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Admire

Imidacloprid

CAS: 138261-41-3;105827-78-9

Molecular Formula: C9H10ClN5O2

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Admire - Names and Identifiers

Name Imidacloprid
Synonyms Merit
Gaucho
Admire
Grubex
Couraze
provado
NTN33823
Confidor
NTN-33893
NTN 33893
confidorsl
bay-ntn33893
Imidacloprid
Imidaclopride
confidor200sl
merit(insecticide)
1-((6-Chloro-3-pyridinyl)methyl)-N-nitro-imidazolidinimine
1-[(6-chloropyridin-3-yl)methyl]-3-nitroimidazolidin-2-imine
1-[(6-chloro-3-pyridinyl)methyl]-N-nitro-2-imidazolidinimine
1-(6-chloro-3-pyridymethyl)-N-nitromidazolidin-2-ylideneamine
1-(6-chloro-3-pyridylmethyl)-N-nitroimidazolidin-2-ylideneamine
(2E)-1-[(6-Chloro-3-pyridinyl)Methyl]-N-nitro-2-iMidazolidiniMine
(EZ)-1-(6-Chloro-3-pyridylmethyl)-N-nitroimidazolidin-2-ylideneamine
1-((6-Chloro-3-pyridinyl)methyl)-4,5-dihydro-N-nitro-imidazol-2-amine
1-((6-chloro-3-pyridinyl)methyl)-4,5-dihydro-N-nitro-1H-imidazol-2-amine
1-[(6-chloropyridin-3-yl)methyl]-N-nitro-4,5-dihydro-1H-imidazol-2-amine
((6-Chloro-3-pyridinyl)methyl)-N-nitro-2-imidazolidinimine imidacloprid TC
CAS 138261-41-3
105827-78-9
EINECS 200-835-2
InChI InChI=1/C9H10ClN5O2/c10-8-2-1-7(5-12-8)6-13-3-4-14(9(13)11)15(16)17/h1-2,5,11H,3-4,6H2

Admire - Physico-chemical Properties

Molecular FormulaC9H10ClN5O2
Molar Mass255.66
Density1.54
Melting Point144°C
Boling Point93.5°C (rough estimate)
Flash Point2°C
Water Solubility0.061 g/100mL at 20 ºC
Solubility Water solubility: 0.061g/100mL at 20 ℃
Vapor Presure2 x 10-7
AppearanceColorless crystal
pKa7.16±0.20(Predicted)
Storage Condition0-6°C
SensitiveSensitive to light
Refractive Index1.5790 (estimate)
MDLMFCD00468059
Physical and Chemical PropertiesColorless crystals, melting point 143.8 ℃.
UseFor the prevention and control of pricking mouthpiece pests

Admire - Risk and Safety

Risk CodesR11 - Highly Flammable
R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
R36 - Irritating to the eyes
R22 - Harmful if swallowed
R20/22 - Harmful by inhalation and if swallowed.
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.
S22 - Do not breathe dust.
S36/37 - Wear suitable protective clothing and gloves.
S16 - Keep away from sources of ignition.
S46 - If swallowed, seek medical advice immediately and show this container or label.
S44 -
UN IDsUN 2588
WGK Germany2
RTECSNJ0560000
HS Code29333990
Hazard Class6.1(b)
Packing GroupIII

Admire - Upstream Downstream Industry

Raw MaterialsBenzylamine
Propionaldehyde
Acrylonitrile
Chlorine
N-Nitroiminoimidazolidine
Nitroguanidine
Ethylenediamine
Ethyl acetate

Admire - Reference

Reference
Show more
1. Zhao Pengcheng, Li Yan, Yan Wenjing, et al. Sensitivity of Different Geographical Populations of Cotton Aphid in Xinjiang to Pesticides [J]. Journal of Shihezi University (Self-Science Edition), 2018, 036(002):159-163.
2. Xiao Suping, Zhong Rongrong, Gao Hui, such as. Ultra Performance Liquid Chromatography-Tandem Mass Spectrometry for Rapid Determination of Eight Pesticide Residues in Different Dendrobium [J]. Modern Chinese Medicine, 2020, v.22(04):135-140 153.
3. Mu Lili, Gao Ge. Population Changes of Rose Aphid on Potato Seedlings and Determination of Indoor Toxicity of Insecticides [J]. Modern Agricultural Science and Technology, 2020(17):90-91.
4. Gou Zhenzhen. Study on Screening Lethal Genes of Pea Aphid by Feeding RNAi [D]. Northwest A & F University, 2020.
5. Qu, Fei, Han Wang, and Jinmao You. "Dual lanthanide-probe based on coordination polymer networks for ratiometric detection of glyphosate in food samples." Food chemistry 323 (2020): 126815.https://doi.org/10.1016/j.foodchem. 2020.126815
6. [IF=10.588] Lingyu Li et al."AuNPs/NiFe-LDHs-assisted laser desorption/ionization mass spectrometry for efficient analysis of metronidazole and its metabolites in water samples."J Hazard Mater. 2022 Feb;423:126893
7. [IF=10.588] Qinzhi Wang et al."Macro-meso-microporous carbon composite derived from hydrophilic metal-organic framework as high-performance electrochemical sensor for neonicotinoid determination."J Hazard Mater. 2021 Jun;411:125122
8. [IF=7.514] Fei Qu et al."Dual lanthanide-probe based on coordination polymer networks for ratiometric detection of glyphosate in food samples."Food Chem. 2020 Sep;323:126815
9. [IF=7.46] Qinzhi Wang et al."Semi-sacrificial template growth-assisted self-supporting MOF chip: A versatile and high-performance SERS sensor for food contaminants monitoring."Sensor Actuat B- Chem. 2022 Feb;352:131025
10. [IF=3.228] Ting Luo et al."Combined hepatotoxicity of imidacloprid and microplastics in adult zebrafish: Endpoints at gene transcription."Comp Biochem Phys C. 2021 Aug;246:109043
11. [IF=7.514] Hui Zhangsun et al."NiCu nanoalloy embedded in N-doped porous carbon composite as superior electrochemical sensor for neonicotinoid determination."Food Chem. 2022 Aug;384:132607

Admire - Reference Information

LogP0.7 at 24℃
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
insecticide imidacloprid, also known as imidacloprid, aphid lice net, aphid, and bidan, is a kind of high-efficiency systemic broad-spectrum insecticide, It has stomach toxicity and contact killing effects, has a long duration, and has a good control effect on prick-suction mouthpiece pests. The drug is a compound with a brand-new structure. The point of action in insects is the insect nicotinic acid acetylcholinesterase receptor, which interferes with the motor nervous system of pests. This is completely different from the traditional insecticide's mechanism of action, so there is no cross resistance. The drug is mainly used to control pricking mouth pests on rice, wheat, cotton and other crops.
Imidacloprid is a nitromethylene systemic insecticide, which is the agent of nicotinic acid acetylcholinesterase receptor. It is used to control piercing mouthpart pests, such as aphids, leafhoppers, planthoppers, thrips, whiteflies and their resistant strains. It is also effective for Coleoptera, Diptera and Lepidoptera. Inactive against nematodes and spider mites. Due to its excellent absortivity, it is especially suitable for seed treatment and application with granules. Pests can be continuously controlled in the early stage of cereal crops, corn, rice, potato, sugar beet and cotton. The above crops and pests in the late growth stage of citrus, deciduous fruit trees, vegetables, etc. can be controlled by foliar spray. Foliar spray has excellent control effects on black-tailed leafhoppers, planthoppers (rice brown planthopper, gray planthopper, white-backed planthopper), aphids (peach aphid, cotton aphid) and thrips (greenhouse hedge thrips). It also has a control effect on whitefly, rice borer, rice negatives, and rice weevil, which is better than buprofezin, ethrethrin, anti-aphidoxyl and carol. When poisonous soil is treated, when the concentration in the soil is 1.25 mg/kg (ppm), it can control the peach aphid on cabbage and the bean aphid on broad bean for a long time. The granule is treated with 1gAI/kg seedling box, which has excellent control effect on rice leafhopper and planthopper. With 1gAI/kg seed treatment, bean aphid and cotton aphid can be controlled within at least 5 weeks.
toxicity imidacloprid is a low toxic insecticide. Acute oral LD50 in rats (male and female) is about 450mg/kg, and acute oral LD50 in mice is about 150mg/kg. Rats (male, female) acute percutaneous LD50>5g/kg, rats acute inhalation of LC50(4 hours)>5323mg/m3 (powder),69mg/m3 air (aerosol). The two-year feeding test had no effective dose: 100mg/kg feed for male rats, 300mg/kg feed for female rats and 330mg/kg feed for mice. Dogs (52 weeks) were fed with a test-free dose of 500mg/kg. ADI for humans is 0.057 mg/kg body weight. It has no irritating effect on rabbit eyes and skin, and has no mutagenicity, teratogenicity and sensitization. Golden round-bellied Yaluo fish LC50(96 hours) 237mg/L. Rainbow trout LC50(96 h) 211mg/L. The acute oral LD50 of Japanese quail is 31mg/kg, diphtheria quail 152mg/kg. LC50 (5 days): Quail 2225mg/kg, wild duck> 5g/kg. Direct contact is toxic to bees. Earthworm LC50 is 10.7 mg/kg dry soil, Daphnia LC50(48 hours)>85mg/L.
control object is used to control pricking mouthpart pests, such as aphids, leafhoppers, planthoppers, thrips, whiteflies and their resistant strains. It is also effective for Coleoptera, Diptera and Lepidoptera. Imidacloprid is inactive against nematodes and spider mites. Due to its excellent absortivity, it is especially suitable for seed treatment and application with granules. In cereal crops, corn, rice, potatoes, sugar beets and cotton, pests can be continuously controlled in the early stage, and the above crops and citrus, deciduous fruit trees, vegetables and other pests in the late growth stage can be sprayed on the leaf surface. Foliar spray has excellent control effects on black-tailed leafhoppers, planthoppers (rice brown planthopper, gray planthopper, white-backed planthopper), aphids (peach aphid, cotton aphid) and thrips (greenhouse hedge thrips), Better than buprofezin, ethrethrin, anti-aphidb and carborol.
usage soil treatment, seed treatment and foliar spray are acceptable.
(1) when poisonous soil is treated, when the concentration in the soil is 1.25 mg/kg, it can control aphid peach on cabbage and aphid legescens on broad bean for a long time.
(2) when controlling rice brown planthopper, white-backed planthopper, leafhopper and thrips, the dosage is 20~30g/hm2, the effect is rapid, the duration is long, and the control effect above 90% can be maintained for more than 40 days. Good selectivity between planthoppers and natural enemies. When used in seedbed or seedling field soil treatment, it has ideal control effect on rice stripe leaf blight transmitted by gray planthopper, common dwarf stripe disease transmitted by black-tailed leafhopper and yellow dwarf disease.
(3) It has excellent control effect on a variety of aphids, including the orchard peach aphid with high resistance to a variety of insecticides. Using 15~30g/hm2 of active ingredients and spraying with water (5000~20000 times liquid) can effectively control peach aphid, wheat aphid, vegetable aphid and cotton aphid, and the control effect of more than 90% can reach more than 1 month.
(4) the control effect of wheat ear aphid is gradually improved with the increase of dosage. after ear aphid occurs, 75g/hm2 of 25% wettable powder has a relatively stable and ideal control effect. when using 25% wettable powder 150g/hm2 per mu to prevent ear aphid at flowering stage, it is appropriate to use 150g/hm2 of wettable powder per mu to ensure a sufficiently long holding period.
(5) treatment with 1g ai/kg seeds can control bean aphid and cotton aphid within at least 5 weeks.
(6) Efficacy of resistant pests: Because imidacloprid is different from organophosphorus, carbamate and pyrethroid insecticides, it is resistant to conventional insecticides. Aphids, leafhoppers and planthoppers also have good effects. Resistant black-tailed leafhopper, brown planthopper, and gray planthopper are no longer sensitive to organophosphorus and carbamate, and peach aphid is no longer sensitive to organophosphorus, carbamate, pyrethroid and pyrethroid insecticides. None of the resistant lines were less sensitive to imidacloprid than the sensitive lines.
Mixing with other drugs Mixing with imidacloprid with laurazone and nicotine has synergistic effect on aphids; It is mixed with avermectin, trichlorfon, chlorpyrifos, oxymethoate, pyridaben, dichlorvos, phoxim, triazolidin, methomyl, diesel oil, cypermethrin, fenvalerate, triazophos, malathion, acetamidophos, isof; they are mixed with buprofezin, insecticidal, insecticidal, dichlorvos, and coldwyrum, respectively, for the prevention and control of planthopper; mixed with insecticidal monolines, can also treat Chilo suppressalis and Chilo suppressalis; mixed with B.t. can also treat tobacco worms; mixed with phoxim can also treat leek; mixed with pyridaben and triazole can also treat red spiders; mixed with carbendazim and triadimezine can also treat powdery mil, it can also treat rice sheath blight.
Preparation method 3-methylpyridine-N-oxide, triethylamine and benzoyl chloride are refluxed to obtain 2-chloro-5-methylpyridine. 2-Chloro-5-methylpyridine reacts with imidazolidine to obtain imidacloprid. The reaction formula is as follows:
process description
1.3-methylpyridine-N-oxide, triethylamine and dichloromethane are added to the reaction kettle, benzoyl chloride is added dropwise under the protection of nitrogen, and the dropwise acceleration is appropriate to keep the solution slowly refluxing. Continue to keep warm for 2 hours after adding. Suction and filtration, the filtrate is dissolved under reduced pressure to obtain light brown viscous liquid. The pH of this liquid is adjusted to 6 with 45% NaOH solution under cooling conditions, and it is subjected to water distillation. During the distillation process, it is further neutralized with lye to keep its pH near 6. The distillate is separated from the oil layer, and the oil layer is decompressed and desolated to obtain a colorless to light yellow oily liquid with a 60.0% yield. This liquid is 2-chloro-5-methylpyridine and 2, 2-chloro-3-methylpyridine The mixture of pyridine can be obtained by freezing treatment pure 2-chloro-5-methylpyridine.
2, add a mixture of 2-chloro -5-methylpyridine and 2-chloro -3-methylpyridine, acetonitrile, initiator, raise the temperature to reflux temperature, react with chlorine under ultraviolet light until the conversion rate is ≥ 75%, stop chlorination, evaporate solvent and unreacted raw materials under reduced pressure to obtain light brown liquid, which is directly used for the next step without purification.
3, adding imidazolidine, dimethylformamide and appropriate amount of benzene to the reaction kettle, heating and reflux dehydration. After dehydration, cool, add anhydrous potassium carbonate, add dimethylformamide dropwise at about 90 ℃, and continue to keep at this temperature for 1.5 hours after dropping. Filter to remove the solid, the filtrate is poured into ice water, stirred, filtered, washed with water and recrystallized to obtain light brown solid imidacloprid with 75% yield.
precautions personal protection should be taken when applying drugs to avoid direct contact with drugs. It is not suitable to spray in strong sunlight to avoid reducing the efficacy of the drug. The seeds after medication treatment are prohibited from being eaten by humans and animals, and they must not be mixed with untreated seeds. Special care should be taken when using around sericulture areas to avoid pollution of mulberry leaves and silkworm room environment. Do not use this medicine 20 days before vegetable harvest. If you are accidentally poisoned, you should be sent to the hospital for symptomatic treatment.
(1) It is not suitable to spray under strong light to avoid reducing the efficacy.
(2) Wear protective clothing and gloves when spraying. After work, wash your hands and exposed parts of your body with soap and water.
(3) The medicine should be kept in a ventilated and cool place beyond the reach of children. It should be kept away from food and feed and locked.
(4) Appropriate medication, no medication one week before harvest.
use Germany Bayer company and Japan special pesticide company jointly developed a new excellent agricultural pesticide variety with high efficiency, internal absorption and long residual effect. it is widely used in cotton, vegetables, fruit trees, rice, wheat and other crops, effectively controlling aphids, planthoppers, leafhoppers, elephant A and other pests. Calibration instruments and devices; evaluation methods; working standards; quality assurance/quality control; other.
used to control prick-sucking mouthpart pests
used to kill rice planthopper, aphid, Chilo suppressalis, persimmon yellow small leaf curl moth, rape aphid, sugarcane cotton aphid and other pests
mainly used to control rice planthopper, citrus leaf miner, etc.
suitable for control of rice, cotton, wheat, vegetables, fruit trees, sugarcane, corn, beans, tea, tobacco and other crops A variety of pests
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-09 02:00:06
Admire
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View History
Admire
Acetic acid, dichloro-, 4-nitrophenyl ester
1-(PYRAZIN-2-YL)CYCLOPROPANECARBOXYLIC ACID
Raw Materials for Admire
Propionaldehyde
Acrylonitrile
Chlorine
N-Nitroiminoimidazolidine
Ethyl acetate
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