Name | Larvin |
Synonyms | NIVRAL Larvin CHIPCO SKIPPER THIODICARB SEMEVIN(R) Thiodicarb DICARBASULF Larvin,Thiodicarb bis[1-methylthioacetaldehyde-o-(n-methylcarbamoyl)oximino]sulfide Bis[1-methylthioacetaldehyde-O-(N-methylcarbamoyl)oximino]sulfide ethyl N,N'-[thiobis[(methylimino)carbonyloxy]]bis(ethanimidothioate) dimethyl n,n'-[thiobis[(methylimino)carbonyloxy]]bis(thioimidoacetate) dimethyl N,N'-{sulfanediylbis[(methylcarbamoyl)oxy]}diethanimidothioate dimethyl (1Z,1'Z)-N,N'-{sulfanediylbis[(methylcarbamoyl)oxy]}diethanimidothioate dimethyl (1E,1'E)-N,N'-{sulfanediylbis[(methylcarbamoyl)oxy]}diethanimidothioate n,n'-[thiobis[(methylimino)carbonyloxy]]bis-ethanimidothioic acid dimethyl ester 3,7,9,13-TETRAMETHYL-5,11-DIOXA-2,8,14-TRITHIA-4,7,9,12-TETRAAZAPENTADECA-3,12-DIENE-6,10-DIONE 3,7,9,13-tetramethyl-5,11-dioxa-2,8,14-trithia-4,7,9,12-tetra-azapentadeca-3,12-diene-6,10-dione (3EZ,12EZ)-3,7,9,13-tetramethyl-5,11-dioxa-2,8,14-trithia-4,7,9,12-tetraazapentadeca-3,12-diene-6,10-dione |
CAS | 59669-26-0 |
EINECS | 261-848-7 |
InChI | InChI=1/C10H18N4O4S3/c1-7(19-5)11-17-9(15)13(3)21-14(4)10(16)18-12-8(2)20-6/h1-6H3/b11-7+,12-8+ |
Molecular Formula | C10H18N4O4S3 |
Molar Mass | 354.47 |
Density | 1.4000 |
Melting Point | 168-172°C |
Boling Point | 433.8±28.0 °C(Predicted) |
Flash Point | 216.179°C |
Water Solubility | 35 mg l-1(25 °C) |
Vapor Presure | 5.1×10-3 Pa (20 °C) |
Appearance | neat |
Merck | 13,9403 |
pKa | -1.79±0.70(Predicted) |
Storage Condition | 0-6°C |
Refractive Index | 1.6000 (estimate) |
Physical and Chemical Properties | Melting point 168-172°C |
Use | Is a broad-spectrum, rapid-acting insecticide, effective against aphids, cotton bollworm and other pests, can be used for food, cotton, vegetables, tobacco, fruit and other crops |
Hazard Symbols | T+ - Very toxic |
Risk Codes | R25 - Toxic if swallowed R26 - Very Toxic by inhalation |
Safety Description | S28 - After contact with skin, wash immediately with plenty of soap-suds. 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.) |
UN IDs | 2757 |
WGK Germany | 3 |
RTECS | KJ4301050 |
Hazard Class | 6.1(b) |
Packing Group | III |
Toxicity | LD50 in rats (mg/kg): 160 orally, >1600 dermally (Sousa) |
Raw Materials | Methylthio acetaldoxime Coke(coal) Thiourea Dimethyl sulfate Chlorine Chlorine Methylamine Acetaldehyde acetaldehyde oxime |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
toxicity | pure product (content 93.41%) for acute oral LD50 of rats, both male and female were 56.2mg/kg, mice were 68.1mg/kg for males and 56.2mg/kg for females. The acute percutaneous LD50 of rats was 147mg/kg in both sexes. Industrial products (content of 22.61%) of rat acute oral LD50 is 316mg/kg, male is 215mg/kg, rat acute percutaneous LD50 male and female are greater than 5000mg/kg. There was no obvious stimulation to the skin of rabbits, and there was a slight narrowing of the pupil of the eye. After 1H, it returned to normal, and there was no obvious change in the eye mucosa. The accumulative toxicity test showed that the accumulative coefficient was 5.5, and it was a kind of pesticide with slight livestock accumulation. Ames test showed no obvious mutagenic effect. There was no significant effect on the chromosome aberration rate of bone marrow cells and sperm cells in mice. It has also been reported that the acute oral LD50 of thiodicarb in rats is 66mg/kg(325mg/kg) and 800mg/kg in dogs, rabbit acute percutaneous LD50>2000mg/kg(6310mg/kg), rat acute inhalation LC50 0.0015~0.0022mg/l(1.21mg/m3), large, mice fed for 2 years Test No effect dose of 3 mg/kg feed. Blue gill fish LC50 1.21mg/L (96H), rainbow trout LC50 2.55mg/L (96H), Daphnia LC50 0.053mg/L (48h). The LD50 was 2023mg/kg for quail and 5620mg/kg for wild duck. Direct contact with toxic bees, normal use has no effect. |
Use | bis-carbamate insecticides linked with sulfur atoms have similar insecticidal activity to methomyl and lower toxicity than methomyl. The main pharmacodynamic effect is gastric toxicity, almost no contact killing effect. It is effective against Lepidoptera, Coleoptera and Diptera pests, and has high activity against Lepidoptera pest eggs. For the prevention and control of cotton bollworm, pink bollworm, with 75% suspension agent 6~12mL/100 m2, uniform spray of water, can play a significant insecticidal effect. carbamoylquinone insecticides, which are cholinesterase inhibitors, have the effect of killing and stomach poisoning, and are used to control lepidoptera, Coleoptera and Diptera pests in cotton, soybean, corn and other crops. widely used in fruit trees, cotton, vegetables, grain and other plants of pest control is a broad-spectrum, rapid-acting insecticide, effective against aphids, cotton bollworm and other pests, can be used for food, cotton, vegetables, tobacco, fruit and other crops |
production method | a certain amount of pyridine and xylene are stirred in the main reactor by methomyl synthesis, the temperature is reduced to a predetermined value with ice brine, and then at this temperature, the prepared sulfur dichloride solution is slowly added to the reactor, and the reaction is continued for a certain time after the addition, then add methomyl to warm up to a predetermined value, stir the reaction for a certain time, cool the reaction solution to below 20 ℃, slowly add a certain amount of water, stir for more than 10min, stop stirring, filter the reactants, washing and filtering were repeated 3 times, and the filter cake was weighed and dried at 60 ° C. Or lower to obtain the product of thiomemyl. The filtrate is layered, the xylene layer is to be used, the water layer is extracted with dichloromethane, the extract is evaporated and desolvated, the Methomyl is recovered, the mother liquor is added with a certain amount of solid alkali, the mixture is fully stirred, the mixture is allowed to stand and layered, and the oil layer is combined with the xylene layer, and sent to the distillation column to recover pyridine and xylene. The industrial test shows that the product has good quality and high yield. There are also reports, using pyridine as solvent, methomyl and S2Cl2 (or SCl2-S2Cl2), thiodicarb, yield 91. 3%. Synthesis of methomyl oxime thiobarb was prepared by the reaction of methomyl oxime (methanethioxime, see methomyl process) with N-methylformyl fluorosulfide in the presence of triethylamine. The yield was 92%. |
category | pesticide |
toxicity grade | high toxicity |
Acute toxicity | oral-rat LD50: 66 mg/kg |
flammability hazard characteristics | toxic nitrogen oxide and sulfur oxide 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) |