2-[(1E)-1-({[(2Z)-3-chloroprop-2-en-1-yl]oxy}imino)propyl]-5-[2-(ethylsulfanyl)propyl]-3-hydroxycyclohex-2-en-1-one

• ChemBase ID: 164831
• Molecular Formular: C17H26ClNO3S
• Molecular Mass: 359.91124
• Monoisotopic Mass: 359.13219238
• SMILES: C1C(CC(=O)C(=C1O)/C(=N/OC/C=C\Cl)/CC)CC(SCC)C
• Canonical SMILES: Cl/C=C\CO/N=C(/C1=C(O)CC(CC1=O)CC(SCC)C)\CC
• InChI: InChI=1S/C17H26ClNO3S/c1-4-14(19-22-8-6-7-18)17-15(20)10-13(11-16(17)21)9-12(3)23-5-2/h6-7,12-13,20H,4-5,8-11H2,1-3H3/b7-6-,19-14+
• InChIKey: SILSDTWXNBZOGF-OSCPKGOJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1E)-1-({[(2Z)-3-chloroprop-2-en-1-yl]oxy}imino)propyl]-5-[2-(ethylsulfanyl)propyl]-3-hydroxycyclohex-2-en-1-one
• IUPAC Traditional name: 2-[(1E)-1-({[(2Z)-3-chloroprop-2-en-1-yl]oxy}imino)propyl]-5-[2-(ethylsulfanyl)propyl]-3-hydroxycyclohex-2-en-1-one
• Synonyms: 2-[1-[[[(2Z)-3-Chloro-2-propen-1-yl]oxy]imino]propyl]-5-[2-(ethylthio)propyl]-3-hydroxy-2-cyclohexen-1-one; Z-Clethodim

Database IDs

• PubChem SID: 162258965
• PubChem CID: 71314899

CALCULATED PROPERTIES

• Acid pKa: 4.2372155
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.9223619
• LogD (pH = 7.4): 1.1998249
• Log P: 4.2116704
• Molar Refractivity: 98.9313 cm^3
• Polarizability: 37.846233 Å^3
• Polar Surface Area: 58.89 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C573255

The Z-isomer of Clethodim (C573250). Clethodim impurity.

REFERENCES

• Falb, L.N., J. Agric. Food Chem., 38, 875 (1990)
• Hunter., J.H., et al.: Weed Technol., 9, 432 (1990)