Name | phosalone |
Synonyms | zolon AZOFENE zolonedt zolonepm Zolone PM phosalone Phosalone E.C. S-6-Chloro-2,3-dihydro--2-oxobenzoxazol-3-ylmethyl phosphorodithioate s-6-chloro-2,3-dihydro-2-oxo-1,3-benzoxazol-3-ylmethylo,o-diethylphosphorodit s-6-chloro-2,3-dihydro-2-oxobenzoxazol-3-ylmethylo,o-diethylphosphorodithioat S-6-chloro-2,3-dihydro-2-oxobenzoxazol-3-ylmethylO,O-diethylphosphorodithioate 6-chloro-2,3-dihydro-2-oxobenzoxazol-3-ylmethyl O,O-diethyl phosphorodithioate S-[(6-chloro-2-oxo-1,3-benzoxazol-3(2H)-yl)methyl] O,O-diethyl phosphorodithioate |
CAS | 2310-17-0 |
EINECS | 218-996-2 |
InChI | InChI=1/C12H15ClNO4PS2/c1-3-16-19(20,17-4-2)21-8-14-10-6-5-9(13)7-11(10)18-12(14)15/h5-7H,3-4,8H2,1-2H3 |
InChIKey | IOUNQDKNJZEDEP-UHFFFAOYSA-N |
Molecular Formula | C12H15ClNO4PS2 |
Molar Mass | 367.81 |
Density | 1.39 g/cm3 |
Melting Point | 47.5-48° |
Boling Point | 446.7±55.0 °C(Predicted) |
Flash Point | 100°C |
Water Solubility | 3.05 mg l-1 (25°C) |
Vapor Presure | <6×10-5 Pa (25 °C) |
Appearance | solid |
Color | Crystals |
Odor | garlic odor |
BRN | 694650 |
pKa | -1.75±0.20(Predicted) |
Storage Condition | 0-6°C |
Sensitive | Sensitive to light |
Refractive Index | 1.608 |
MDL | MFCD00055499 |
Physical and Chemical Properties | Pure white crystals, with garlic flavor. m. P. 48 ℃, less volatile, air saturation concentration of less than 0.01mg/m3(24 ℃), about 0.02mg/m3(40 ℃), about 0.1mg/m3(50 ℃), about 0.3mg/m3(60 C). Soluble in acetone, acetonitrile, acetophenone, benzene, chloroform, cyclohexanone, dioxane, ethyl acetate, dichloroethane, methyl ethyl ketone, toluene, xylene and other organic solvents; Soluble in methanol, ethanol, solubility of about 20%; insoluble in water, solubility of about 0.1%. Stable nature, storage at room temperature for 2 years or storage at 50 ℃ for 30d without obvious failure, no corrosion. |
Use | Organic phosphorus insecticide, acaricide, with a broad spectrum, rapid effectiveness, permeability, low residue, no absorption and other characteristics. Contact killing and gastric toxicity are the main effects on pests. For cotton, rice, fruit trees, vegetables and other crops. For the control of diamondback moth, cabbage, vegetable aphid, spray 50 ~ 35% of water with 100 ~ 180mL of emulsifiable concentrate. To control cotton pink bollworm and cotton bollworm, spray 35% ~ 37.5 of water with 30~11.4/100m2 of EC. To control wild Borer of bean and red spider of eggplant, spray with 35% emulsifiable concentrate 22.5~30mL/100m2 if the mites are abundant. To control wheat armyworm and aphid, spray 22.5 ~ 11.3kg of water with 15~7.5/100m2. Prevention and Control of fruit tree pests, Apple leaf curl, pear, Yellow Wood |
Risk Codes | R21 - Harmful in contact with skin R25 - Toxic if swallowed R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R43 - May cause sensitization by skin contact R20/21 - Harmful by inhalation and in contact with skin. |
Safety Description | S36/37 - Wear suitable protective clothing and gloves. 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. |
UN IDs | 2783 |
WGK Germany | 3 |
RTECS | TD5175000 |
Hazard Class | 6.1(b) |
Packing Group | III |
Toxicity | LD50 in mice, female, male rats, guinea pigs (mg/kg): 180-205, 135-170, 120, 82-150 orally; female rats (mg/kg): 390 dermally (Colinese, Terry) |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
toxicity | acute oral LD50120mg/kg in male rats, 135~170 mg/kg in female rats and 150 mg/kg in guinea pigs; Acute percutaneous LD501500mg/kg in female rats and> 1000 mg/kg in rabbits. The non-effective doses of rats and dogs in the 2-year feeding test were 2.5 mg/kg and 10.0 mg/kg respectively. Animal experiments showed no carcinogenic, teratogenic and mutagenic effects. Rainbow trout LC500.3mg/L, lithium fish LC501.2mg/L(48h). Pheasant acute oral LD50290mg/kg, moderate toxicity to bees. |
use | organophosphorus insecticide and acaricide have the characteristics of broad spectrum, quick effect, permeability, low residue, no internal absorption, etc. The main effects on pests are contact killing and stomach toxicity. Used for cotton, rice, fruit trees, vegetables and other crops. To control diamondback moth, cabbage worm and cabbage aphid, spray 50~75kg of water with 100~180mL of 35% emulsifiable concentrate. To control cotton red bollworm and cotton bollworm, spray 11.4~15kg of water with 35% emulsifiable concentrate of 30~37.5mL/100m2. To prevent and control bean borer and eggplant red spider, spray with 35% emulsifiable concentrate 22.5~30mL/100m2 if mites are in full bloom. Control wheat armyworms and aphids, spray 7.5~11.3kg of water with 15~22.5mL/100m2. Control fruit tree pests, apple leaf curls, pear heartworms, wood lice, aphids, red spiders, spray wine with 0.3% ~ 0.6%. This product is a non-systemic broad-spectrum organic phosphorus insecticide and acaricide. Mainly used in cotton, fruit trees, rape, potatoes and a variety of cash crops, used to control aphids, thrips, red spiders, leafhoppers, planthoppers, stem borers, cabbage and other pests. non-systemic organophosphorus insecticide and acaricide organophosphorus insecticide and acaricide have the characteristics of broad spectrum, quick effect, permeability, low residue and no internal absorption. The main effects on pests are contact killing and stomach toxicity. Used for cotton, rice, fruit trees, vegetables and other crops. To control diamondback moth, cabbage worm and cabbage aphid, spray 50~75kg of water with 100~180mL of 35% emulsifiable concentrate. To control cotton red bollworm and cotton bollworm, spray 11.4~15kg of water with 35% emulsifiable concentrate of 30~37.5mL/100m2. To prevent and control bean borer and eggplant red spider, spray with 35% emulsifiable concentrate 22.5~30mL/100m2 if mites are in full bloom. Control wheat armyworms and aphids, spray 7.5~11.3kg of water with 15~22.5mL/100m2. Control of fruit tree pests, apple leaf curls, pear heartworms, yellow wood |
Production method | Benzoxazolone is prepared from the condensation of urea and o-aminophenol, and is chlorinated with SO2Cl2 to produce 6-chlorobenzoxazolone. Chloromethylation with formaldehyde and hydrogen chloride was then performed to give 6-chloro-3-chloromethylbenzoxazolone, which was condensed with sodium O,O-diethyldithiophosphate to give amphokph. Raw material consumption quota: o-aminophenol 550kg/t, anhydrous ethanol 18900kg/t, chlorine 360kg/t, formaldehyde 120kg/t, ammonium salt 710kg/t, urea 330kg/t. preparation of 3-chloromethyl -6-chlorobenzoxazolone: o-hydroxyaniline and urea are heated and melted in an oil bath at 1:1.1(mol), heated to 170 ℃, 210 ℃, 210~215 ℃ for a certain reaction time, cooled by 180 ℃, poured into 2% hydrochloric acid aqueous solution, cooled and crystallized, filtered, and post-treated to prepare benzoxazolone. Benzoxazolone and anhydrous ethanol are added to the reactor in a mass ratio of 1:35, heated in a water bath under stirring to dissolve, cooled, and then chlorinated with chlorine (or thioyl chloride) at 30-45°C. The mass ratio of benzoxazolone to chlorine is 1:(1.05-1.25) to prepare 6-chlorobenzoxazolone. It reacts with formaldehyde and hydrogen chloride to produce 3-chloromethyl-6-chlorobenzoxazolone. The preparation of O,O-diethyldithiophosphoric acid is usually prepared by the reaction of phosphorus pentasulfide and ethanol. Due to the existence of various impurities (sulfur and phosphorus compounds) in industrial phosphorus pentasulfide, this reaction process is very complicated and produces a series of side reactions. The reaction is a strong exothermic reaction, and the reaction temperature should be strictly controlled. Synthesis of Phosphothion 3-chloromethyl-6-chlorobenzoxazolone with O,O-diethyldithiophosphate sodium or ammonium salt synthesis of Phosphothion. |
category | pesticide |
toxicity classification | highly toxic |
acute toxicity | oral-rat LD50: 85 mg/kg; Oral-mouse LD50: 73 mg/kg |
flammability hazard characteristics | thermal decomposition of toxic phosphorus oxide, sulfur oxide, nitrogen oxide, chloride gas |
storage and transportation characteristics | warehouse ventilation and low temperature drying; separate from food raw materials storage and transportation |
fire extinguishing agent | sand, dry powder, foam |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |