Cas no 83860-31-5 ((1S,aS)-trans-Cypermethrin)
(1S,aS)-trans-Cypermethrin Chemical and Physical Properties
Names and Identifiers
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- alpha-Cyano-3-phenoxybenzyl (1S-(1alpha(R*),3beta))-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
- alpha-cyano-3-phenoxybenzyl [1S-[1alpha(R*),3beta]]-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
- CYPERMETHRIN, S(1S,3R)-
- (S)-cyano(3-phenoxyphenyl)methyl (1S,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
- UNII-4G3S2H4338
- (1S)-trans-(alphaS)-cypermethrin
- 83860-31-5
- 4G3S2H4338
- THETA-CYPERMETHRIN, (1S-(1.ALPHA.(R*),3.BETA.))-
- Q27119822
- CHEBI:39340
- CYCLOPROPANECARBOXYLIC ACID, 3-(2,2-DICHLOROETHENYL)-2,2-DIMETHYL-, (S)-CYANO(3-PHENOXYPHENYL)METHYL ESTER, (1S,3R)-(+)-
- (1S,AlphaS)-trans-Cypermethrin (Racemic Mixture)
- EINECS 281-086-9
- RU-27996
- W-111266
- .ALPHA.-CYANO-3-PHENOXYBENZYL (1S-(1.ALPHA.(R*),3.BETA.))-3-(2,2-DICHLOROVINYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE
- Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (S)-cyano(3-phenoxyphenyl)methyl ester, (1S,3R)-
- (S)-Cyano-3-phenoxybenzyl [1R-[1(S*),3]]-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
- DTXSID7058250
- RU 27996
- [(S)-cyano-(3-phenoxyphenyl)methyl] (1S,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
- Alpha-cyano-3-phenoxybenzyl[1s-[1alpha(r*),3beta]]-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
- (1S,aS)-trans-Cypermethrin
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- Inchi: 1S/C22H19Cl2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/t17-,18+,20+/m0/s1
- InChI Key: KAATUXNTWXVJKI-NLWGTHIKSA-N
- SMILES: Cl/C(=C\[C@H]1[C@H](C(=O)O[C@H](C#N)C2C=CC=C(C=2)OC2C=CC=CC=2)C1(C)C)/Cl
Computed Properties
- Exact Mass: 415.0741989g/mol
- Monoisotopic Mass: 415.0741989g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 28
- Rotatable Bond Count: 7
- Complexity: 643
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 3
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 6
- Topological Polar Surface Area: 59.3?2
Experimental Properties
- Density: 1.3±0.1 g/cm3
- Boiling Point: 511.3±50.0 °C at 760 mmHg
- Flash Point: 263.0±30.1 °C
- Solubility: Dichloromethane
- Vapor Pressure: 0.0±1.3 mmHg at 25°C
(1S,aS)-trans-Cypermethrin Security Information
- Signal Word:warning
- Hazard Statement: H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- Warning Statement: P264+P280+P305+P351+P338+P337+P313
- Safety Instruction: H303+H313+H333
- Storage Condition:Refrigerator
(1S,aS)-trans-Cypermethrin Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | C989008-2.5mg |
(1S,aS)-trans-Cypermethrin |
83860-31-5 | 2.5mg |
$ 242.00 | 2023-09-08 | ||
| TRC | C989008-10mg |
(1S,aS)-trans-Cypermethrin |
83860-31-5 | 10mg |
$ 873.00 | 2023-09-08 | ||
| TRC | C989008-25mg |
(1S,aS)-trans-Cypermethrin |
83860-31-5 | 25mg |
$ 1851.00 | 2023-09-08 |
(1S,aS)-trans-Cypermethrin Related Literature
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J. M. Granadino-Roldán,M. Fernández-Gómez,A. Navarro,T. Pe?a Ruiz,U. A. Jayasooriya Phys. Chem. Chem. Phys., 2004,6, 1133-1143
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Yingbo Li,Nada Mehio,Huizhou Liu,Sheng Dai Green Chem., 2015,17, 2981-2993
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Nduka Ikpo,Jenna C. Flogeras,Francesca M. Kerton Dalton Trans., 2013,42, 8998-9006
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Teresita Carrillo-Hernández,Philippe Schaeffer,Pierre Albrecht Chem. Commun., 2001, 1976-1977
Additional information on (1S,aS)-trans-Cypermethrin
Comprehensive Overview of (1S,aS)-trans-Cypermethrin (CAS No. 83860-31-5): Properties, Applications, and Environmental Impact
(1S,aS)-trans-Cypermethrin (CAS No. 83860-31-5) is a stereoisomer of the widely used synthetic pyrethroid insecticide, Cypermethrin. This compound belongs to the class of chiral pesticides, which exhibit distinct biological activities based on their spatial configuration. The (1S,aS)-trans configuration is particularly notable for its enhanced efficacy against target pests while maintaining a favorable environmental profile. With increasing global attention on sustainable agriculture and precision pest management, understanding the unique properties of this isomer has become crucial for researchers and industry professionals.
The molecular structure of (1S,aS)-trans-Cypermethrin features three chiral centers, resulting in eight possible stereoisomers. Among these, the trans configuration demonstrates superior stability and insecticidal activity compared to its cis counterparts. Recent studies highlight its low mammalian toxicity and reduced environmental persistence, making it a subject of interest for integrated pest management (IPM) systems. These characteristics align with current market demands for eco-friendly crop protection solutions that minimize non-target effects.
In agricultural applications, (1S,aS)-trans-Cypermethrin exhibits remarkable efficacy against lepidopteran pests, coleopterans, and dipterans. Its mode of action involves disrupting the nervous system of insects by prolonging sodium channel activation. What sets this isomer apart is its enhanced knockdown effect at lower application rates, addressing growing concerns about pesticide resistance—a frequently searched topic among agronomists. Field trials demonstrate its effectiveness in cotton, corn, and vegetable cultivation, with residual activity lasting 7-14 days depending on environmental conditions.
Environmental fate studies of 83860-31-5 reveal several advantages. The compound undergoes rapid photodegradation in sunlight (DT50 of 2-3 days in water) and shows moderate soil adsorption (Koc 12,000-15,000 mL/g), reducing leaching risks. These properties contribute to its classification as a reduced-risk pesticide by several regulatory bodies. Current research focuses on its microencapsulation to further improve target specificity—a hot topic in agrochemical innovation forums.
From a regulatory perspective, (1S,aS)-trans-Cypermethrin has been evaluated under the EPA's reduced-risk pesticide program and holds approvals in multiple countries with stringent MRLs (maximum residue limits). Its selective toxicity (LD50 > 2,000 mg/kg in rats) and low bioaccumulation potential (BCF < 100) make it compliant with modern food safety standards, a critical concern for consumers searching "pesticide residues in food".
Emerging applications include public health vector control, where its efficacy against mosquitoes and houseflies is being explored for disease prevention programs. Recent formulations combine it with synergists like piperonyl butoxide to enhance activity while reducing active ingredient quantities—an approach gaining traction in green chemistry discussions.
Analytical methods for 83860-31-5 detection have evolved significantly. Modern HPLC-MS/MS techniques can quantify residues at 0.01 ppm levels, addressing the trace analysis needs frequently queried by quality control laboratories. Stability studies indicate optimal storage at 4°C in amber glass, with degradation primarily occurring through ester hydrolysis under alkaline conditions.
The synthesis of (1S,aS)-trans-Cypermethrin involves asymmetric catalysis to achieve high stereoselectivity—a process refinement actively discussed in organic chemistry circles. Recent patents describe improved routes using chiral auxiliaries that yield >95% isomeric purity, reflecting industry's shift toward stereochemically pure agrochemicals.
Ongoing research explores its compatibility with biological control agents and pollinator-friendly formulations, responding to searches about "pesticides and bee safety". Preliminary data suggest minimal impact on honeybees when applied at recommended rates, though proper application timing remains crucial—an aspect emphasized in best management practices guidelines.
In conclusion, (1S,aS)-trans-Cypermethrin represents a sophisticated tool in modern pest control, balancing efficacy with environmental responsibility. Its development reflects broader trends toward stereoselective pesticides and precision agriculture, offering solutions to many concerns dominating current agrochemical research queries. As regulatory landscapes evolve and consumer awareness grows, this compound's unique attributes position it favorably in the global market for sustainable crop protection products.
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