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

• ChemBase ID: 156915
• Molecular Formular: C17H26ClNO3S
• Molecular Mass: 359.91124
• Monoisotopic Mass: 359.13219238
• SMILES: CC/C(=N\OC/C=C/Cl)/C1=C(CC(CC1=O)CC(C)SCC)O
• 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
• InChIKey: SILSDTWXNBZOGF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1-{[(3-chloroprop-2-en-1-yl)oxy]imino}propyl)-5-[2-(ethylsulfanyl)propyl]-3-hydroxycyclohex-2-en-1-one; 2-[(1E)-1-({[(2E)-3-chloroprop-2-en-1-yl]oxy}imino)propyl]-5-[2-(ethylsulfanyl)propyl]-3-hydroxycyclohex-2-en-1-one
• IUPAC Traditional name: 2-(1-{[(3-chloroprop-2-en-1-yl)oxy]imino}propyl)-5-[2-(ethylsulfanyl)propyl]-3-hydroxycyclohex-2-en-1-one; clethodim
• Synonyms: 2-{(E)-1-[(E)-3-Chloroallyloxyimino]propyl}-5-[2-(ethylthio)propyl]-3-hydroxy-2-cyclohexen-1-one; Clethodim; 2-[1-[[[(2E)-3-Chloro-2-propen-1-yl]oxy]imino]propyl]-5-[2-(ethylthio)propyl]-3-hydroxy-2-cyclohexen-1-one; Centurion; Centurion 240; E-Clethodim; Ogive; Prism; RE 45601; Select; Select MAX; Trigger; Volunteer; Clethodim; 2-{(E)-1-[(E)-3-氯烯丙氧基亚氨基]丙基}-5-[2-(乙硫基)丙基]-3-羟基-2-环己烯-1-酮; 烯草酮

Database IDs

• CAS Number: 99129-21-2
• MDL Number: MFCD01632327
• PubChem SID: 24899145; 162251052; 24861008
• PubChem CID: 6444391

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

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Clear Yellow Oil

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• GHS Hazard statements: H412
• GHS Precautionary statements: P273
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: rat ... Acaca(60581)

Product Information

• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 100 mg
• Empirical Formula (Hill Notation): C17H26ClNO3S

DETAILS

Sigma Aldrich - 34190

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

Toronto Research Chemicals - C573250

Systemic graminicide. Post-emergent herbicide.

REFERENCES

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