a-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2- dimethylcyclopropanecarboxylate
Cyhalothrin
CAS: 91465-08-6
Molecular Formula: C23H19ClF3NO3
a-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2- dimethylcyclopropanecarboxylate - Names and Identifiers
a-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2- dimethylcyclopropanecarboxylate - Physico-chemical Properties
| Molecular Formula | C23H19ClF3NO3 |
| Molar Mass | 449.85 |
| Density | 1.344g/cm3 |
| Melting Point | 49.2℃ |
| Boling Point | 498.9°C at 760 mmHg |
| Flash Point | 255.5°C |
| Water Solubility | 难溶于水，可溶于大多数有机溶剂 |
| Vapor Presure | 4.35E-10mmHg at 25°C |
| Storage Condition | 2-8℃ |
| Sensitive | Sensitive to light |
| Refractive Index | 1.574 |
| MDL | MFCD07370148 |
| Physical and Chemical Properties | Melting point 49.2°C boiling point 187-190°C |
| Use | For the control of cotton, vegetables, tobacco and other crops on the Pest |
a-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2- dimethylcyclopropanecarboxylate - Risk and Safety
| Hazard Symbols | T+ - Very toxic N - Dangerous for the environment  |
| Risk Codes | R21 - Harmful in contact with skin R25 - Toxic if swallowed R26 - Very Toxic by inhalation R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S1/2 - Keep locked up and out of the reach of children. S28 - After contact with skin, wash immediately with plenty of soap-suds. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S38 - In case of insufficient ventilation, wear suitable respiratory equipment. 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 | UN 2810 6.1/PG 3 |
a-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2- dimethylcyclopropanecarboxylate - Upstream Downstream Industry
a-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2- dimethylcyclopropanecarboxylate - Introduction
λ-Cyhalothrin is an insecticide and pyrethrin analog.
Last Update：2022-10-16 17:30:05
a-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2- dimethylcyclopropanecarboxylate - Nature
| melting point | 49.2°C |
| boiling point | 187-190°C |
| density | 1.3225 (estimate) |
| storage conditions | Sealed in dry,2-8°C |
| morphology | neat |
| Merck | 13,2787 |
| InChIKey | ZXQYGBMAQZUVMI-GCMPRSNUSA-N |
| NIST chemical information | «LAMBDA»-cyhalothrin(91465-08-6) |
| EPA chemical information | .lambda.-Cyhalothrin (91465-08-6) |
Last Update：2024-04-10 22:29:15
a-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2- dimethylcyclopropanecarboxylate - Use
introduction
High-efficiency cyhalothrin is a representative variety of pyrethroid insecticides. It is the pair of isomers with the highest insecticidal activity among the 16 stereoisomers. This product is mainly used for contact and stomach toxicity, and has a certain repellent effect. It has a wide insecticidal spectrum, high efficacy, safety, long duration, rain erosion resistance, easy biodegradation, and no toxic residue after degradation. And other characteristics.
application
high-efficiency cyhalothrin is mainly used to control lepidoptera, coleoptera, hemiptera, tassoptera, hymenoptera, orthoptera, diptera pests in cotton, fruit trees, vegetables, tea trees, dry grains, etc., and also used to control cockroach pests.
domestic registration of high-efficiency cyhalothrin is one of the insecticide varieties with a large number of pesticide registration products, and the number of original drug (mother liquor) products is correspondingly high. From the first enterprise registration in 1997 to the end of 2014, more than 80 domestic and foreign enterprises registered 729 original drugs and preparations. In recent years, there are more registered compound products, mainly mixed with nicotine.
Toxicity
the acute oral LD50 of rats is 632~696 mg/kg, the acute inhalation of LC500.06mg/L air (4h), and the acute percutaneous LD50 of rabbits is> 2000 mg/kg. Guinea pig skin sensitization test was negative. The 1-year feeding dose for dogs was 0.5 mg/kg per day, while the 2-year feeding dose for rats was 1.7-1.9 mg/kg per day. No carcinogenic, teratogenic and mutagenic effects were found in animal tests, and no abnormal phenomena were found in three-generation reproduction tests. The LC50 of rainbow trout is 0.25~0.54 μg/L(96h). Acute oral LD50 of bees is 0.038 μg/bee. Wild duck acute oral LD50>3950mg/kg.
chemical properties
pure products are white solids and industrial products are light yellow solids. M. p.49.2 ℃, vapor pressure 200 × 10-9Pa(2.67 × 10-7Pa)(20 ℃). Refractive index n24D1.534, B. p.187 ~ 190 ℃/26.7Pa. Soluble in acetone, methanol, ethyl acetate, toluene and other organic solvents, solubility> 500g/L; insoluble in water. It can be stored stably for more than half a year at room temperature. The half-life in water under sunlight is 20d. The half-life in soil is 22 ~ 82d.
use
high-efficiency cyhalothrin is a kind of high-efficiency, broad-spectrum, fast-acting pyrethroid insecticide, acaricide, contact killing and stomach toxicity, no systemic effect. It has good effects on various pests and other pests such as Lepidoptera, Coleoptera and Hemiptera, as well as spider mites, rust mites, gall mites, tarsal mites, etc., and can be cured when insects and mites are concurrent. It can prevent and control cotton red bollworm and cotton bollworm, cabbage green worm, vegetable tube aphid, tea inchworm, tea caterpillar, it can also be used to control a variety of surface and public health pests. For example, to prevent and control cotton red bollworm and cotton bollworm, spray with 2.5% emulsifiable concentrate 1000~2000 times during the peak period of the second and third generations to treat red spiders, bridge-building insects, and cotton blind bugs; control rapeseed and aphid respectively Spray at a concentration of 6~10mg/L and 6.25~12.5mg/L; spray at a concentration of 4.2~6.2mg/L to control citrus leaf miner.
use
- Calibration instruments and devices; evaluation methods; working standards; quality assurance/quality control; others.
- is a touch-killing, stomach-toxic pyrethroid insecticide, which can effectively control a variety of pests on cotton, soybeans, fruit trees, vegetables, peanuts and other crops
- insecticides; pyrethrin analogs. If it is less than 1 g/ml and the package is less than 100 g/ml, the article is not a dangerous article
- is a broad-spectrum insecticide with high activity, safety and low residue. It has the control and protection effects of contact killing, stomach poisoning and driving, and can extinguish most pests on crops
- used to control pests on cotton, vegetables, tobacco and other crops
production method
2-chloro -3,3, 3-trifluoropropyl-2', 2 '-dimethylcyclopropylcarboxylic acid preparation process includes addition, cyclization, elimination, saponification and other steps. Using methyl dimethylpentenoic acid as raw material, it reacts with trichlorotrifluoroethane and peroxybenzoic acid in the presence of a catalyst at 100 ℃ for 5h; The addition product and sodium tert-butanol are reacted at 0 ℃ for 2h in tetrahydrofuran solvent, and the complete cyclization reaction is carried out. The elimination reaction removes one molecule of hydrogen chloride and forms a double bond. The generated cycloprop ',2'-Dimethylcyclopropylcarboxylic acid.
Preparation of α-cyano-phenoxybenzyl alcohol
It is prepared by the reaction of m-phenoxybenzaldehyde and sodium cyanide by the reaction of m-phenoxybenzaldehyde and sodium cyanide under acidic conditions. The technological process is as follows: 0.3g of potassium cyanide (sodium) and 1mL of water are stirred and cooled to -15 ℃, 0.8g of m-phenoxybenzaldehyde is returned, 1mL of 40% sulfuric acid is added dropwise, stirred for 15min, carbon tetrachloride is extracted, and the extract is dried and desolted to obtain 0.64g (±)α-cyano-phenoxybenzyl alcohol.
sodium bisulfite adduct mixed with m-phenoxybenzyl and sodium cyanide can also be added with m-phenoxybenzaldehyde and sodium bisulfite to generate corresponding sodium hydroxy sulfonate, then 3.7kg of addition product is added into 7.4L dimethylformamide, stirred and cooled to 5 ℃, dropwise a solution composed of 0.765kg sodium cyanide and 3.8L of water is added, and stirred. Pour the reaction solution into a mixed solution composed of water and ethyl acetate, stir, separate the water phase, extract the ethyl acetate, combine the organic phase, wash with water, add 0.37kg of activated carbon and 0.37kg of sodium sulfate, stir, filter, distillation under reduced pressure, concentrate to dry, and obtain 2.7kg of α-cyano-phenoxybenzyl alcohol with 97% yield.
Cyfluthrin synthesis The corresponding cyclopropylcarboxylic acid uses thionyl chloride as a chlorinating agent to make cyclopropylcarboxylic acid form cyclopropionyl chloride, and then in the presence of pyridine, with α-cyano Phenoxy benzyl alcohol to synthesize cyfluthrin. In the production process, 16 stereoisomers can be generated, but the required products are only a pair of high-efficiency bodies. Therefore, appropriate process conditions are selected and stereotaxic synthesis catalysts and solvents are used to improve the selectivity of stereotaxic synthesis.
or prepared by the following method: place metered water, sodium fluoride solution and catalyst in a reaction pot, cool after sodium cyanide is completely dissolved, add m-phenoxybenzaldehyde and chlorofluorochrysanthemum chloride at low temperature, react for 6 hours, wash with water for 3 times, and post-treatment of cyanide-containing wastewater. The oil layer is dissolved to obtain a light yellow viscous liquid, which is passed into a spinning kettle, solvent and catalyst are added, stirred for reaction at room temperature, cooled, and a little seed crystal is added to carry out differential isomerization reaction. Precipitate crystallization, filter and dry the product.
Last Update：2024-04-10 22:29:15
a-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2- dimethylcyclopropanecarboxylate - Security information
symptoms of poisoning
It is a nerve agent. The skin at the contact area feels tingling, especially around the mouth and nose, but there is no erythema. It rarely causes systemic intoxication. When the amount of contact is large, it can cause headache, dizziness, nausea, vomiting, trembling of hands, convulsions or convulsions, coma, and shock.
emergency treatment
- no special antidote, symptomatic treatment.
- gastric lavage when swallowed in large quantities.
- cannot induce vomiting.
precautions
High toxicity, high toxicity to fish and bees, pay attention to use and environmental safety
Last Update：2024-04-10 22:29:15
a-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2- dimethylcyclopropanecarboxylate - Security information
| dangerous goods mark | T ;N,N,T ,Xn |
| hazard category code | 21-25-26-50/53-20/21/22 |
| safety instructions | 1/2-28-36/37/39-38-45-60-61-13 |
| dangerous goods transport number | UN 2810 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS number | GZ1227780 |
| HazardClass | 6.1 |
| PackingGroup | III |
| Toxicity | LD50 (technical grade) in male, female rats (mg/kg): 79, 56 orally; 632, 696 dermally (Jutsum) |
Last Update：2024-04-10 22:29:15
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View History
a-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2- dimethylcyclopropanecarboxylate
吡啶-N-氧化物
天菊
吡啶-N-氧化物
天菊
Raw Materials for a-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2- dimethylcyclopropanecarboxylate
Hydrochloric acid
N,N-Dimethylformamide
Thionyl chloride
3-Phenoxybenzyl alcohol
Trifluoropropene
TRICHLOROTRIFLUOROETHANE
N,N-Dimethylformamide
Thionyl chloride
3-Phenoxybenzyl alcohol
Trifluoropropene
TRICHLOROTRIFLUOROETHANE