| Identification | Back 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 |
| Hazard Information | Back 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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