[2-methyl-3-(2H5)phenylphenyl]methyl (1S,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate

• ChemBase ID: 161977
• Molecular Formular: C23H22ClF3O2
• Molecular Mass: 422.8677896
• Monoisotopic Mass: 422.12604228
• SMILES: c1c(c(c(cc1)c1ccccc1)C)COC(=O)[C@@H]1C([C@H]1/C=C(\Cl)/C(F)(F)F)(C)C
• Canonical SMILES: O=C([C@H]1[C@@H](C1(C)C)/C=C(/C(F)(F)F)\Cl)OCc1cccc(c1C)c1ccccc1
• InChI: InChI=1S/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
• InChIKey: OMFRMAHOUUJSGP-GUGVIDNXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-methyl-3-(^2H₅)phenylphenyl]methyl (1S,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate
• IUPAC Traditional name: [2-methyl-3-(^2H₅)phenylphenyl]methyl (1S,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate
• Synonyms: trans-3-(2-Chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylic Acid (2-methyl[1,1'-biphenyl]-3-yl)methyl Ester-d5; trans-Bifenthrin-d5

Database IDs

• PubChem SID: 162256112
• PubChem CID: 71313942

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.589956
• LogD (pH = 7.4): 6.589956
• Log P: 6.589956
• Molar Refractivity: 109.1416 cm^3
• Polarizability: 42.211002 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - B383007

The labeled trans-isomer of the third generation synthetic pyrethroid insecticide, Bifenthrin (B383000).