4212. Flutolanil

Nomenclature

CAS number: 66332-96-5
N-[3-(1-Methylethoxy)phenyl]-2-(trifluoromethyl)benzamide; o-trifluoromethyl-m′-isopropoxybenzoic anilide; α,α,α-trifluoro-3′-isopropoxy-o-toluanilide; NNF-136; Prostar (AgrEvo); Moncut (Nihon Nohyaku).
C17H16F3NO2; mol wt 323.31.
C 63.15%, H 4.99%, F 17.63%, N 4.33%, O 9.90%.

Description and references

Systemic benzanilide fungicide. Prepn: K. Yabutani et al., DE 2731522; eidem, US 4093743 (both 1978 to Nihon Nohyaku). Properties and biological activity: F. Araki, K. Yabutani, Proc. Br. Crop Prot. Conf. - Pests Dis. 1981, 3; F. Araki, Jpn. Pestic. Inf. 47, 23 (1985). Mode of action: K. Motoba et al., Agric. Biol. Chem. 52, 1445 (1988). Degradation study: M. Uchida et al., J. Pestic. Sci. 8, 529 (1983). Control of rice sheath blight: H. Mochizuki et al., ibid. 12, 29 (1987); of fungal diversity on peanuts: R. E. Baird et al., Phytoprotection 76, 101 (1995).

Chemical structure

Properties

Odorless, white, crystalline solid. mp 108° (Araki, Yabutani), also reported as mp 104-105° (Araki, 1985). Stable in acid and alkaline solutions. Soly at 20° (g/l): water 0.0096; chloroform 341; methanol 480; benzene 131; xylene 29. Vapor pressure at 20°: 1.33 × 105 mm Hg. LD50 in male and female rats, male and female mice (mg/kg): >10,000, >10,000 orally; in male and female rats (mg/kg): >5000 dermally (Araki).

Use

Agricultural fungicide.