Erban
3,4-DICHLOROPROPIONANILIDE
CAS: 709-98-8
Molecular Formula: C9H9Cl2NO
Erban - Names and Identifiers
| Name | 3,4-DICHLOROPROPIONANILIDE |
| Synonyms | Wham Rogue Erban drexel vertac FW 734 apronox KEM-RAY synprann Propanil Synpran N Chem Rice stamsupernox DCPADPA,FW-734 vertacpropanil3 vertacpropanil4 3,4-DICHLOROPROPIONANILIDE 3',4'-DICHLOROPROPIONANILIDE N-(3,4-dichlorophenyl)propanamide |
| CAS | 709-98-8 |
| EINECS | 211-914-6 |
| InChI | InChI=1/C9H9Cl2NO/c1-2-9(13)12-6-3-4-7(10)8(11)5-6/h3-5H,2H2,1H3,(H,12,13) |
| InChIKey | LFULEKSKNZEWOE-UHFFFAOYSA-N |
Erban - Physico-chemical Properties
| Molecular Formula | C9H9Cl2NO |
| Molar Mass | 218.08 |
| Density | 1.25 |
| Melting Point | 92-93°C |
| Boling Point | 369.9±32.0 °C(Predicted) |
| Flash Point | 100°C |
| Water Solubility | 225mg/L(room temperature) |
| Vapor Presure | 1.15E-05mmHg at 25°C |
| Appearance | Solid |
| Color | Dark brown, blue-black |
| Merck | 13,7896 |
| BRN | 2365645 |
| pKa | 13.58±0.70(Predicted) |
| Storage Condition | 0-6°C |
| Refractive Index | 1.5680 (estimate) |
| Physical and Chemical Properties | Pure white needle-like crystals. m. P. 92-93 °c, vapor pressure 1.2 x 10-2Pa (60 °c). Solubility: ethanol 54%, dimethyl formamide 60%, cyclohexanone 35%, methyl ethyl ketone 25%, toluene 3%, xylene 3%, water 225mg/L. Hydrolysis to 3, 4-dichloroaniline and propionic acid in acidic and basic media. It is easy to decompose in soil, so it is not suitable for soil treatment. The finished product crystallizes during storage. Non-corrosive to metals. m. P. 85-89 ℃. |
Erban - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R50 - Very Toxic to aquatic organisms |
| Safety Description | S2 - Keep out of the reach of children. S22 - Do not breathe dust. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN 3077 9/PG 3 |
| WGK Germany | 3 |
| RTECS | UE4900000 |
| HS Code | 29242990 |
| Hazard Class | 9 |
| Packing Group | III |
| Toxicity | LD50 orally in rats: 1384 mg/kg (Bailey, White) |
Erban - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| toxicity | rat acute oral LD50 was 1400mg/kg; Rabbit acute percutaneous LD50>7080mg/kg. Has a stimulating effect on the skin and eyes. Carp LC50 11.5mg/L (48h). |
| Application | highly selective contact herbicide of amide type, mainly used in seedling field or direct-seeding field, which is a specific drug for controlling Humulus scandens, can also be used to control a variety of other Gramineae and dicotyledonous weeds, such as duck tongue grass, cress, seaweed, etc. There is almost no conduction in the plant body, only in the drug contact site. Its mechanism of action is multifaceted, not only to destroy the photosynthesis of plants, but also inhibit respiration and oxygen phosphorylation, interference with nucleic acid and protein synthesis. Thus, the physiological functions of sensitive plants are affected, the water loss is accelerated, the leaves dry gradually, and the final death. Because of the rapid decomposition of the dry powder in the rice body by hydrolytic enzymes into non-toxic substances, the degradation ability of the rice powder is 20 times larger than that of the grass, so the water show is safe. When used, it is generally used in the two-leaf to three-leaf period of Humulus scandens. Spray treatment is made with 20% ~ 113/100 m2 of water and stem and leaf. The water layer should be drained on the night before spraying. The water should be dried on the next day and then applied. Light is strong, the effect is good. The temperature is higher than 30 deg C, easy to produce damage. It is mainly used in rice field and dry paddy field to control Humulus, duck tongue grass, wild Arrowhead, Malang, qianjinzi, quinoa, amaranth, amaranth, Portulaca oleracea, polygonum and other weeds used to weed after rice field Bud, with special effects on Humulus scandens This product is a specific drug for controlling Humulus scandens, mainly used in seedling fields, and also used in direct-seeding fields, can kill a variety of gramineae and dicotyledonous weeds, such as duck tongue grass, cress, Horse Tang, etc. |
| production method | with propionyl chloride as acylating agent, chlorobenzene as solvent, under anhydrous conditions, 3, the reaction of 4-dichloroaniline resulted in formation of trichlorfon. The 3, 4-dichloroaniline and anhydrous chlorobenzene were heated to about 90 ° C., and propionyl chloride was added dropwise. The temperature was controlled between 80 and 100 ° C., and the addition was completed within 1-1.5h. The temperature was then raised to 110 °c to complete the reaction. Cool to 80 ℃, put the material into cold water, wash to pH 6-7, then put the chlorobenzene solution into the distillation kettle, distill the chlorobenzene and water at about 95 ℃, and then dehydrate under reduced pressure, then the raw material of dimethoate was obtained. Raw material consumption quota: P-nitrochlorobenzene 970kg/t, liquid chlorine 750kg/t, ferric chloride 50kg/t, iron powder 1150kg/t, ammonium chloride 50kg/t, propionic acid 550kg/t, phosphorus trichloride 450kg/t. preparation method: Using anhydrous chlorobenzene as solvent, 3, 4-dichloroaniline and the solvent are heated to about 90 ℃, and the acylating agent propionyl chloride is added dropwise, control the temperature between 80~100 deg C, in 1~1.5h drop added. The temperature was then raised to 110 °c to complete the reaction. Cool to 80 ℃, wash the material in cold water, wash to pH 6~7, then put the chlorobenzene solution into the distillation kettle, distill the chlorobenzene and water at about 95 ℃, after decompression, the patient was dehydrated, and then the symptoms were relieved. Preparation Method two can also be 3, 4-dichloroaniline chlorobenzene solution (about 40% kmol of amine), 142kg of propionic acid, 76.9kg of caustic soda (mixed into solution), under stirring, it is heated to about 92 ℃, chlorobenzene and water are azeotropically distilled, and when the temperature reaches 137~138 ℃, the dehydration is completed and the temperature is cooled to 90 ℃, evenly add phosphorus trichloride 121kg (dissolved in 110 chlorobenzene) in 30~60min, add after heating to ℃, 2H, temperature, filtration, filtrate after neutralization of steam distillation. The Chlorobenzene was removed and the crystals were cooled with stirring to give a pale yellow solid, which was filtered and dried with a yield of more than 90% and a purity of 95%. |
| category | pesticide |
| toxicity grade | high toxicity |
| Acute toxicity | oral-rat LD50: 367 mg/kg; Oral-mouse LD50: 360 mg/kg |
| flammability hazard characteristics | toxic nitrogen oxides and chloride gases from combustion |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored and transported separately from food raw materials |
| 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
