ChemicalBook--->CAS DataBase List--->149979-41-9

149979-41-9

149979-41-9 Structure

149979-41-9 Structure
IdentificationBack Directory
[Name]

TEPRALOXYDIM
[CAS]

149979-41-9
[Synonyms]

epraloxydim
TEPRALOXYDIM
caloxydim Solution
Tepraloxydim Solution
TEPRALOXYDIM STANDARD
tepraloxydim (bsi, pa iso)
Tepraloxydim@100 μg/mL in Acetonitrile
Tepraloxydim@1000 μg/mL in Acetonitrile
Tepraloxydim Solution in Methanol, 100μg/mL
TRANS-2-[1-(3-CHLOROALLYLOXYIMINO)PROPYL]-3-HYDROXY-5-(TETRAHYDRO-2H-PYRAN-4-YL)-2-CYCLOHEXEN-1-ONE
2-Cyclohexen-1-one, 2-[1-[[[(2E)-3-chloro-2-propen-1-yl]oxy]imino]propyl]-3-hydroxy-5-(tetrahydro-2H-pyran-4-yl)-
[Molecular Formula]

C17H24ClNO4
[MDL Number]

MFCD03792787
[MOL File]

149979-41-9.mol
[Molecular Weight]

341.83
Chemical PropertiesBack Directory
[Melting point ]

71.5°
[Boiling point ]

469.1±55.0 °C(Predicted)
[density ]

1.26±0.1 g/cm3(Predicted)
[vapor pressure ]

2.7 X 10-5 Pa
[Fp ]

93℃
[storage temp. ]

0-6°C
[form ]

neat
[pka]

4.24±0.25(Predicted)
[color ]

white
[Appearance]

Clear dark yellow liquid
[Odor]

moderate aromatic
[PH]

3.9
[Henry's Law Constant]

5.2×104 mol/(m3Pa) at 25℃, Ebert et al. (2023)
[Major Application]

agriculture
environmental
[InChI]

1S/C17H24ClNO4/c1-2-14(19-23-7-3-6-18)17-15(20)10-13(11-16(17)21)12-4-8-22-9-5-12/h3,6,12-13,20H,2,4-5,7-11H2,1H3/b6-3+,19-14+
[InChIKey]

IOYNQIMAUDJVEI-BMVIKAAMSA-N
[SMILES]

CC\C(=N/OC\C=C\Cl)C1=C(O)CC(CC1=O)C2CCOCC2
[LogP]

2.880 (est)
[EPA Substance Registry System]

Tepraloxydim (149979-41-9)
Safety DataBack Directory
[Hazard Codes ]

Xn,N
[Risk Statements ]

61-52
[Safety Statements ]

53-26-36/39
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Carc. 2
Repr. 2
[Toxicity]

LD50 in rats (mg/kg): > 2200 orally; > 2000 dermally; LC50 in rats (mg/l): 5.1 by inhalation; LC50 (96 hr) in trout: > 100 mg/l (Kibler)
Raw materials And Preparation ProductsBack Directory
Hazard InformationBack Directory
[Uses]

Herbicide.
[Application]

NOHSC supports the registration of tepraloxydim at 200 g/L in ARAMO HERBICIDE, as an emulsifiable concentrate, for the control of grass weeds in canola, chickpeas, field peas, lupins, faba beans, lentils, subclover and vetch.
[Definition]

ChEBI:Tepraloxydim is a member of oxanes.
[Mechanism of action]

Broad-spectrum, absorbed through leaves and translocated. Acetyl CoA carboxylase inhibitor (ACCase) - distrupts fatty acid biosynthesis and lipid formation.
[Synthesis]

The synthesis of TEPRALOXYDIM involves first constructing a substituted cyclohexenone ring, followed by the introduction of hydroxyl and tetrahydropyran substituents to enhance solubility and stability. The final key step in the synthesis lies in the formation of the oxime ether bond.
Synthesis of TEPRALOXYDIM
[Pesticide Type]

Herbicide
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