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analytical standard, ≥99% Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 17 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 528776604 |
|---|---|
| Canonical Smiles | CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C |
| IUPAC Name | [(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate |
| InChIKey | KAATUXNTWXVJKI-NSHGMRRFSA-N |
| 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 |
| Isomeric SMILES | CC1([C@H]([C@H]1C(=O)O[C@H](C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C |
| Molecular Weight | 415.07 |
| Reaxy-Rn | 5773157 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5773157&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Fatty acid esters |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Pyrethroids |
| Alternative Parents | Diphenylethers Diarylethers Benzyloxycarbonyls Phenoxy compounds Phenol ethers Cyclopropanecarboxylic acids and derivatives Carboxylic acid esters Ketene acetals Chloroalkenes Vinyl chlorides Monocarboxylic acids and derivatives Nitriles Carbonyl compounds Hydrocarbon derivatives Organic oxides Organochlorides Organopnictogen compounds |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Pyrethroid skeleton - Diphenylether - Diaryl ether - Benzyloxycarbonyl - Phenoxy compound - Phenol ether - Monocyclic benzene moiety - Cyclopropanecarboxylic acid or derivatives - Benzenoid - Carboxylic acid ester - Ketene acetal or derivatives - Carboxylic acid derivative - Ether - Chloroalkene - Monocarboxylic acid or derivatives - Carbonitrile - Nitrile - Haloalkene - Vinyl halide - Vinyl chloride - Carbonyl group - Organic oxygen compound - Organopnictogen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Organooxygen compound - Organic oxide - Hydrocarbon derivative - Organic nitrogen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as pyrethroids. These are organic compounds similar to the pyrethrins. Some pyrethroids containing a chrysanthemic acid esterified with a cyclopentenone (pyrethrins), or with a phenoxybenzyl group. |
| External Descriptors | cyclopropanecarboxylate ester |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | May 19, 2026 | C109960 | |
| Certificate of Analysis | May 19, 2026 | C109960 | |
| Certificate of Analysis | Jan 19, 2026 | C109960 | |
| Certificate of Analysis | Jul 25, 2025 | C109960 | |
| Certificate of Analysis | Jul 25, 2025 | C109960 | |
| Certificate of Analysis | Jul 25, 2025 | C109960 | |
| Certificate of Analysis | Jul 05, 2024 | C109960 | |
| Certificate of Analysis | Jul 05, 2024 | C109960 | |
| Certificate of Analysis | Oct 08, 2023 | C109960 | |
| Certificate of Analysis | Jun 14, 2022 | C109960 |
| Molecular Weight | 416.300 g/mol |
|---|---|
| XLogP3 | 6.000 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 7 |
| Exact Mass | 415.074 Da |
| Monoisotopic Mass | 415.074 Da |
| Topological Polar Surface Area | 59.300 Ų |
| Heavy Atom Count | 28 |
| Formal Charge | 0 |
| Complexity | 643.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Xiaotong Wang, Shen Jiang, Zhehan Liu, Xiaomeng Sun, Zhe Zhang, Xubin Quan, Tian Zhang, Weikang Kong, Xiaotong Yang, Yang Li. (2023) Integrated surface-enhanced Raman spectroscopy and convolutional neural network for quantitative and qualitative analysis of pesticide residues on pericarp. FOOD CHEMISTRY, [PMID:38150903] [10.1016/j.foodchem.2023.138214] |
| 2. Lin Wang, Shu-Hang Tian, Wei Zhao, Jin-Jun Wang, Dan-Dan Wei. (2023) Overexpression of ABCB transporter genes confer multiple insecticide tolerances in Bactrocera dorsalis (Hendel) (Diptera: Tephritidae). PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:38072545] [10.1016/j.pestbp.2023.105690] |
| 3. Ying Zhang, Yunhai Chen, Dianwei Zhang, Huilin Liu, Baoguo Sun. (2023) Peptide nanodots-bridged metal-organic framework (PNMOF): Intelligently design a cascade amplification platform for smartphone-facilitated mobile fluorescence imaging detection of pyrethroids. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2023.143690] |
| 4. Yuhang Zhang, Lu Bai, Zhirui Xu, Siyuan Chen, Junping Zheng. (2023) A Robust, Thermally Stable, and Efficiently Reprocessable Poly(dimethylsiloxane) Elastomers Based on Activated Dynamic Silyl Ether Linkages by Neighboring Groups. MACROMOLECULAR CHEMISTRY AND PHYSICS, 224 (15): (2300076). [PMID:] [10.1002/macp.202300076] |
| 5. Jing-jing Xu, Yong-mei Chang, Mei Lu, Yuan Tie, Yan-ling Dong, Guang-you Chen, Zhi-qing Ma, Xi-li Liu, Yong-qiang Li. (2021) Two single mutations in carboxylesterase 001C improve fenvalerate hydrolase activity in Helicoverpa armigera. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:34802519] [10.1016/j.pestbp.2021.104969] |
| 6. Yifan Li, Hong Sun, Hassan Yasoob, Zhen Tian, Yue Li, Ruichi Li, Shengli Zheng, Jiyuan Liu, Yalin Zhang. (2021) Biogenetic cantharidin is a promising leading compound to manage insecticide resistance of Mythimna separata (Lepidoptera: Noctuidae). PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:33518040] [10.1016/j.pestbp.2020.104769] |
| 7. He Bingnan, Wang Xia, Jin Xini, Xue Zimeng, Zhu Jianbo, Wang Caiyun, Jin Yuanxiang, Fu Zhengwei. (2020) β-Cypermethrin promotes the adipogenesis of 3T3-L1 cells via inducing autophagy and shaping an adipogenesis-friendly microenvironment. ACTA BIOCHIMICA ET BIOPHYSICA SINICA, 52 (8): (821-831). [PMID:32637997] [10.1093/abbs/gmaa049] |
| 8. Bingnan He, Xia Wang, Xini Jin, Zimeng Xue, Yinhua Ni, Jianbo Zhu, Caiyun Wang, Yuanxiang Jin, Zhengwei Fu. (2020) β-Cypermethrin Alleviated the Inhibitory Effect of Medium from RAW 264.7 Cells on 3T3-L1 Cell Maturation into Adipocytes. LIPIDS, 55 (3): (251-260). [PMID:32236964] [10.1002/lipd.12234] |
| 9. Bingnan He, Xia Wang, Jianbo Zhu, Baida Kong, Lai Wei, Yuanxiang Jin, Zhengwei Fu. (2019) Autophagy protects murine macrophages from β-cypermethrin-induced mitochondrial dysfunction and cytotoxicity via the reduction of oxidation stress. ENVIRONMENTAL POLLUTION, [PMID:31026688] [10.1016/j.envpol.2019.04.044] |
| 10. Yongmei Chang, Weihuan Xu, Shan Wang, Mengyao Zhu, Yanan Ru, Zhiheng Xu, Guangyou Chen, Yongqiang Li. (2024) Characterization of Four Carboxylesterases Involved in Detoxification of β-Cypermethrin, λ-Cyhalothrin, and Malathion in Helicoverpa armigera. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:39508741] [10.1021/acs.jafc.4c07451] |
| 11. Wei-Huan Xu, Meng-Yao Zhu, Zhi-Heng Xu, Xiao-Jie Li, Chao-Yang Peng, Xiao-Pei Fan, Yong-Qiang Li. (2025) Functional characterization of an epsilon glutathione S-transferase (SfGSTe9) associated with insecticide detoxification in Spodoptera frugiperda. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:40015897] [10.1016/j.pestbp.2025.106305] |
| 12. Wenfei Zhao, Wen Wang, Yixuan Wu, Wenhui Guo, Wenzhuo Ren, Shiyu Meng, Shaojun Yun, Cuiping Feng. (2024) Magnetic biochar prepared from a spent mushroom substrate as an adsorbent for the analysis of pyrethroids in environmental water samples. TALANTA, [PMID:39577382] [10.1016/j.talanta.2024.127195] |
| 13. Penglong Wang, Qi Liu, Xu Wang, Tiancong Sun, Boxing Liu, Bohan Wang, Huan Li, Chuanwen Wang, Weiwei Sun, Baoliang Pan. (2024) Point mutations in the voltage-gated sodium channel gene conferring pyrethroid resistance in China populations of the Dermanyssus gallinae. PEST MANAGEMENT SCIENCE, 80 (10): (4950-4958). [PMID:38828899] [10.1002/ps.8223] |
| 14. Lei Li, Dongyin Han, Jing Zhao, Haiyan Qiu, Fangping Zhang, Zhengpei Ye, Yueguan Fu. (2025) Combination of the Parasitoid Spalangia endius Walker and Chemical Pesticides for the Control of Zeugodacus cucurbitae (Coquillett). Insects, 16 (7): (716). [PMID:40725346] [10.3390/insects16070716] |
| 15. Shen Jiang, Qiuyun Li, Xubin Quan, Yaowen Xing, Yujiang Huang, Xuming Mu, Yitong Meng, Guangrun Wu, Tong Ju, Yuhan Chu, Ruiyao Ma, Jing Wu, Xiaotong Wang, Sheng Wang, Yang Li. (2025) Integrated surface-enhanced Raman spectroscopy and machine learning for identification and quantification of multi-target pesticide residues in fruit juices. FOOD CHEMISTRY, [PMID:41270633] [10.1016/j.foodchem.2025.147143] |
| 16. Haihua Wu, Qiaoqiao Xu, Yuemin Ma, Xiaoming Zhao, Jianzhen Zhang, Yichao Zhang. (2026) Two integument-enriched chemosensory proteins contribute to deltamethrin tolerance through cuticular binding in Locusta migratoria. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:41831896] [10.1016/j.pestbp.2026.107028] |
| 17. Jia Lin, Wensha Ding, Yuling Liang, Guoqing Yue, Jun Chen, Yunbo Song, Ying Li, Qinge Ji, Yongyue Lu. (2026) Demographic, physiological, and transcriptomic responses of Fopius arisanus to sublethal beta-cypermethrin and thiamethoxam. PEST MANAGEMENT SCIENCE, [PMID:] [10.1002/ps.70673] |
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