FENPICLONIL Property

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)

Water Solubility 

4.8 mg l^-1 in water at 25 °C

pka

13.63±0.50(Predicted)

Merck 

13,4016

BRN 

5433281

EPA Substance Registry System

1H-Pyrrole-3-carbonitrile, 4-(2,3-dichlorophenyl)- (74738-17-3)

Safety

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)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H332Harmful if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

FENPICLONIL Chemical Properties,Usage,Production

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

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.

Uses

Agricultural fungicide.

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