Thiabendazol
2-(4-thiazolyl)benzimidazole
CAS: 148-79-8;98002-42-7
Molecular Formula: C10H7N3S
Thiabendazol - Names and Identifiers
| Name | 2-(4-thiazolyl)benzimidazole |
| Synonyms | Tbz TBZ TECTO Tecto Tbz(R) TBZ(R) STORITE Storite Tecto(R) TECTO(R) Thiabendazol THIABENDAZOL Tiabendazole Probendazole Thiabendazole THIBENZOLE(R) Thibenzole(R) Thiabendazole (Tm) THIABENDAZOLE (TM) 2-(4-thiazolyl)benzimidazole 2-(Thiazol-4-Yl)Benzimidazole 2-(4-Thiazolyl)-1h-Benzimidazole 2-(1,3-Thiazol-4-Yl)Benzimidazole 2-(1,3-Thiazol-4-Yl)-1h-Benzoimidazole 2-(1,3-thiazol-4-yl)-1,3-benzothiazole Thiabendazole Plant Cell Culture Tested |
| CAS | 148-79-8 98002-42-7 |
| EINECS | 205-725-8 |
| InChI | InChI=1/C10H6N2S2/c1-2-4-9-7(3-1)12-10(14-9)8-5-13-6-11-8/h1-6H |
| InChIKey | WJCNZQLZVWNLKY-UHFFFAOYSA-N |
Thiabendazol - Physico-chemical Properties
| Molecular Formula | C10H7N3S |
| Molar Mass | 201.25 |
| Density | 1.2271 (rough estimate) |
| Melting Point | 298-301°C |
| Boling Point | 446.0±37.0 °C(Predicted) |
| Flash Point | 192.5°C |
| Water Solubility | 0.005 g/100 mL |
| Solubility | Insoluble in water, slightly soluble in alcohol and acetone, easily soluble in ether and chloroform. |
| Vapor Presure | Negligible at room temperature |
| Appearance | Pale yellow powder |
| Color | light yellow |
| Merck | 14,9289 |
| BRN | 611403 |
| pKa | pKa 4.7 (Uncertain) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.5500 (estimate) |
| MDL | MFCD00005587 |
| Physical and Chemical Properties | Melting point 298-301°C water-soluble 0.005g/100 mL |
| Use | Widely used in fruit, vegetable preservation, paper, leather, paint and other anti-corrosion and anti-mildew, human and animal intestinal insect repellent |
Thiabendazol - Risk and Safety
| Risk Codes | R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | 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 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| UN IDs | UN 3077 9/PG 3 |
| WGK Germany | 2 |
| RTECS | DE0700000 |
| TSCA | Yes |
| HS Code | 29341000 |
| Hazard Class | 9 |
| Packing Group | III |
| Toxicity | LD50 in mice, rats, rabbits (g/kg): 3.6, 3.1, >3.8 orally (Robinson) |
Thiabendazol - Upstream Downstream Industry
Thiabendazol - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Overview | Thiabendazole is commonly known as Texedo, Thiabendazole, Thiabendazole, Thiabendazole, Thiabendazole, with internal absorption to the top conduction performance, but not to the base conduction. Long duration, cross-resistance with benzimidazole fungicides. It has inhibitory activity on ascomycetes, basidiomycetes and Seminartic bacteria, and is used to prevent and control various crop fungal diseases and preserve the preservation of fruits and vegetables. It is an efficient, broad-spectrum and internationally universal fungicide. It is used to process 42% thiabendazole suspending agent, 60% thiabendazole wettable powder, 3% thiabendazole tobacco agent, fruit preservation paper, etc. Prevent and control various diseases caused by fungi in crops and cash crops. Industrial anti-mold agent can be used for feed anti-mold, paint anti-mold, as anti-mold and anti-corrosion for textiles, paper, leather, wires and cables and daily commercial products. Insect repellent for human and animal intestines. The usage and dosage of thiabendazole are sprayed with 15~30 grams of active ingredients per mu to water, which can prevent rice bad seedling disease, rice blast, citrus flower rot, cucumber, strawberry powdery mildew, strawberry, grape gray mold, celery leaf blight Sclerotinia; after harvesting citrus, soak the fruit with an effective concentration of 1000~1500 mg/kg for 30 seconds, then take it out and dry, which can prevent green and green mold during storage; after harvesting bananas, after soaking fruits with an effective concentration of 750~1000 mg/kg for 1~3 minutes, it can be dried and stored to prevent crown rot during storage. 3% smoke agent is a patented agent for various fungal diseases of protected vegetables. At the initial stage of the disease, 300~400 grams of smoke agent are applied per mu, evenly placed on the ground, matches are lit and closed for one night, and doors and windows are opened for ventilation in the morning of the next day. |
| toxicity | is a low-toxicity fungicide. The acute oral LD50 of the original drug in rats is 6100 mg/kg, which has mild irritating effect on rabbit eyes and no irritating effect on skin. Under the test dose, there is no carcinogenic, teratogenic and mutagenic effect, and it has certain toxic effect on fish. The LC50 of strontium blue fish is 18.5 mg/L (48h). acute oral LD503330mg/kg in rats, 3810 mg/kg in mice, 3300 mg/kg in young rats and 3850 mg/kg in rabbits. No irritation to the skin. The 2-year feeding test for rats had no effect on the 2-year reproduction of rats at a dose of 40mg/kg per day and 80mg/kg per day. Animal experiments showed no carcinogenic, teratogenic and mutagenic effects. Rainbow trout LC505.5mg/L (48h), 3.5mg/L (96h); Blue gill fish LC5018.5mg/L (48h), 4.0mg/L (96h). Low toxicity to birds. |
| antiseptic treatment of thiabendazole for vegetables and fruits | 1. 45% suspension for citrus storage diseases is 1000-5000 mg/kg soaked for 3-5 minutes, stored at low temperature for 2-3 months, and still fresh. 2. The 45% suspension for banana preservation is 500-700 mg/kg, soaked in fruit for 3 minutes, taken out and dried, stored at low temperature, and preserved for more than one month. 3. The effective ingredient content of 180-300 grams of wettable powder for every 100kg of rice seed for rice bad seedling disease is used for seed dressing, such as 300-500 grams for 60% wettable powder and 200-300 grams for 90% wettable powder. 4. Penicillium, anthracnose, gray mold, scab, powdery mildew, etc. of apples and pears are sprayed with 30-60 grams of liquid medicine containing active ingredients per mu before harvest. |
| detection method | ultraviolet colorimetry |
| use | as a preservative, China stipulates that it can be used for fruit preservation, with a maximum usage of 0.02 g/kg. high-efficiency, broad-spectrum, long-acting systemic fungicide, which can conduct to the top but not to the base when applied to the root, can be used as foliar spray with a spraying amount of 2.25~3.75g of effective ingredients/hm2, can prevent and control fungal diseases and root rot diseases of various crops, and has both protective and therapeutic effects. At present, it is also widely used in citrus, apple, pear, banana and other fruits during storage, which are treated with 500~1000mg/L and 700~1500mg/L liquid medicine respectively. antifungal agent. According to GB 2760-2001(g/kg): fruit preservation 0.02; Fresh-keeping 0.01 of garlic moss and green pepper (residual amount ≤ 0.02). Japanese regulations (1997) are mainly used for citrus and bananas. Maximum residue (g/kg): citrus 0.01, banana 0.003; Banana meat 0.0004. Residues (mg/kg) specified by FAO/WHO(1974): citrus ≤ 10, banana ≤ 3 (whole) or 0.4 (pulp). systemic fungicide. It can prevent and control fungal diseases of a variety of plants, is used to treat harvested fruits and vegetables, and can prevent and control some diseases that occur during storage. It has been widely used at home and abroad. For example, citrus is soaked with 500-1000ppm liquid medicine to prevent penicillosis and green mold during storage; bananas are soaked with 750-1500ppm liquid medicine to prevent crown rot and anthracnose during storage; 500-1000ppm liquid medicine can also be used to soak apples, pears, pineapples, grapes, strawberries, cabbage, cabbage, tomatoes, mushrooms, sugar beets, Ganshu, etc., to prevent and control diseases during storage. thiabendazole is an efficient, broad-spectrum, internationally universal fungicide systemic fungicide. It can prevent fungal diseases of a variety of plants, is used to treat harvested fruits and vegetables, and can prevent some diseases that occur during storage. It has been widely used at home and abroad. For example, citrus is soaked with 500-1000ppm liquid medicine to prevent penicilliosis and green mold during storage. Bananas are soaked with 750-1500ppm liquid medicine to prevent crown rot and anthracnose during storage, and apples can also be soaked with 500-1000ppm liquid medicine. Pears, pineapples, grapes, strawberries, cabbage, cabbage, tomatoes, mushrooms, sugar beets, sugar cane, etc., to prevent and control C damage during storage. It is a systemic fungicide, which is widely used for the preservation of fruits and vegetables, the preservation of paper, leather, paint, etc., and the insect repellent of human and livestock intestines. |
| production method | thiazol-4-carboxylic bromide and o-phenylenediamine are mixed, polyphosphoric acid is added, heated to 240 ℃ under stirring, and kept warm for 3 hours. The thermal reaction solution is injected into ice, filtered, the filtrate is washed with 30% sodium hydroxide solution, and 2-(4 '-thiazolyl)-benzimidazole precipitate at about pH6, filtered, washed with water, and dried to obtain a melting point of 296-Crystal at 298 ℃. Recrystallized with boiling ethanol, melting point 301-302 ℃. Another process is to stir and heat the mixture of 4-ethoxyformyl thiazole, o-phenylenediamine, and polyphosphoric acid to 125°C, then heat it at 175°C for 2h, inject the mixture into ice water, and use sodium hydroxide solution Neutralize to pH 6, precipitate crystallization, filter, extract with hot acetone, decolorize with activated carbon, concentrate, vacuum dry, and obtain thiabendazole. It is obtained by the reaction of 4-thiazole carboxylamide and o-phenylenediamine in condensed phosphoric acid. preparation method a 4-ethoxyformyl thiazole preparation with tartaric acid as raw material, after cracking pyruvate, and then through esterification, bromination, and thioformamide cyclization prepared. Synthesis of thiabendazole Stir and heat the mixture of 4-ethoxyformyl thiazole, o-phenylenediamine, and polyphosphoric acid to 125°C, then heat at 175°C for 2h, inject the mixture into ice water, and use sodium hydroxide solution Neutralize to pH 6, precipitate and crystallize, filter, extract with hot acetone, decolorize with activated carbon, concentrate, vacuum dry, and prepare thiabendazole. Preparation method dithiazol-4-hydroxyyl bromide and o-phenylenediamine are mixed, polyphosphoric acid is added, heated to 240 ℃ under stirring, and kept warm for 3 hours. Inject the thermal reaction liquid into ice water, filter, wash the filtrate with 30% sodium hydroxide solution, and precipitate 2-(4'-thiazolyl)-benzimidazole at a pH of about 6, filter, wash with water, and dry to obtain thiabendazole. Recrystallization with boiling ethanol, m.p.301 ~ 302 ℃. method 1 reaction of 4-ethoxy formylthiazole and o-phenylenediamine in condensed phosphoric acid at 175 ℃ for 2 hours. Reactants are poured into ice water, neutralized with sodium hydroxide to Ph 6, crystallized, recrystallized with acetone after filtration, and decolorized with activated carbon. The decolorizing liquid is concentrated and vacuum dried to obtain the finished product. Method 2: 4-thiazolyl amido (or acyl bromide) reacted with o-phenylenediamine in condensed phosphoric acid at 240 ℃ for 3h, the reactant was poured into ice water, and the filtered filtrate was washed with 30% sodium hydroxide solution until Ph = 6. Benzimidazole was crystallized out, filtered, washed with water, dried to obtain crude product, and then recrystallized with ethanol to obtain finished product. |
| category | pesticide |
| toxicity classification | poisoning |
| acute toxicity | oral-rat LD50: 2080 mg/kg; Oral-mouse LD50: 1300 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：2024-04-09 21:11:58
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Raw Materials for Thiabendazol