Name | 2-METHYLBENZANILIDE |
Synonyms | f368 bebenil mebenil bas-3050 bas3050f O-TOLUANILIDE 2-METHYLBENZANILIDE O-METHYL BENZANILIDE 2-methylbenzoanilide |
CAS | 7055-03-0 |
EINECS | 230-334-4 |
Molecular Formula | C14H13NO |
Molar Mass | 211.26 |
Density | 1.0694 (rough estimate) |
Melting Point | 125°C |
Boling Point | 350.95°C (rough estimate) |
Storage Condition | Room Temprature |
Refractive Index | 1.5780 (estimate) |
Physical and Chemical Properties | The pure chemical product is white needle crystal, m.p.130 ℃, vapor pressure 3.599Pa. Soluble in acetone, dimethyl sulfoxide, dimethylformamide, methanol, ethanol and other organic solvents, insoluble in water. It is stable to acid, alkali and heat. |
Use | Use of the product for fungicides, basidiomycetes have efficient control effect, especially for wheat, cereals, peanut rust, potato blight, wheat Sclerotinia root rot and Rhizoctonia caused by other root diseases have good control effect. It can also be used to control cotton seedling blight, cotton red rot, peanut leaf blight, beet brown spot, rice blast, sheath blight and so on. After the rotation, the product has a certain anti lodging effect on a variety of crops. The drug should be applied in the early stage, and the effect of drug application is poor in the peak period of the disease. |
Raw Materials | Thionyl chloride Phosphorus trichloride Benzoic acid Sodium benzoate o-Toluic acid o-Toluoyl chloride |
acidity coefficient (pKa) | 13.53±0.70(Predicted) |
EPA chemical information | Mebenil (7055-03-0) |
Toxicity
the acute oral LD50 of rats is 6000mg/kg, and the acute oral LD50 of mice is 8750mg/kg. It has no irritating effect on the skin, does not accumulate in the animal body, and can quickly metabolize.
use
This product is a fungicide, which has an efficient control effect on Basidiomycetes, especially for wheat, cereals, peanuts rust, potato blight, wheat sclerotia root rot and other root diseases caused by Rhizoctonia All have good control effects. It can also be used to control cotton seedling blight, cotton red rot, peanut leaf blight, sugar beet brown spot, rice blast, sheath blight, etc. After drug rotation, the product has a certain anti-lodging effect on a variety of crops. The product should be applied early, and the effect of application in the peak period of the disease is poor.
production method
1. The acid chlorination reaction between o-methylbenzoic acid and phosphorus trichloride generates the intermediate o-methylbenzoyl chloride ([933-88-0]), which is then condensed with aniline to obtain o-amide. 24.4kg of aniline, 62.5kg of sodium hydroxide solution (folded 100%, 1.7 times of aniline in molar ratio) and 100kg of toluene were sequentially added into the glass-lined reaction pot. Under stirring, o-methylbenzoyl chloride is added dropwise at room temperature, and 53.0kg is added in about half an hour. The reaction is exothermic, the temperature is about 70-80 ℃ after adding, and then heated to 80-90 ℃ for 30min. After the reaction, continue to keep warm, add 200L of hot water at 90-95 ℃, stir and wash for 20min, dissolve the generated sodium chloride and unreacted raw materials in water, and stand to separate the lower sewage. Then 50-80L of hot water is added for steam distillation to recover the solvent toluene and trace aniline. Then cool to 30-40 ℃, slowly crystallize slightly yellow fine particles under stirring, filter, wash with water, and dry at 70-80 ℃ to obtain o-amide with a content of 93-98% with a yield of more than 95%. Raw material consumption quota: o-methylbenzoic acid (≥ 80%)1310kg/t, phosphorus trichloride (≥ 95%)740kg/t, aniline (97%)490kg/t, sodium hydroxide (100%)1250kg/t.
2. preparation method 1
The o-methylbenzoyl chloride is produced by the action of o-methylbenzene acid and phosphorus trichloride (or thionyl chloride), and then with aniline to produce o-amide.
3. Preparation method 2
Sodium o-methylbenzoic acid is prepared by reacting o-methyltoluic acid with sodium hydroxide, and then reacting with aniline to prepare o-amide. It can also be formed by dehydration and condensation of o-toluoic acid and aniline under high temperature conditions.
category
Pesticides
toxicity classification
low toxicity
acute toxicity
oral-rat LD50: 6000 mg/kg; oral-mouse LD50: 8750 mg/kg
flammability hazard characteristics
Combustion produces toxic nitrogen oxide gas
storage and transportation features
The warehouse is ventilated and dry at low temperature; stored and transported separately from food raw materials
fire extinguishing agent
Dry powder, foam, sand