cyano(4-fluoro-3-phenoxyphenyl)methyl 3-[(Z)-2-chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropane-1-carboxylate

• ChemBase ID: 158275
• Molecular Formular: C28H22Cl2FNO3
• Molecular Mass: 510.3835832
• Monoisotopic Mass: 509.09607715
• SMILES: CC1(C(C1C(=O)OC(C#N)c1ccc(c(c1)Oc1ccccc1)F)/C=C(/c1ccc(cc1)Cl)\Cl)C
• Canonical SMILES: N#CC(c1ccc(c(c1)Oc1ccccc1)F)OC(=O)C1C(C1(C)C)/C=C(/c1ccc(cc1)Cl)\Cl
• InChI: InChI=1S/C28H22Cl2FNO3/c1-28(2)21(15-22(30)17-8-11-19(29)12-9-17)26(28)27(33)35-25(16-32)18-10-13-23(31)24(14-18)34-20-6-4-3-5-7-20/h3-15,21,25-26H,1-2H3
• InChIKey: YXWCBRDRVXHABN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: cyano(4-fluoro-3-phenoxyphenyl)methyl 3-[(Z)-2-chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropane-1-carboxylate; cyano(4-fluoro-3-phenoxyphenyl)methyl 3-[2-chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropane-1-carboxylate
• IUPAC Traditional name: flumethrin
• Synonyms: 3-[2-Chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropanecarboxylic Acid Cyano(4-fluoro-3-phenoxyphenyl)methyl Ester; Bayticol; Bayvarol; FCR 2769; Flumethrin; Cyano(4-fluoro-3-phenoxyphenyl)methyl 3-[2-chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropanecarboxylate; Flumethrin; 氰基(4-氟代-3-苯氧基苯基)甲基 3-[2-氯-2-(4-氯苯基)乙烯基]-2,2-二甲基环丙烷羧酸酯; 氟氯苯菊酯

Database IDs

• CAS Number: 69770-45-2
• EC Number: 274-110-4
• MDL Number: MFCD00867373
• PubChem SID: 162252411; 24870148
• PubChem CID: 6033664

CALCULATED PROPERTIES

• Acid pKa: 10.311151
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 7.193601
• LogD (pH = 7.4): 7.193076
• Log P: 7.193608
• Molar Refractivity: 134.1979 cm^3
• Polarizability: 51.73628 Å^3
• Polar Surface Area: 59.32 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Flash Point: 104 °C; 219.2 °F

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 23/24/25-36/38-43
• Safety Statements: 28-36/37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301 + H311 + H331-H315-H317-H319
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338-P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 2

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C28H22Cl2FNO3

DETAILS

Sigma Aldrich - 46417

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - F455050

Flumethrin is a synthetic pyrethroid insecticide used in the control of parasites, particularly ticks, on cattle, sheep, goats, horses, and dogs. Flumethrin is also used for control of mites in beehives.

REFERENCES

• Stendel, W. et al.: VMR Vet. Med. Rev., 2, 115 (1982)
• Ahrens, E.H. et al.: J. Econ. Entomol., 91, 1133 (1982)
• Roy, S. et al.: Ind. Vet. J., 82, 778 (1982)