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74738-17-3

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Basic Information
CAS No.: 74738-17-3
Name: FENPICLONIL
Article Data: 8
Molecular Structure:
Molecular Structure of 74738-17-3 (FENPICLONIL)
Formula: C11H6 Cl2 N2
Molecular Weight: 237.088
Synonyms: 3-(2,3-Dichlorophenyl)-4-cyanopyrrole;4-Cyano-3-(2,3-dichlorophenyl)pyrrole; Beret; CGA 142705; Fenpiclonil
Density: 1.46g/cm3
Melting Point: 152.9℃
Boiling Point: 437.5oC at 760 mmHg
Flash Point: 218.4oC
Solubility: 4.8 mg l-1 in water at 25 °C
Hazard Symbols:
Risk Codes: 20
Safety: Moderately toxic by skin contact. Low toxicity by ingestion and inhalation route. When heated to decomposition it emits toxic vapors of NOx and Cl−.
PSA: 39.58000
LogP: 3.86018
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Chemistry

IUPAC Name: 4-(2,3-Dichlorophenyl)-1H-pyrrole-3-carbonitrile
Synonyms of Fenpiclonil (CAS NO.74738-17-3) : 3-(2,3-Dichlorophenyl)-4-cyanopyrrole ; 4-Cyano-3-(2,3-dichlorophenyl)pyrrole ; 1H-Pyrrole-3-carbonitrile, 4-(2,3-dichlorophenyl)-
Product Categories: Pyroles;Alpha sort;E-GAlphabetic;F;FA - FLPesticides;Fungicides;Pesticides&Metabolites
CAS NO:74738-17-3
Molecular Formula:C11H6Cl2N2
Molecular Weight :237.0847
Molecular Structure :
Index of Refraction: 1.656
Surface Tension: 65.2 dyne/cm
Density: 1.46 g/cm3
Flash Point: 218.4 °C
Enthalpy of Vaporization: 69.42 kJ/mol
Boiling Point: 437.5 °C at 760 mmHg 
Appearance:Pure product is white crystal.

Uses

 Fenpiclonil (CAS NO.74738-17-3) is used as Pyrrolecarbonitrile type protective fungicides. It is used for seed treatment with cereals species for pathogen transmission .It also has a good control effect on non-cereal crops of seed-borne and soil-borne pathogens .

Production

Raw materials: Trifluoroacetic acid-->Potassium Acetate-->Pyrrole-->(FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE-->2,3-Dichlorobenzaldehyde-->Methoxyethene

2,3 - 2-Chlorobenzaldehyde and 2 Ether triphenyl phosphate for reaction of (Z) and (E) -2,3 - Dichloro-phenyl vinyl ether. Then acylation with Trifluoroacetic acid , acylation product cyclization with Amino Potassium acetate , obtaining N-acyl-fluoro -4 - (2,3 - dichloro-phenyl) pyrrole -3 - trifluoromethyl, cyclization products with lithium aluminum hydride to remove acyl,producing 4 - (2,3 - Dichloro-phenyl) pyrrole -3 - trifluoromethyl. Finally, With the role of Ammonia ,getting Fenpiclonil (CAS NO.74738-17-3) .

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral > 5gm/kg (5000mg/kg)   Pesticide Manual. Vol. 9, Pg. 376, 1991.
quail LD50 oral > 2510mg/kg (2510mg/kg)   Pesticide Manual. Vol. 9, Pg. 376, 1991.
rabbit LD50 oral > 5gm/kg (5000mg/kg)   Pesticide Manual. Vol. 9, Pg. 376, 1991.
rat LC50 inhalation 1500mg/m3/4H (1500mg/m3)   Pesticide Manual. Vol. 9, Pg. 376, 1991.
rat LD50 oral > 5gm/kg (5000mg/kg)   Pesticide Manual. Vol. 9, Pg. 376, 1991.
rat LD50 skin > 2gm/kg (2000mg/kg)   Pesticide Manual. Vol. 9, Pg. 376, 1991

Safety Profile

Moderately toxic by skin contact. Low toxicity by ingestion and inhalation route. When Fenpiclonil (CAS NO.74738-17-3) is heated to decomposition ,it emits toxic vapors of NOx and Cl−.

Hazard Codes HarmfulXn
Risk Statements :20
R20: Fenpiclonil (CAS NO.74738-17-3) is harmful by inhalation.
RIDADR: 3077
RTECS :UX9347500
HazardClass :9
PackingGroup: III