ChemicalBook--->CAS DataBase List--->58810-48-3

58810-48-3

58810-48-3 Structure

58810-48-3 Structure
IdentificationBack Directory
[Name]

Ofurace
[CAS]

58810-48-3
[Synonyms]

VAMIN
PATAFOL
OFURACE
re20615
milfuram
ortho20615
chevron20615
Ofurace solution
OFURACE PESTANAL, 100 MG
Ofurace@1000 μg/mL in Acetone
Ofurace @10 μg/mL in Isooctane
2-CHLORO-N-(2,6-DIMETHYLPHENYL)-N-(TETRAHYDRO-2-OXO-3-FURA.
3-(N-Chloracetyl-N-2,6-dimethylphenylamino)-g-butyrolactone
2-chloro-2’,6’-dimethyl-n-(2-oxotetrahydro-3-furyl)-acetanilid
2-chloro-2’,6’-dimethyl-n-(2-oxotetrahydro-3-furyl)acetanilide
2-CHLORO-N-(2,6-DIMETHYLPHENYL)-N-(2-OXOOXOLAN-3-YL)-ETHANAMIDE
2-chloro-N-(2,6-dimethylphenyl)-N-(tetrahydro-2-oxo-3-furyl)acetamide
2-chloro-n-(2,6-dimethylphenyl)-n-(tetrahydro-2-oxo-3-furanyl)-acetamid
2-Chloro-N-(2,6-dimethylphenyl)-N-(tetrahydro-2-oxofuran-3-yl)acetamide
Acetamide, 2-chloro-N-(2,6-dimethylphenyl)-N-(tetrahydro-2-oxo-3-furanyl)-
(+/-)-2-chloro-n-(2,6-dimethylphenyl)-n-(tetrahydro-2-oxo-3-furanyl)-acetamide
[EINECS(EC#)]

261-451-9
[Molecular Formula]

C14H16ClNO3
[MDL Number]

MFCD01632753
[MOL File]

58810-48-3.mol
[Molecular Weight]

281.73
Chemical PropertiesBack Directory
[Melting point ]

145.5 °C
[Boiling point ]

482.7±45.0 °C(Predicted)
[density ]

1.1985 (rough estimate)
[refractive index ]

1.6470 (estimate)
[storage temp. ]

-20°C Freezer
[solubility ]

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

neat
[pka]

1.35±0.20(Predicted)
[color ]

White
[BRN ]

1653655
[Henry's Law Constant]

1.1×104 mol/(m3Pa) at 25℃, Ebert et al. (2023)
[Major Application]

agriculture
environmental
[InChI]

1S/C14H16ClNO3/c1-9-4-3-5-10(2)13(9)16(12(17)8-15)11-6-7-19-14(11)18/h3-5,11H,6-8H2,1-2H3
[InChIKey]

OWDLFBLNMPCXSD-UHFFFAOYSA-N
[SMILES]

Cc1cccc(C)c1N(C2CCOC2=O)C(=O)CCl
[NIST Chemistry Reference]

Acetamide, 2-chloro-n-(2,6-dimethylphenyl)-n-(tetrahydro-2-oxo-3-furanyl)-(58810-48-3)
[EPA Substance Registry System]

Acetamide, 2-chloro-N-(2,6-dimethylphenyl)-N-(tetrahydro-2-oxo-3-furanyl)- (58810-48-3)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36
[Safety Statements ]

36
[WGK Germany ]

2
[RTECS ]

AE1300200
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Ofurace(58810-48-3).msds
Hazard InformationBack Directory
[Uses]

Ofurace is a systematic fungicide used to control diseases caused by phycomycetes. Ofurace is commonly used in agriculture to control potato late blight.
[Definition]

ChEBI: 2-chloro-N-(2,6-dimethylphenyl)-N-(2-oxotetrahydrofuran-3-yl)acetamide is an aromatic amide that is 2,6-dimethylaniline in which the two amino hydrogens are replaced by chloroacetyl and 2-oxotetrahydrofuran-3-yl groups It is an aromatic amide, an organochlorine compound, a butan-4-olide and a tertiary carboxamide.
[Production Methods]

The commercial synthesis of ofurace involves constructing its core structure through acylation and lactone coupling reactions. The process begins with 2,6-dimethylaniline, which undergoes chloroacetylation using chloroacetyl chloride to form 2-chloro-N-(2,6-dimethylphenyl)acetamide. This intermediate is then reacted with tetrahydro-2-oxo-3-furanol, a γ-butyrolactone derivative, under controlled conditions to yield the final compound: Ofurace. The reaction typically takes place in an organic solvent like toluene or acetonitrile, with a base such as triethylamine to facilitate nucleophilic substitution.
[Mechanism of action]

Systemic with curative and protective action. Disrupts fungal nucleic acid synthesis - RNA ploymerase 1.
[Pesticide Type]

Fungicide
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