(3-phenoxyphenyl)methyl (3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate

• ChemBase ID: 176176
• Molecular Formular: C21H20Cl2O3
• Molecular Mass: 391.2877
• Monoisotopic Mass: 390.07894986
• SMILES: c1cc(ccc1)Oc1cccc(c1)COC(=O)C1C([C@H]1C=C(Cl)Cl)(C)C
• Canonical SMILES: ClC(=C[C@H]1C(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/t17-,19?/m0/s1
• InChIKey: RLLPVAHGXHCWKJ-KKFHFHRHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 52645-53-1
• PubChem SID: 164232086
• PubChem CID: 45040213

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: 40.698902 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Yellow Low Melting Solid

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - 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)