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61019-78-1

61019-78-1 Structure

61019-78-1 Structure
IdentificationBack Directory
[Name]

alpha-butyl-alpha-phenyl-1H-imidazole-1-propiononitrile
[CAS]

61019-78-1
[Synonyms]

BPIP
RH 2161
Sisthane
FENOPANIL
phenaproni
Fenapronil
α-Butyl-α-phenyl-1H-imidazole-1-propanenitrile
1H-Imidazole-1-propanenitrile, α-butyl-α-phenyl-
2-(1H-Imidazol-1-ylmethyl)-2-phenylhexanenitrile
2-butyl-2-phenyl-3-(1H-imidazo-1-yl) propionitrile
alpha-butyl-alpha-phenyl-1H-imidazole-1-propiononitrile
[EINECS(EC#)]

262-560-4
[Molecular Formula]

C16H19N3
[MOL File]

61019-78-1.mol
[Molecular Weight]

253.342
Chemical PropertiesBack Directory
[EPA Substance Registry System]

Fenapanil (61019-78-1)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Dimethyl sulfoxide-->Water-->Paraformaldehyde-->Benzeneacetonitrile-->Tetrabutylammonium bromide-->Chloromethane-->1-Chlorobutane-->Butylbenzene-->Hexanenitrile-->fenapanil
Hazard InformationBack Directory
[Chemical Properties]

The pure product is a white solid, while the original drug is a viscous dark liquid. Its bp is 200°C/93.3 Pa, and its vapor pressure is 0.133 Pa (25°C). Its solubility is: acetone 50%, ethylene glycol 25%, xylene 50%, and water 1%. The hydrochloride salt has an mp of 160-162°C and is stable in acidic or alkaline media, with a half-life of 10 days at pH 9.
[Definition]

ChEBI: Fenapanil is an imidazole fungicide.
[Production Methods]

Fenapanil is commercially produced via a synthesis that begins with 2-phenylacetonitrile, which undergoes phase-transfer catalyzed alkylation using chlorobutane to introduce the butyl group. The resulting intermediate, alpha-butyl-alpha-phenylacetonitrile, is then reacted with imidazole under basic conditions to form fenapanil.
[Mechanism of action]

Systemic translocation. Inhibits ergosterol synthesis disrupting fungal cell membrane function
[Pesticide Type]

Fungicide
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