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ChemicalBook--->CAS DataBase List--->74738-17-3

74738-17-3

74738-17-3 Structure

74738-17-3 Structure
IdentificationBack Directory
[Name]

FENPICLONIL
[CAS]

74738-17-3
[Synonyms]

BERET
GAMBIT
Galbas
cga142705
Fenpicloni
FENPICLONIL
fenpiclonil (bsi,iso)
Benazolin-ethyl Impurity 12
Fenpiclonil in Acetonitrile
Fenpiclonil 10.0 μg/ml Acetonitrile
4-cyano-3-(2,3-dichlorophenyl)pyrrole
3-(2,3-dichlorophenyl)-4-cyanopyrrole
FENPICLONIL PESTANAL (4-(2,3-DI- CHLOROP
4-(2,3-dichlorophenyl) pyrrole-3-carbonitrile
4-(2,3-dichlorophenyl)-1h-pyrrole-3-carbonitril
4-(2,3-dichlorophenyl)-1H-pyrrole-3-carbonitrile
1H-Pyrrole-3-carbonitrile, 4-(2,3-dichlorophenyl)-
[Molecular Formula]

C11H6Cl2N2
[MDL Number]

MFCD00144304
[MOL File]

74738-17-3.mol
[Molecular Weight]

237.08
Chemical PropertiesBack Directory
[Melting point ]

152.9℃
[Boiling point ]

378.43°C (rough estimate)
[density ]

1.4052 (rough estimate)
[vapor pressure ]

1.1 x 10-7 Pa (25 °C)
[refractive index ]

1.6400 (estimate)
[form ]

neat
[pka]

13.63±0.50(Predicted)
[Water Solubility ]

4.8 mg l-1 in water at 25 °C
[Merck ]

13,4016
[BRN ]

5433281
[EPA Substance Registry System]

1H-Pyrrole-3-carbonitrile, 4-(2,3-dichlorophenyl)- (74738-17-3)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

20
[RIDADR ]

3077
[WGK Germany ]

2
[RTECS ]

UX9347500
[HazardClass ]

9
[PackingGroup ]

III
[Toxicity]

LD50 in rats, mice, rabbits (mg/kg): >5000 orally; LD50 dermally in rats: >2000 mg/kg; LC50 (4 hr) in rats: >1502 mg/m3 by inhalation (Nevill)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Trifluoroacetic acid-->Potassium Acetate-->Pyrrole-->(FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE-->2,3-Dichlorobenzaldehyde-->Methoxyethene
Hazard InformationBack Directory
[Description]

Fenpiclonil is the first phenylpyrrole fungicide developed by Ciba Geigy (now belonging to the portfolio of Syngenta Crop Protection AG) for seed treatment. Different formulation types have been used for its commercialization either in solo (trade name “Beret”) or in mixture with other fungicides, as for instance, imazalil (“Beret Special”) or carboxin + imazalil (“Beret Universal”).
[Uses]

Agricultural fungicide.
[Uses]

Fenpiclonil is a systemic and contact fungicide that provides protective control of seed-borne pathogens of cereals such as snow mould and bunt caused by Fusarium spp., Tilletia caries, Septoria nodorum, etc. It also controls leaf spot, brown foot rot and ear blight in non-cereal crops.
[Definition]

ChEBI: A member of the class of pyrroles carrying cyano and 2,3-dichlorophenyl substituents at positions 3 and 4 respectively. A fungicide used mainly to control seed-borne pathogens in cereal crops.
[General Description]

Fenpiclonil is a phenylpyrrole fungicide and a structural analogue of the antibiotic pyrrolnitrin found to be toxic to representatives of Ascomycetes, Basidiomycetes, and Deuteromycetes.
[Metabolic pathway]

Limited data are available in the open literature. Information presented in this summary was abstracted from the data evaluation published by the Pesticide Safety Directorate (PSD, 1993). Fenpiclonil is stable to hydrolytic and soil degradation. Photolytic degradation is rapid. Hydroxylation and oxidation of the pyrrole ring are the primary metabolic reactions in plants and animals (Scheme 1).
[Degradation]

Fenpiclonil (1) is stable to hydrolytic degradation (up to 70 °C) over the pH range 5-9.
Fenpiclonil degraded rapidly in water (pH 7) when samples were irradiated under a mercury arc lamp (>290 nm) with an estimated DT50 values of <1 hour. At least eight unidentified degradation products were observed
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