3D Mol Similar

Imidacloprid

: Iupac Name：(NE)-N-[1-[(6-chloropyridin-3-yl)methyl]imidazolidin-2-ylidene]nitramide; CAS No.: 138261-41-3; Molecular Weight：255.661; Modify Date.: 2023-05-25 01:22; Introduction: Imidacloprid is the active ingredient in AdvantageTM used to control fleas in dogs and cats (HSDB, 2006). Clothianidin is the major metabolite of thiamethoxam and both compounds are registered for use as insecticides. Widespread use increased greatly in the 1990s as alternatives to organophosphosphorus and carbamate insecticides because of their much lower mammalian toxicity and resistance developed to other pesticides. Imidacloprid has become the most widespread insecticide used in the world. View more+

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1. Names and Identifiers

: 1.1 Name; Imidacloprid; 1.2 Synonyms; (2E)-1-[(6-Chloro-3-pyridinyl)Methyl]-N-nitro-2-iMidazolidiniMine 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]-3-nitro-2-imidazolidinimine 1-[(6-Chloro-3-pyridinyl)methyl]-N-nitro-2-imidazole 1-[(6-CHLOROPYRIDIN-3-YL)METHYL]-3-NITROIMIDAZOLIDIN-2-IMINE 200-835-2 2-Imidazolidinimine, 1-[(6-chloro-3-pyridinyl)methyl]-3-nitro- 3-[(6-chloro(3-pyridyl))methyl]-1-nitroimidazolidin-2-imine bay-ntn33893 confidor200sl confidorsl Couraze Grubex merit(insecticide) MFCD00468059 MFCD01721131 provado; View all

1.3 CAS No.: 138261-41-3

1.4 CID: 86287518

1.5 EINECS(EC#): 604-069-3

1.6 Molecular Formula: C9H10ClN5O2 (isomer)

1.7 Inchi: InChI=1S/C9H10ClN5O2/c10-8-2-1-7(5-12-8)6-14-4-3-11-9(14)13-15(16)17/h1-2,5H,3-4,6H2,(H,11,13)

1.8 InChIkey: YWTYJOPNNQFBPC-UHFFFAOYSA-N

1.9 Canonical Smiles: C1CN(C(=N[N+](=O)[O-])N1)CC2=CN=C(C=C2)Cl

1.10 Isomers Smiles: C1CN(/C(=N/[N+](=O)[O-])/N1)CC2=CN=C(C=C2)Cl

2. Properties

2.1 Density: 1.54

2.1 Melting point: 144℃

2.1 Boiling point: 411.7°C at 760 mmHg

2.1 Refractive index: 1.713

2.1 Flash Point: 202.8°C

2.1 Precise Quality: 255.052307

2.1 PSA: 89.04000

2.1 logP: 1.47780

2.1 Solubility: 0.061 g/100mL at 20 ºC

2.2 Appearance: COA

2.3 Storage: 0-6°C

2.4 Chemical Properties: Imidacloprid is a white solid crystal or powder under ambient conditions and have a low volatility (U.S. EPA, 2010; HSDB, 2006, 2012b).

2.5 Color/Form: Colorless crystals

2.6 Decomposition: On combustion, forms toxic gases. Decomposes on heating.

2.7 Odor: Slight characteristic odor

2.8 pKa: 7.16±0.20(Predicted)

2.9 Water Solubility: H2O: 0.061 g/100mL at 20 oC

2.10 Stability: Stable to hydrolysis at pH 5-11.

2.11 StorageTemp: 0-6°C

3. Use and Manufacturing

3.1 Definition: ChEBI: The E-isomer of imidacloprid.

3.2 History: Imidacloprid was discovered in 1984 at Nihon Bayer Agrochem in Japan by screening novel synthetic compounds for a high affinity to the insect nicotinic AChRs receptors, but with low toxicity to vertebrate species (Kagabu, 1997). Its molecule includes the insecticidal N-(3- pyridinyl)methyl group of nicotine and a nitroimine moiety. Because of their structural similarity to nicotine, imidacloprid and related insecticides (acetamiprid, thiacloprid, thiamethoxam and nitenpyram) were termed neonicotinoids (Tomizawa and Yamamoto, 1993). Nicotine possesses only modest insecticidal activity and is not stable for use in the field for crop protection. Imidacloprid has greater insecticidal activity than nicotine, and its stability is suitable for field use. Both the neonicotinoids and nicotinoids act as agonists at the nAChR. The principal differences between the two classes of compounds are that the nicotinoids are ionized at physiological pH and selective for the mammalian nAChR; whereas the neonicotinoids are not ionized and more selective for the insect nAChR. The selectivity of the neonicotinoids toward insects relative to mammals reflects the fundamental differences in the subunit combination and pharmacological profiles between the nAChR in insects and mammals (for review see Tomizawa and Casida, 2003).; View all

3.3 Usage: Imidacloprid is the active ingredient in AdvantageTM used to control fleas in dogs and cats (HSDB, 2006). Clothianidin is the major metabolite of thiamethoxam and both compounds are registered for use as insecticides. Widespread use increased greatly in the 1990s as alternatives to organophosphosphorus and carbamate insecticides because of their much lower mammalian toxicity and resistance developed to other pesticides. Imidacloprid has become the most widespread insecticide used in the world.

4. Safety and Handling

4.1 Symbol: GHS02, GHS07

4.1 Hazard Codes: N;

4.1 Signal Word: Danger

4.1 Risk Statements: 11-20/21/22-36-22-20/22

4.1 Safety Statements: 26-36-22-36/37-16-46-44

4.1 Packing Group: III

4.1 Octanol/Water Partition Coefficient: log Kow = 0.57 at 21 deg C

4.2 Other Preventative Measures: /If inhaled/: /Get/ fresh air, rest. /If contacted with skin/: Rinse and then wash skin with water and soap. /If contacted with eyes/: First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then take to a doctor. /If ingested/: Induce vomiting (ONLY IN CONSCIOUS PERSONS!).
Avoid inhalation of dust. /Wear/ protective gloves and safety spectacles. Do not eat, drink, or smoke during work. Wash hands before eating.
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.
/For applying the product/ wear the items of protective clothing the label requires: for example, non-absorbent gloves (not leather or fabric), rubber footwear (not canvas or leather), a hat, goggles, or a dust-mist filter. If no specific clothing is listed, gloves, long-sleeved shirts and long pants, and closed shoes are recommended. You can buy protective clothing and equipment at hardware stores or building supply stores.
Indoor Applications. If the label directions permit, leave all windows open and fans operating after the application is completed. If the pesticide product is only effective in an unventilated (sealed) room or house, do not stay there. Put all pets outdoors, and take yourself any your family away from treated areas for at least the length of time prescribed on the label. Apply most surface sprays only to limited areas such as cracks; don't treat entire floors, walls, or ceilings. Don't let pesticides get on any surfaces that are used for food preparation. Wash any surfaces that may have pesticide residue before placing food on them.
Indoor Applications. When using total release foggers to control pests, use no more than the amount needed and to keep foggers away from ignition sources (ovens, stoves, air conditioners, space heaters, and water heaters, for example). Foggers should not be used in small, enclosed places such as closets and cabinets or under tables and counters.
Outdoor Applications. Never apply pesticides outdoors on a windy day (winds higher than 10 mph). Position yourself so that a light breeze does not blow pesticide spray or dust into your face.
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.; View all

4.3 Hazard Class: 6.1(b)

4.3 Hazard Declaration: H225-H302-H312-H319-H332

4.3 Cleanup Methods: If a spill occurs, clean it up promptly. Don't wash it away. Instead, sprinkle the spill with sawdust, vermiculite, or kitty litter. Sweep it into a plastic garbage bag, and dispose of it as directed on the pesticide product label.
After Applying a Pesticide, Indoors or Outdoors. To remove pesticide residues, use a bucket to rinse tools or equipment three times, including any containers or utensils that you used when mixing the pesticide. Then pour the rinsewater into the pesticide sprayer and reuse the solution by applying it according to the pesticide product label directions. After applying any pesticide wash your hands and any other parts of your body that may have come in contact with the pesticide..To prevent tracking pesticides inside, remove or rinse your boots or shoes before entering your home. Wash any clothes that have been exposed to a lot of pesticide separately from your regular wash.

4.4 DisposalMethods: Sweep spilled substance into containers. Carefully collect remainder, then remove to safe place. Personal protection: P2 filter respirator for harmful particles. Do NOT let this chemical enter the environment.
Safe Disposal of Pesticides. The best way to dispose of small amounts of excess pesticides is to use them - apply them - according to the directions on the label. If you cannot use them, ask your neighbors whether they have a similar pest control problem and can use them. If all of the remaining pesticide cannot be properly used, check with your local solid waste management authority, environmental agency, or health department to find out whether your community has a household hazardous waste collection program or a similar program for getting rid of unwanted, leftover pesticides. These authorities can also inform you of any local requirements for pesticide waste disposal.
Safe Disposal of Pesticides. An empty pesticide container can be as hazardous as a full one because of residues left inside. Never reuse such a container. When empty, a pesticide container should be rinsed carefully three times and the rinsewater thoroughly drained back onto the sprayer or the container previously used to mix the pesticide. Use the rinsewater as a pesticide, following label directions. Replace the cap or closure securely. Dispose of the container according to label instructions. Do not puncture or burn a pressurized container like an aerosol - it could explode. Do cut or puncture other empty pesticide containers made of metal or plastic to prevent someone from reusing them. Wrap the empty container and put it in the trash after you have rinsed it.
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.; View all

4.5 RIDADR: UN 2588

4.5 Fire Fighting Procedures: Powder, water spray, foam, carbon dioxide.

4.6 FirePotential: Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

4.7 Caution Statement: P210-P280-P305 + P351 + P338

4.7 Formulations/Preparations: Dustable powder, granules, seed dressing (flowable concentrate, slurry), soluble concentrate, suspension concentrate, wettable powder.
Discontinued products: Amidor, Commet, Gaucho MZ, and Storm
Selected products: Admire; Confidor; Conidor; Gaucho; Midas; Mogambo; Picador; Suncloprid; Tiddo; Winner; ...Advantage; Agrofidor; Bilogic; Commando; Hachidusan; Intercapt; Lizetan; Merit; Premise; Provado; Trimax; Vaplex. Mixtures: Amister Admire (+azoxystrobin); Baytan C (+fuberidazole, +triadimenol); Baytan Secur (+fuberidazole, +triadimenol); Carrena (+carpropamid); Chinook (+beta-cyfluthrin); Conidan (+tebufenozide); Gaucho Ble'; (+anthraquinone, +bitertanol); Gaucho M; (+pencycuron, +thiram); Gaucho T (+thiram); Imprimo (+tefluthrin); Leverage (+cyfluthrin); Monceren G (+pencycuron); Prestige (+pencycuron); Traffic (+tefluthrin); Win Admire (+carpropamid); ...Beam Admire (+tricyclazole); Cereline Secur (+fuberidazole+triadimenol); Confidor Supra (+cyfluthrin); Confidor Ultra (+beta-cyfluthrin); Gaucho Orge (+tebuconazole+triazoxide); Gaucho Rx 246 FS (+tebuconazole); Gaucho XT (+metalaxyl+tebuconazole); Legend (+cyfluthrin); Manta Plus (+fuberidazole+imazalil+triadimenol; Monceren Admire (+pencycuron); Monceren Star (+pencycuron); Montur (+tefluthrin); Raxil Secur (+tebuconazole+triazoxide); Sibutol Secur (+bitertanol+fuberidazole); Vget Admire (+tiadinil).; View all

4.8 WGK Germany: 2

4.8 RTECS: NJ0560000

4.8 Toxicity: Acute toxicity of imidacloprid was examined via the oral route in rats and mice, and via the inhalation and dermal routes in rats. Mice appeared to be more sensitive to the acute oral toxicity of imidacloprid than rats. In mice, the median oral lethal doses (LD50) ranged between 131-168 mg/kg (Category II oral toxicant).Other symptoms included decreased motility and lethargy. The same clinical signs were observed in rats following a 4-hour exposure to imidacloprid via the inhalation route.

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Hazardous to the aquatic environment, short-term (Acute) - Category Acute 1

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H302 Harmful if swallowed H410 Very toxic to aquatic life with long lasting effects
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P273 Avoid release to the environment.
Response	P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell. P330 Rinse mouth. P391 Collect spillage.
Storage	none
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

View all

6. NMR Spectrum

Predict 1H proton NMR

7. Other Information

7.0 Chemical Properties: White Solid

7.1 Uses: A neonicotinoid; the active ingredient in certain neuro-active insecticides. Reports show that when exposed to neonicotinid pesticides honeybees have probelms returnign home after foraging and bumble bee colonies grow poorly and produce fewer queens.

7.2 Definition: ChEBI: The E-isomer of imidacloprid.

7.3 Metabolic pathway: The photolytic degradation of imidacloprid in different conditions yields diversified degradation products as indicated in the pathways. Photolysis in water gives 6- chloronicotinaldehyde, N-methylnicotinic acid amide, 1- (6-chloro-3-pyridinyl)methyl-2-imidazolinone and 6-chloro-3-pyridylmethylethylenediamine which are identified as main degradates together with a complex mixture of degradation products. On the surface of the tomato plant, four of the 14 metabolites are identified. In tobacco smoke, five degradates are detected, and in field soils, four metabolites are identified from the treated sugarbeet. As for the mammalian metabolites, the pathways are drawn tentatively by the author (see Klein145).

7.4 Chemical Properties: Imidacloprid is a white solid crystal or powder under ambient conditions and have a low volatility (U.S. EPA, 2010; HSDB, 2006, 2012b).

7.5 History: Imidacloprid was discovered in 1984 at Nihon Bayer Agrochem in Japan by screening novel synthetic compounds for a high affinity to the insect nicotinic AChRs receptors, but with low toxicity to vertebrate species (Kagabu, 1997). Its molecule includes the insecticidal N-(3- pyridinyl)methyl group of nicotine and a nitroimine moiety. Because of their structural similarity to nicotine, imidacloprid and related insecticides (acetamiprid, thiacloprid, thiamethoxam and nitenpyram) were termed neonicotinoids (Tomizawa and Yamamoto, 1993). Nicotine possesses only modest insecticidal activity and is not stable for use in the field for crop protection. Imidacloprid has greater insecticidal activity than nicotine, and its stability is suitable for field use. Both the neonicotinoids and nicotinoids act as agonists at the nAChR. The principal differences between the two classes of compounds are that the nicotinoids are ionized at physiological pH and selective for the mammalian nAChR; whereas the neonicotinoids are not ionized and more selective for the insect nAChR. The selectivity of the neonicotinoids toward insects relative to mammals reflects the fundamental differences in the subunit combination and pharmacological profiles between the nAChR in insects and mammals (for review see Tomizawa and Casida, 2003).; View all

7.6 Uses: Imidacloprid is the active ingredient in AdvantageTM used to control fleas in dogs and cats (HSDB, 2006). Clothianidin is the major metabolite of thiamethoxam and both compounds are registered for use as insecticides. Widespread use increased greatly in the 1990s as alternatives to organophosphosphorus and carbamate insecticides because of their much lower mammalian toxicity and resistance developed to other pesticides. Imidacloprid has become the most widespread insecticide used in the world.

A neonicotinoid; the active ingredient in certain neuro-active insecticides. Reports show that when exposed to neonicotinid pesticides honeybees have probelms returnign home after foraging and bumble bee colonies grow poorly and produce fewer queens.

7.7 Uses: The four neonicotinoids are acetamiprid (l),imidacloprid (2), nitenpyram (3) and thiamethoxam (4) (IS0 draft proposal name). They are potent broad spectrum insecticides possessing contact, stomach and systemic activity. The structures are given below and consist of substituted aromatic heterocyclic rings: 6-chloropyridinyl for acetamiprid, imidacloprid and nitenpyram and 3-chlorothiazole for thiamethoxam. Each compound has a methylene bridge, to a cyclic nitroguanidine moiety in imidacloprid and thiamethoxam, to a cyanoamidine in acetamiprid or to a diaminonitroethylene group in nitenpyram. The terminal group for all compounds is a strong electron-withdrawing substituent on an ethene or imino group.
These insecticides are used for foliar and soil application but imidacloprid also has a very high usage as a seed treatment. They have low rates of application: for example thiamethoxam is typically applied to foliage at rates of only 2.5-50 g ha^-1. The neonicotinoids are polar, nonvolatile solids with high water solubilities and they are non-ionised at pH values typically found in the environment. The insecticides are not readily hydrolysed. Their polar nature makes them potentially mobile in soil but this is mitigated by their low rates of application and, for acetamiprid and nitenpyram, short persistence. hnidacloprid and thiamethoxam are sufficiently persistent to be used as soil treaments. All the insecticides are efficiently translocated in plants and are effective systemic agents against sucking pests.; View all

7.8 Preparation: Reduction of 2-chloro-5-pyridinecarbonyl chloride (8) to 2-chloro-5-hydroxymethylpyridine (9) was carried out by excess NaBH4 in water, which was converted to the chloride (10) by SOCl2 . Imidacloprid was obtained by the coupling reaction of 10 with 2-nitroiminoimidazolidine (11) in acetonitrile with potassium carbonate as base. This method was successfully applied to the synthesis of [3H]imidacloprid (12) using NaB[3H]4 as the tritium source (40).
Technical production starts with the Tschitschibabin reaction of 3-methylpyridine giving 2-amino-5-methylpyridine (14), which is transformed to the chloride (15) by the Sandmeyer reaction in the presence of hydrogen chloride. A successive operation of chlorination of the methyl group to 10 and the subsequent substitution of the active chloride with ethylene diamine to 16 are carried out without isolation of the intermediates. The final product is produced by ring formation with nitroguanidine. This multistep process affords the product at a purity of >95% (41).; View all

7.9 Health Hazard: Imidacloprid is rapidly and almost completely absorbed (>92%) from the gastrointestinal tract of rats, and is eliminated from the organism rapidly and completely, with no indication of bioaccumulation of the parent compound or its metabolites (WHO, 2001). Similarly, thiamethoxam has relatively low solubility in nonpolar organic solvents and its octanol/water partition coefficient suggests that accumulation in fatty tissues is unlikely to occur (U.S. EPA, 2010).

7.10 Mechanism of action: Imidacloprid is a neurotoxic insecticide, which belongs to the class of the neonicotinoid pesticides. Imidacloprid is registered to control insect pests on agricultural and nursery crops, structural pests and parasites on companion animals.
Imidacloprid is an agonist of the nicotinic acetylcholine receptor (nAChR) at the neuronal and neuromuscular junctions in insects and vertebrates. It is structurally and functionally related to nicotine. The toxicity of imidacloprid is largely due to interference of the neurotransmission in the nicotinic cholinergic nervous system. Prolonged activation of the nAChR by imidacloprid causes desensitization and blocking of the receptor, and leads to incoordination, tremors, decreased activity, reduced body temperature and death. Presently, there is no specific antidote, which acts as an antagonist to the effects imidacloprid.

7.11 Pharmacokinetics: Imidacloprid is quickly absorbed by the oral route and rapidly distributed in nearly all organs and tissues. In rats, the oral absorption was estimated as 92-99%. Imidacloprid degrades to a large number of metabolites formed by multiple pathways. The same, or similar metabolites are found in rats, goats and hens. Based on structural considerations, the following metabolites may be of toxicological significance: 6-chloronicotinic acid, imidazolidine 4- and 5- hydroxy compounds, olefinic imidacloprid, desnitro-imidacloprid and the nitrosoimine compound. Metabolites were excreted primarily in the urine as glutathione and glycine conjugates of mercaptonicotinic acid and hippuric acid. Imidacloprid or its metabolites penetrated the blood-brain barrier. The parent compound and some of its metabolites have been detected in milk, meat of goats and hens, and eggs. Pharmacokinetic studies were not available for a direct determination of the rate of absorption from dermal and inhalation routes.

7.12 Pharmacology: Imidacloprid is a nitroguanidine compound and belongs to the nitromethylene family of chemicals. Themode of action of imidacloprid involves interference with neurological transmission in insects by binding to the postsynaptic nicotinic acetylcholine receptors. Imidacloprid is available as a spot-on treatment for cats and dogs for flea control, and, following application, it distributes throughout the skin within 6 h (Bayer, 1996). It is not absorbed systemically by the animal, and its adulticidal activity is by contact with fleas.
Imidacloprid, besides its agricultural use, is also used for the control of subterranean pests and pet ectoparasites.

7.13 Metabolism: Acute oral LD₅₀ for rats: ca. 450 mg/kg

7.14 Toxicity evaluation: Acute toxicity of imidacloprid was examined via the oral route in rats and mice, and via the inhalation and dermal routes in rats. Mice appeared to be more sensitive to the acute oral toxicity of imidacloprid than rats. In mice, the median oral lethal doses (LD50) ranged between 131-168 mg/kg (Category II oral toxicant). Imidacloprid was classified as Category III dermal toxicant, Category IV inhalation toxicant and Category IV eye and skin irritant. An acute (single dose) oral exposure of rats and mice to imidacloprid caused clinical signs characteristic for nicotine intoxication, such as incoordination, tremors, spasms and respiratory difficulties. Other symptoms included decreased motility and lethargy. The same clinical signs were observed in rats following a 4-hour exposure to imidacloprid via the inhalation route.

7.15 Degradation: The hydrolysis of imidacloprid was investigated to US EPA guidelines. [¹⁴C]Imidaclopridw as added to sterile aqueous buffer solutions at pH 5,7 and 9 and incubated at 25 °C in the dark for up to 30 days. Analysis was by HPLC and TLC methods. No products of hydrolysis were found at pH 5 or 7. Some imidacloprid (7%) degraded at pH 9 (DT₅₀ 355 days) and two products were detected. The major product was not identified but may have resulted from a small transformation of the imidazole ring. The minor product was the cyclic urea (2) as shown in Scheme 1.
The photodegradation of imidacloprid in aqueous buffer at pH 7 was investigated to US EPA guidelines. The UV spectrum of imidacloprid has a maximum at 269 nm. Solutions were irradiated with a xenon lamp (8.9-9.5 μW cm^-2) for up to 2 hours at 23-24.5 °C. Samples were analysed by TLC, HPLC and MS. Control samples were protected from irradiation. The DT₅₀ for photolysis of imidacloprid was 57 minutes. No volatile products were produced but a large number of photoproducts were formed. A further study was done using a high initial concentration of imidacloprid so that photoproducts could be identified. Nine products were identified as shown in Scheme 1. The five major products were the cyclic guanidine derivative (3), the cyclic urea (2), an olefinic cyclic guanidine (4) and the fused ring products (5) and (6). These products together accounted for 48% of the applied radiocarbon after 2 hours of irradiation, when 23% of the applied imidacloprid remained. The proposed routes of aqueous photolysis were via loss of the nitro group followed by oxidation and piecemeal degradation of the imidazoline ring affording the minor products 7,8,9,10 and 11 as shown in Scheme 1(PSD, 1993).; View all

7.16 Collision Cross Section: 158.48 ?2 [M-H]-

7.17 Storage features: Separated from food and feedstuffs.

7.18 Use Classification: Insecticides|Pesticides -> Insecticides -> Nicotinoid insecticides -> Nitroguanidine insecticides

8. Computational chemical data

Molecular Weight: 255.661g/mol
Molecular Formula: C₉H₁₀ClN₅O₂
Compound Is Canonicalized: True
XLogP3-AA: 1.2
Exact Mass: 255.0523023
Monoisotopic Mass: 255.0523023
Complexity: 319
Rotatable Bond Count: 2
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 4
Topological Polar Surface Area: 86.3
Heavy Atom Count: 17
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 1
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADccBzsAAEAAAAAAAAAAAAAAAAAWAAAAAsAAAAAAAAAAABgAAAHAIcAAAADALBGiQ9gJPIUAChAjBnZQCCgCAxByAJ2KA4ZpiIYOLB25GUIAhokALIyAYQAAAMAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

9. Question & Answer

What is Imidacloprid and How Does it Work? Aug 24 2024
Imidacloprid is a broad-spectrum, highly efficient, low-toxicity insecticide belonging to the new class of neonicotinoid insecticides. It is mainly used to control piercing-sucking pests such as aphid..
What are the characteristics and uses of Imidacloprid? Mar 06 2023
Imidacloprid, whose trade names include Aphids, Aphids, Gaoqiao, and Comfort, is a neonicotinoid highly active insecticide jointly developed by Bayer of Germany and Japan Pesticides Co., Ltd. in the ..
Why is Imidacloprid the Preferred Insecticide for Farmers? Feb 19 2023
When it comes to Imidacloprid, almost every farmer is familiar with it. It is the most commonly used insecticide in agricultural production. Due to its wide spectrum, strong systemic action, fast effi..
What are the characteristics and precautions of Imidacloprid? Jan 03 2022
Characteristics of Imidacloprid Imidacloprid, also known as Imidacloprid, is a new generation of highly efficient insecticide with nicotine-like properties. It is a colorless and odorless crystal. It..

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1YR

Products:Mainly engaged in electronic chemicals, pharmaceutical intermediates, pesticide intermediates, ultraviolet absorbent, food additives and other fine chemical products
Tel:027-85558552-13437180835
Email:janel@circlestar-chem.com

Imidacloprid

Purity:99%Packing: 200kg/bag FOB
Price: 1 USD/gram
Time: 2024/11/15

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11. Realated Product Infomation

105828-41-9 IMIDACLOPRID IMPURITY 1

135769-74-3 5-Chloro IMidacloprid

1015855-75-0 IMIDACLOPRID D4 (IMIDAZOLIDIN-4,4,5,5 D4)

Recently Updated : 1566708-15-3 2632308-14-4 2747918-45-0 2637370-86-4 1566326-43-9 1566722-26-6 1565025-23-1 1564889-53-7 1566621-11-1 1566247-71-9