ChemicalBook--->CAS DataBase List--->101205-02-1

101205-02-1

101205-02-1 Structure

101205-02-1 Structure
IdentificationBack Directory
[Name]

CYCLOXYDIM
[CAS]

101205-02-1
[Synonyms]

LASER
FOCUS
C10913
BAS-517
BAS517H
STRATOS
an-3-yl)-
exen-1-one
CYCLOXIDIM
CYCLOXYDIM
BAS517-02H
Focus Plus
Focus Ultra
BAS 517-02H
BAS-517-02H
CYCLOXIYDIM
cycloxydime
Cycloxydim 0.1
CYCLOXYDIM STANDARD
cycloxydim (bsi,iso)
Cycloxydim Solution, 100ppm
CYCLOXYDIM PESTANAL, 100 MG
Cycloxydime @100 μg/mL in Methanol
CYCLOXYDIM TECHNICAL MIXTURE APPR. 25 %&
(+-)-2-(1-(ethoxyimino)butyl)-3-hydroxy-5-thian-3-cyclohex-2-enone
2-(1-(ethoxyimino)butyl)-3-hydroxy-5-(tetrahydro-2h-thiopyran-3-yl)-2-cycloh
2-cyclohexen-1-one,2-(1-(ethoxyimino)butyl)-3-hydroxy-5-(tetrahydro-2h-thiopyr
2-cyclohexen-1-one,2-[1-(ethoxyimino)butyl]-3-hydroxy-5-(tetrahydro-2h-thiopyr
2-[1-(Ethoxyimino)butyl]-3-hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)-2-cyclohexen-1-one
(E)-2-(1-(ethoxyimino)butyl)-3-hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)cyclohex-2-enone
2-Cyclohexen-1-one, 2-[1-(ethoxyimino)butyl]-3-hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)-
[Molecular Formula]

C17H27NO3S
[MDL Number]

MFCD01741622
[MOL File]

101205-02-1.mol
[Molecular Weight]

325.47
Chemical PropertiesBack Directory
[Melting point ]

41℃
[Boiling point ]

455.7±55.0 °C(Predicted)
[density ]

1.21
[storage temp. ]

-20°C
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

neat
[pka]

4.32±0.25(Predicted)
[color ]

White to Pale Yellow
[BRN ]

8436332
[Henry's Law Constant]

1.6×104 mol/(m3Pa) at 25℃, Maniere et al. (2011)
[Stability:]

Hygroscopic
[Major Application]

agriculture
environmental
[InChI]

1S/C17H27NO3S/c1-3-6-14(18-21-4-2)17-15(19)9-13(10-16(17)20)12-7-5-8-22-11-12/h12-13,19H,3-11H2,1-2H3/b18-14+
[InChIKey]

GGWHBJGBERXSLL-NBVRZTHBSA-N
[SMILES]

CCC\C(=N/OCC)C1=C(O)CC(CC1=O)C2CCCSC2
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)
GHS08
[Signal word ]

Warning
[Hazard statements ]

H361d
[Precautionary statements ]

P201-P308+P313
[Hazard Codes ]

F,Xi,Xn
[Risk Statements ]

11-36-66-67-63
[Safety Statements ]

9-16-26
[RIDADR ]

UN 1090 3/PG 2
[WGK Germany ]

3
[RTECS ]

GW6425000
[REACH Registrations]

Inactive
[HS Code ]

29349990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Repr. 2
Raw materials And Preparation ProductsBack Directory
Hazard InformationBack Directory
[Description]

Cycloxydim is a systemic herbicide. It is moderately soluble in aqueous solution, is unlikely to leach to groundwater and is relatively volatile. It is not persistent in soils and is unlikely to persist in aquatic systems due to rapid aqueous photolysis. It has a low mammalian toxicity and, whilst the chemical properties suggest it may bioaccumulate, that does not appear to happen in practice. It is a skin and eye irritant. It is moderately toxic to birds, honeybees, earthworms and aquatic invertebrates. However, its is not particularly toxic to fish or other aquatic organisms.
[Uses]

Cycloxydim is a cyclohexene oxime herbicide that is used for the control of grass weeds of many agricultural and horticultural broad-leaved crops.
[Definition]

ChEBI: A beta-diketone that is cyclohexa-1,3-dione which is substituted at position 2 by an N-ethoxybutanimidoyl group and at position 5 by a tetrahydro-2H-thiopyran-3-yl group. A systemic herbicide effective against grasses, it is used in the cultivation of a variety of crops, including oil seed rape and potatoes.
[Production Methods]

Cycloxydim is commercially produced through a multi-step organic synthesis. The process typically begins with the preparation of a cyclohexenone intermediate, which is then functionalised through a series of reactions including sulfonylation and oxime formation to introduce the key oxime ether moiety that characterises cycloxydim. The synthesis involves careful control of stereochemistry and reaction conditions to ensure the production of the biologically active isomer.
[Mechanism of action]

Selective, systemic, absorbed by foliage. Acetyl CoA carboxylase inhibitor (ACCase) - distrupts fatty acid biosynthesis and lipid formation.
[Metabolic pathway]

Cycloxydim is rapidly metabolized in soybean plants, and four series of different types of metabolite in either free or conjugated form are identified. Transformation products are formed by chemical and/or enzymatic reactions involving a range of oxidation, a rearrangement, and cleavage of the cyclohexanone ring or ethoxyimino side chain.
[Pesticide Type]

Herbicide
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