[3-(2H5)phenoxyphenyl]methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate

• ChemBase ID: 176177
• Molecular Formular: C21H20Cl2O3
• Molecular Mass: 391.2877
• Monoisotopic Mass: 390.07894986
• SMILES: c1cc(ccc1)Oc1cccc(c1)COC(=O)C1C(C1C=C(Cl)Cl)(C)C
• Canonical SMILES: ClC(=CC1C(C1(C)C)C(=O)OCc1cccc(c1)Oc1ccccc1)Cl
• InChI: InChI=1S/C21H20Cl2O3/c1-21(2)17(12-18(22)23)19(21)20(24)25-13-14-7-6-10-16(11-14)26-15-8-4-3-5-9-15/h3-12,17,19H,13H2,1-2H3
• InChIKey: RLLPVAHGXHCWKJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-(^2H₅)phenoxyphenyl]methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
• IUPAC Traditional name: [3-(^2H₅)phenoxyphenyl]methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
• Synonyms: 3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic Acid (3-Phenoxyphenyl-d5)methyl Ester; m-Methoxybenzyl 3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate; m-(Phenoxy-d5)benzyl 3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate; Acticin-d5; Adion-d5; Ambush-d5; FMC-33297-d5; NIA-33297-d5; Dichlorophenothrin-d5; Diffusil H-d5; Dragnet-d5; Dragnet FT-d5; Dragon-d5; Imperator-d5; Permanone-d5; Spartan-d5; Permethrin-d5 (cis/trans mixture)

Database IDs

• PubChem SID: 164232087
• PubChem CID: 71751437

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.6960993
• LogD (pH = 7.4): 5.6960993
• Log P: 5.6960993
• Molar Refractivity: 114.2824 cm^3
• Polarizability: 40.723476 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P288502

Labelled Permethrin (P288500). Synthetic pyrethroid insectide, more stable to light and at least as active as the natural pyrethrins and with low mammalian toxicity.

REFERENCES

• Elliott, M., et al.: Nature, 246, 169 (1973)