Bifenthrin - analytical standard , CAS No.82657-04-3

CAS: 82657-04-3 Cat. No.: B109851 Molecular Weight: 422.87 EC Number: 617-373-6
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GRADE & PURITY Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods.
Synonyms
Bifenthrin (mixture of enantiomers) | CHEBI:3093 | Onyx 6 Special Order | CYCLOPROPANECARBOXYLIC ACID, 3-((1Z)-2-CHLORO-3,3,3-TRIFLUORO-1-PROPEN-1-YL)-2,2-DIMETHYL-, (2-METHYL(1,1'-BIPHENYL)-3-YL)METHYL ESTER, (1R,3R)- | Cyclopropanecarboxylic acid, 3-(2-
Storage
Protected from light,Desiccated,Room temperature
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250mg
B109851-250mg
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Why this grade

analytical standard Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Protected from light,Desiccated,Room temperature Ships Normal Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 41 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
Bifenthrin (mixture of enantiomers) | CHEBI:3093 | Onyx 6 Special Order | CYCLOPROPANECARBOXYLIC ACID, 3-((1Z)-2-CHLORO-3, 3, 3-TRIFLUORO-1-PROPEN-1-YL)-2, 2-DIMETHYL-, (2-METHYL(1, 1'-BIPHENYL)-3-YL)METHYL ESTER, (1R, 3R)- | Cyclopropanecarboxylic acid, 3-(2-
Specifications & Purity
analytical standard
Storage
Protected from light, Desiccated, Room temperature
Shipped In
Normal
Grade
Analytical standard
Names and Identifiers
Canonical SmilesCC1=C(C=CC=C1C2=CC=CC=C2)COC(=O)C3C(C3(C)C)C=C(C(F)(F)F)Cl
IUPAC Name(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
InChIKeyOMFRMAHOUUJSGP-IRHGGOMRSA-N
INCHI1S/C23H22ClF3O2/c1-14-16(10-7-11-17(14)15-8-5-4-6-9-15)13-29-21(28)20-18(22(20,2)3)12-19(24)23(25,26)27/h4-12,18,20H,13H2,1-3H3/b19-12-/t18-,20-/m0/s1
Isomeric SMILES CC1=C(C=CC=C1C2=CC=CC=C2)COC(=O)[C@@H]3[C@@H](C3(C)C)/C=C(/C(F)(F)F)\Cl
WGK Germany 3
UN Number 2588
Packing Group I
Molecular Weight 422.87
Reaxy-Rn 13212381
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13212381&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

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📊 Datasheet

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🔬 Specification Sheet

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassBiphenyls and derivatives
Intermediate Tree Nodes Not available
Direct ParentBiphenyls and derivatives
Alternative Parents Benzyloxycarbonyls  Toluenes  Cyclopropanecarboxylic acids and derivatives  Carboxylic acid esters  Vinyl chlorides  Monocarboxylic acids and derivatives  Chloroalkenes  Organofluorides  Organochlorides  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  Alkyl fluorides  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Biphenyl - Benzyloxycarbonyl - Toluene - Cyclopropanecarboxylic acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Chloroalkene - Haloalkene - Vinyl halide - Vinyl chloride - Monocarboxylic acid or derivatives - Alkyl fluoride - Organohalogen compound - Organochloride - Organofluoride - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organic oxygen compound - Alkyl halide - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
External Descriptors organofluorine compound - carboxylic ester - organochlorine compound - cyclopropanes
3D Structure
Interactive Chemical Structure Model





Associated Targets(non-human)
Tetranychus urticae (2600 Activities)
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Bemisia tabaci (599 Activities)
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Helicoverpa zea (137 Activities)
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Drosophila suzukii (43 Activities)
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Tyrophagus putrescentiae (89 Activities)
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Anomala orientalis (27 Activities)
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Bombus terrestris (160 Activities)
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Tetranychus evansi (16 Activities)
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Popillia japonica (46 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Amphimallon majale (27 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Reticulitermes flavipes (47 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

2 results found

Lot NumberCertificate TypeDateItem
K2314278Certificate of AnalysisAug 12, 2025 B109851
I2021096Certificate of AnalysisJul 21, 2022 B109851
Chemical and Physical Properties
SensitivityLight sensitive.
Flash Point(°C)8°C
Molecular Weight422.900 g/mol
XLogP36.000
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass422.126 Da
Monoisotopic Mass422.126 Da
Topological Polar Surface Area26.300 Ų
Heavy Atom Count29
Formal Charge0
Complexity622.000
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds1
Covalently-Bonded Unit Count1
Citations of This Product
References
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14. Yuan Qu, Heng Qian, Yiduo Mi, Jingjing He, Haixiang Gao, Runhua Lu, Sanbing Zhang, Wenfeng Zhou.  (2020)  Rapid determination of the pesticide ametryn based on a colorimetric aptasensor of gold nanoparticles.  Analytical Methods,  12  (14): (1919-1925).  [PMID:] [10.1039/D0AY00283F]
15. Xiaoling Yang, Yiduo Mi, Fang Liu, Jing Li, Haixiang Gao, Sanbing Zhang, Wenfeng Zhou, Runhua Lu.  (2020)  Preparation of magnetic attapulgite/polypyrrole nanocomposites for magnetic effervescence-assisted dispersive solid-phase extraction of pyrethroids from honey samples.  JOURNAL OF SEPARATION SCIENCE,  43  (12): (2419-2428).  [PMID:32175682] [10.1002/jssc.202000049]
16. Chendi Jia, Yiduo Mi, Zikai Liu, Wenfeng Zhou, Haixiang Gao, Sanbing Zhang, Runhua Lu.  (2019)  Attapulgite modified with covalent organic frameworks as the sorbent in dispersive solid phase extraction for the determination of pyrethroids in environmental water samples.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2019.104522]
17. Heng Qian, Chaoran Liu, Qian Yang, Xinya Liu, Haixiang Gao, Wenfeng Zhou.  (2019)  The extraction of pyrethroid insecticides in juice and tea beverages by liquid-phase microextraction using deep eutectic solvents.  Analytical Methods,  11  (38): (4923-4930).  [PMID:] [10.1039/C9AY01518C]
18. Wei Zhang, Xin Zhao, Hengling Meng, Jin Yang, Xiang Wei, Yong Min.  (2019)  Determination of Pyrethroids in Paris polyphylla Sample by High-Performance Liquid Chromatography Using Ultrasound-Assisted Magnetic Solid-Phase Extraction.  International Journal of Analytical Chemistry,      [PMID:31178911] [10.1155/2019/4968924]
19. Huiqiong Yan, Chaoling Bao, Xiuqiong Chen, Changjiang Yu, Dulin Kong, Jianjun Shi, Qiang Lin.  (2019)  Preparation of biodiesel oil-in-water nanoemulsions by mixed surfactants for bifenthrin formulation.  RSC Advances,  (21): (11649-11658).  [PMID:35517036] [10.1039/C9RA00591A]
20. Yan Wang, Hongji Li, Xiaonan Wang, Zirun Wang, Mingchao Wang, Yue Li, Qingwei Wang.  (2019)  Preparation of a high-performance magnetic molecularly imprinted sensor for SERS detection of cyfluthrin in river.  JOURNAL OF RAMAN SPECTROSCOPY,  50  (7): (926-935).  [PMID:] [10.1002/jrs.5598]
21. Tong Yao, Liu Xueyan, Zhang Lei.  (2019)  One-pot fabrication of magnetic porous Fe3C/MnO/graphitic carbon microspheres for dispersive solid-phase extraction of herbicides prior to their quantification by HPLC.  MICROCHIMICA ACTA,  186  (4): (1-9).  [PMID:30904959] [10.1007/s00604-019-3358-0]
22. Pang Yachao, Zang Xiaohuan, Wang Mengting, Chang Qingyun, Zhang Shuaihua, Wang Chun, Wang Zhi.  (2018)  Fibrous boron nitride nanocomposite for magnetic solid phase extraction of ten pesticides prior to the quantitation by gas chromatography.  MICROCHIMICA ACTA,  185  (12): (1-7).  [PMID:30488359] [10.1007/s00604-018-3103-0]
23. Fang Liu, Xiaoling Yang, Xiaoling Wu, Xuefei Xi, Haixiang Gao, Sanbing Zhang, Wenfeng Zhou, Runhua Lu.  (2018)  A dispersive magnetic solid phase microextraction based on ionic liquid-coated and cyclodextrin-functionalized magnetic core dendrimer nanocomposites for the determination of pyrethroids in juice samples.  FOOD CHEMISTRY,      [PMID:30064787] [10.1016/j.foodchem.2018.06.105]
24. Peipei Zhou, Kai Chen, Man Gao, Jingang Qu, Zhanen Zhang, Randy A. Dahlgren, Yanyan Li, Wei Liu, Hong Huang, Xuedong Wang.  (2018)  Magnetic effervescent tablets containing ionic liquids as a non-conventional extraction and dispersive agent for determination of pyrethroids in milk.  FOOD CHEMISTRY,      [PMID:30064785] [10.1016/j.foodchem.2018.06.099]
25. Xiaoling Yang, XiWen Lin, YiDuo Mi, Haixiang Gao, Jing Li, Sanbing Zhang, Wenfeng Zhou, Runhua Lu.  (2018)  Ionic liquid-type surfactant modified attapulgite as a novel and efficient dispersive solid phase material for fast determination of pyrethroids in tea drinks.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,      [PMID:29763746] [10.1016/j.jchromb.2018.04.043]
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27. Xuelian Wu, Xiaodong Lv, Jixiang Wang, Lin Sun, Yongsheng Yan.  (2017)  Surface molecular imprinted polymers based on Mn-doped ZnS quantum dots by atom transfer radical polymerization for a room-temperature phosphorescence probe of bifenthrin.  Analytical Methods,  (31): (4609-4615).  [PMID:] [10.1039/C7AY01147D]
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32. Zhao Likun, Zhang Shanfeng, Xiao Ruoyi, Zhang Chao, Lyu Zhitang, Zhang Feng.  (2024)  Diversity and Functionality of Bacteria Associated with Different Tissues of Spider Heteropoda venatoria Revealed through Integration of High-Throughput Sequencing and Culturomics Approaches.  MICROBIAL ECOLOGY,  87  (1): (1-15).  [PMID:38703220] [10.1007/s00248-024-02383-2]
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34. Xiaoqin Hai, Jiaxiao Niu, Tingze Ren, Ruiyu Fu, Hongbo Li, Yanhui Zhang, Xiaoli Guo, Xin Di.  (2024)  Rhamnolipids-based bio-supramolecular solvents as green and sustainable media for extraction of pyrethroid insecticides in water and food matrices.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:39068771] [10.1016/j.chroma.2024.465215]
35. Jiayao Fan, Huimin Pan, Chenyang Yuan, Tianyuan Liu, Feng Shang, Yuxi Zhou, Yifan Gao, Long Yi, Jinjun Wang, Wei Dou.  (2025)  The relationship between the Huanglongbing pathogen and Diaphorina citri with body color polyphenism: field dynamics, acquisition efficiency, and immunity response.  PEST MANAGEMENT SCIENCE,      [PMID:40028791] [10.1002/ps.8743]
36. Hao Chen, Guiqing Wu, Chunli Jiao, Lizhu Chen, Chunxiao Sun, Xinze Zhang, Xiao Wei, Xueping Wu, Dinglong Yang, Jianmin Zhao.  (2025)  Interactive effects of nitrite and bifenthrin on bioaccumulation, oxidative stress and immune responses of Haliotis discus hannai.  AQUATIC TOXICOLOGY,      [PMID:40700878] [10.1016/j.aquatox.2025.107512]
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38. Jiaqi Xue, Kang Mao, Zihui Tang, Jiming Hu, Hua Zhang.  (2025)  Machine-Learning-Assisted CRISPR/Cas12a Biosensors for Monitoring Organophosphorus Pesticide Degradation.  ANALYTICAL CHEMISTRY,      [PMID:41020566] [10.1021/acs.analchem.5c03596]
39. Lingling Pan, Manman Qin, Leting Wang, Lu Huang, Huiyu Xing, Ning Wang, Tongtong Yang, Liyun Hu, Rui Su, Huanwen Chen.  (2025)  Production process defects of MiXi beverage detected by neutral desorption extractive electrospray ionization mass spectrometry.  ANALYST,      [PMID:40512116] [10.1039/D5AN00299K]
40. Aying Wen, Yao Xiong, Qiang Li, Qingrun Liu, Guoliang Li, Bing Shao.  (2025)  Sensitive detection of pyrethroid pesticides in vegetables using COF-functionalized magnetic nanocomposites: Enrichment, mechanism, and quantification.  FOOD CHEMISTRY,      [PMID:41475214] [10.1016/j.foodchem.2025.147745]
41. Huiru Xu, Yuqing Zong, Kehan Yin, Rimao Hua, Xiangwei Wu, Jiaying Xue.  (2026)  Semi-automatic silicon rubber based multi-vial microextraction for determination and removal of pesticides from waters and tea.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:41689928] [10.1016/j.chroma.2026.466796]
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