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Common name cyhalofop-butyl (pa ISO, ANSI)
IUPAC name butyl (R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propionate
Chemical Abstracts name butyl (R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoate
CAS RN [122008-85-9]; [122008-78-0] (for acid)
PHYSICAL CHEMISTRY
Composition Material is the resolved (R)- isomer. Mol. wt. 357.4 M.f. C20H20FNO4 Form White crystalline solid. M.p. 50 ºC B.p. decomp. >270 °C V.p. 1.2 ´ 10-3 mPa (20 ºC) KOW logP = 3.31 (25 °C) Henry 9.51 ´ 10-4 Pa m3 mol-1 (calc.) S.g./density 1.172 (20 °C) Solubility In water 0.44 (unbuffered), 0.46 (pH 5), 0.44 (pH 7.0) (all mg/l, 20 °C). In acetonitrile >250, n-heptane 6.06, n-octanol 16.0, dichloroethane >250, methanol >250, acetone >250, ethyl acetate >250 (all in g/l, 20 °C). Stability Stable at pH 4, hydrolysed slowly at pH 7. At pH 1.2 or pH 9, decomposition is rapid.
APPLICATIONS
Biochemistry Fatty acid synthesis inhibitor, by inhibition of acetyl CoA carboxylase (ACCase). Selectivity between grasses and broad-leaves is attributed to the form(s) of ACCase present and the compartmentalisation of these forms within plant cells.
Uses For post-emergence control of grass weeds in rice. Applied at 100 g/ha in tropical rice and 200-270 g/ha in temperate rice. For selectivity in Poaceae species, see M. Ito et al., J. Weed Sci. & Tech. 43(2) 122-128 (1998).