis(iminocarbonothioyl))bis(carbamate) |
| CAS | 23564-05-8 |
| EINECS | 245-740-7 |
| InChI | InChI=1/C12H14N4O4S2/c1-19-11(17)15(9(13)21)7-5-3-4-6-8(7)16(10(14)22)12(18)20-2/h3-6H,1-2H3,(H2,13,21)(H2,14,22) |
THIOPHANATE-METHYL - Physico-chemical Properties
| Molecular Formula | C12H14N4O4S2 |
| Molar Mass | 342.39 |
| Density | 1.4542 (rough estimate) |
| Melting Point | 172°C |
| Boling Point | 478.4°C at 760 mmHg |
| Flash Point | 243.1°C |
| Water Solubility | <0.1 g/100 mL at 20 ºC |
| Solubility | Soluble in acetone, methanol, chloroform, acetonitrile, insoluble in water, decomposed in alkaline medium |
| Vapor Presure | <1.3 x 10-5 Pa (25 °C) |
| Appearance | Colorless prismatic crystal |
| Merck | 13,9427 |
| BRN | 937942 |
| pKa | 7.28 |
| Storage Condition | Sealed in dry,Room Temperature |
| Stability | Stable. Incompatible with strong oxidizing agents, alkalies, copper salts. |
| Refractive Index | 1.6000 (estimate) |
| MDL | MFCD00055294 |
| Physical and Chemical Properties | Melting point 172°C water-soluble <0.1g/100 mL at 20°C |
| Use | Broad-spectrum fungicides, widely used in rice, cotton, wheat, rape and other crops a variety of disease control |
THIOPHANATE-METHYL - Risk and Safety
| Risk Codes | R20 - Harmful by inhalation R43 - May cause sensitization by skin contact R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R68 - Possible risk of irreversible effects |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S46 - If swallowed, seek medical advice immediately and show this container or label. 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 IDs | UN 3077 |
| WGK Germany | 2 |
| RTECS | BA3675000 |
| HS Code | 29309090 |
| Toxicity | LD50 in rats, mice, guinea pigs, rabbits (g/kg): 3.40, 6.64, 3.64, 2.27 orally (Hashimoto) |
THIOPHANATE-METHYL - Upstream Downstream Industry
THIOPHANATE-METHYL - Reference
| Reference Show more | 1. Xu Ke. Major Diseases and Diseases of Protected Strawberry and Comprehensive Management [J]. Hubei Agricultural Sciences, 2019, 058(001):53-55. 2. Pan Jialiang, Yao Hanwen, Geng Zheng, et al. Synergistic Effect of Matrine on Fungicide Resistance to Pecan Dry Rot [J]. Journal of Northeast Forestry University, 2018, 46(001):101-104. 3. Xu Shu, Zhao Xingzeng, zhou Qian, Chen Yuchao, Li Linwei, Guo Shenghu. Extraction, Isolation and Derivatization of Flavonoids from Licorice Root and Their Antibacterial Activities [J]. Journal of Plant Resources and Environment, 2020,29(06):32-41. 4. Qu, Haibin, et al. "Enhancing Stability and Formulation Capability of Fungicides by Cocrystallization through a Novel Multistep Slurry Conversion Process." Crystal Growth & Design 20.11 (2020): 7356-7367.https:// doi.org/10.1021/acs.cgd.0c01038 5. [IF = 8.131] Jiawei Liu et al. "Defense and inhibition integrated mesoporous nanoselenium delivery system against tomato gray mold." Environ Sci-Nano. 2020 Jan;7(1):210-227 6. [IF = 4.076] Haibin Qu et al. "Enhancing Stability and Formulation Capability of Fungicides by Cocrystallization through a Novel Multistep Slurry Conversion Process." Cryst Growth Des. 2020;20(11): 7356-7367 |
THIOPHANATE-METHYL - Introduction
This product is a broad-spectrum internal absorbent fungicide, which can prevent and control various diseases of cereals, cotton, fruits, vegetable turf and other crops, such as Sanmai scab, cotton seedling disease, wheat rust, fruit tree disease, etc.
Last Update：2022-10-16 17:15:09
THIOPHANATE-METHYL - Reference Information
| LogP | 1.4 at 25℃ |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | thiopendazole-methyl is a broad-spectrum fungicide with topical conduction function, preventing and treating various diseases, and inhibiting spider mites and pathogenic nematodes. It has preventive and therapeutic effects on a variety of plant diseases, and its absorptivity is stronger than carbendazim. |
| application | thiopendazole-methyl is a substituted benzene fungicide according to its chemical structure. Thiopendazole-methyl is transformed into carbendazim after being absorbed by plants. It mainly interferes with the formation of bacteria hyphae, affects the cell division of the bacteria, poisons the cell wall, and malformations of the bud tubes that sprout spores, thereby killing the bacteria. The duration is 5-7 days. It is mainly used for foliar spray, and can also be used for soil treatment. It can be mixed with hymexazol to control root and soil diseases with remarkable effect. |
| toxicity | acute oral LD506640 in rats ~ 7500 mg/kg, acute oral LD503150 in mice ~ 3400 mg/kg; Acute percutaneous LD50>10000 mg/kg in rats and mice. Animal experiments showed no carcinogenic, teratogenic and mutagenic effects. Carp LC5011mg/L(48h), rainbow trout LC508.8mg/L. Low toxicity to bees. |
| use | high-efficiency, low-toxicity fungicide, with preventive and systemic effects, because the medicine can be converted into carbendazim after entering the plant body, it also belongs to benzimidazole class. Can be widely used in grain, cotton, oil, vegetables, fruit trees and other diseases. For example, to prevent and control wheat head blight, spray once at the beginning of flowering, spray the medicine for the second time in one blow, and spray 700~1400 times of 70% wettable powder each time; spray with 50kg of 70% wettable powder and 50kg of 70% wettable powder respectively; spray with 1500 times of 70% wettable powder for the prevention and control of leaf rice blast, spraying twice at intervals of 7~10 days; 700 times liquid spray is used to prevent rice sheath blight; 1500 times liquid spray is used to prevent rape sclerotinia sclerotiorum; 500 times liquid spray is used to prevent peanut leaf spot. In addition, it can also be used for sweet potato black spot, corn leaf spot, rice purple stalk disease, sorghum head smut. It cannot be mixed with copper preparations when used. Has cross-resistance to carbendazim. Broad-spectrum fungicide, widely used in rice, cotton, wheat, rape and other crops to prevent and control various diseases It is a high-efficiency, low-toxicity, and systemic fungicide, used to prevent and control three wheat scab, Cotton seedling diseases, wheat rust, fruit tree diseases, etc. This product is a broad-spectrum internal absorption fungicide, which can prevent and control various diseases of cereals, cotton, fruits, vegetable turf and other crops, such as three wheat scab, cotton seedling disease, wheat rust, fruit tree disease, etc. thiophanate-methyl is a broad-spectrum internal absorption fungicide, which can prevent and control various diseases of cereals, cotton, fruits, vegetable turf and other crops, such as Sanmai scab, cotton seedling disease, wheat rust, Fruit tree diseases, etc. |
| Production method | After thiocyanating methyl chloroformate and sodium thiocyanate, it is condensed with o-phenylenediamine to obtain thiophanate methyl. Raw material consumption quota: methanol 400kg/t, liquid chlorine 1100kg/t, sodium thiocyanate 740kg/t, o-phenylenediamine 420kg/t. preparation of methyl chloroformate methanol and phosgene are synthesized into methyl chloroformate at 5~15 ℃. since phosgene is easy to decompose when exposed to water, attention should be paid to drying, and the by-product dimethyl carbonate is easily generated when the temperature is too high. Preparation of methyl isothiocyanate using acetone as solvent, methyl chloroformate and sodium thiocyanate. To control the reaction temperature, if the temperature is too high, isothiocyanate is easy to decompose, and isomerization is not easy to occur at a low temperature. Generally, 45~59 ℃ is appropriate. Note that when methyl chloroformate is added dropwise, the temperature is too high and it is easy to boil and overflow, and 38 ℃ is appropriate. Synthesis of thiophanate-methyl o-phenylenediamine and methyl isothiocyanate are added at 15~40 ℃ to prepare thiophanate-methyl. Strictly control the ratio of raw materials to 1:2. For solvent recovery technology in the production process, see Modern Pesticides, No. 6, 2003. |
| category | pesticide |
| toxicity classification | poisoning |
| acute toxicity | oral-rat LD50: 6640 mg/kg; Oral-mouse LD50: 3400 mg/kg |
| flammability hazard characteristics | Combustion produces toxic nitrogen oxides and sulfur oxide 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：2024-04-10 22:29:15
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Raw Materials for THIOPHANATE-METHYL