| Identification | More | [Name]
Oxasulfuron | [CAS]
144651-06-9 | [Synonyms]
DYNAM
EXPERT
OXASULFURON
OXETAN-3-YL 2-[(4,6-DIMETHYLPYRIMIDIN-2-YL)CARBAMOYLSULFAMOYL]BENZOATE
oxasulfuron oxetan-3-yl 2-[(4,6-dimethylpyrimidin-2-yl)-carbamoylsulfamoyl]benzoate | [EINECS(EC#)]
604-430-5 | [Molecular Formula]
C17H18N4O6S | [MDL Number]
MFCD00871602 | [Molecular Weight]
406.41 | [MOL File]
144651-06-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
158°C (decomposition) | [density ]
1.49±0.1 g/cm3(Predicted) | [solubility ]
Solubility in organic solvents (g/l at 25 °C)
Acetone 9.3
Ethyl acetate 2.3
Dichloromethane 69.0
n-Hexane 0.0022
Toluene 0.32 | [form ]
neat | [pka]
Dissociation constant (pKa) 5.10 | [Water Solubility ]
Solubility in water (g/l at 25 °C)
0.052 (pH 5.1)
0.063 (pH 5.0, buffer solution)
1.70 (pH 6.8, buffer solution)
19.0 (pH 7.8, buffer solution) | [Major Application]
agriculture
environmental | [InChI]
1S/C17H18N4O6S/c1-10-7-11(2)19-16(18-10)20-17(23)21-28(24,25)14-6-4-3-5-13(14)15(22)27-12-8-26-9-12/h3-7,12H,8-9H2,1-2H3,(H2,18,19,20,21,23) | [InChIKey]
IOXAXYHXMLCCJJ-UHFFFAOYSA-N | [SMILES]
Cc1cc(C)nc(NC(=O)NS(=O)(=O)c2ccccc2C(=O)OC3COC3)n1 | [CAS DataBase Reference]
144651-06-9(CAS DataBase Reference) | [EPA Substance Registry System]
144651-06-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn;N,N,Xn | [Risk Statements ]
R48/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed .
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S46:If swallowed, seek medical advice immediately and show this container or label .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3077 | [WGK Germany ]
3 | [HS Code ]
29350090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Acute 1
Aquatic Chronic 1
STOT RE 2 |
| Hazard Information | Back Directory | [Uses]
Oxasulfuron is used in liquid sulfonylurea herbicide composition. | [Agricultural Uses]
Oxasulfuron (CGA 277476) was launched in 1996 by Syngenta as a pre-emergent and post-emergent herbicide. At application rates of 66–92 g a.i. ha−1, it provides greater than 80% control of A theophrasti, X. strumarium, Amaranthus spp., A. artemisiifolia, A. trifida, Bidens pilosa, Cyperus esculentus, Polygonum pensylvanicum, Sorghum bicolor, E. crus‐galli, Helianthus annuus, Sesbania exaltata, and Ipomoea spp. in soybeans. The observed selectivity is due to the compound’s rapid metabolization in the target crop. | [Synthesis]
Oxasulfuron is commercially prepared through a multi-step synthesis involving sulfonylurea formation and esterification. It begins with the preparation of a sulfonylurea intermediate, typically derived from 4,6-dimethyl-2-aminopyrimidine and sulfonyl isocyanate or related reagents. This intermediate is then coupled with 2-carboxybenzenesulfonyl chloride to form the sulfonylurea linkage. The resulting compound undergoes esterification with oxetan-3-ol, introducing the oxetanyl ester group that enhances herbicidal activity and environmental stability.
|
|
|