9725. Trinexapac-ethyl

Nomenclature

CAS number: 95266-40-3
4-(Cyclopropylhydroxymethylene)-3,5-dioxocyclohexanecarboxylic acid ethyl ester; cimectacarb; CGA-163935; Palisade (Syngenta).
C13H16O5; mol wt 252.26.
C 61.90%, H 6.39%, O 31.71%.

Description and references

Gibberellin biosynthesis inhibitor. Prepn: H.-G. Brunner, EP 126713; idem, US 4693745 (1984, 1987 both to Ciba-Geigy). Comprehensive description: E. Kerber et al., Brighton Crop Prot. Conf. - Weeds 1989, 83-88. Field trials in cereals and oilseed rape: J. Amrein et al., ibid. 89; in turfgrass: D. B. Vitolo et al., Proc. Plant Growth Regul. Soc. Am. 18, 136 (1991). Mechanism of action: R. Adams et al., Curr. Plant Sci. Biotechnol. Agric. 13, 818 (1992).

Chemical structure

Properties

mp 36°. nD30 1.5350. pKa 4.7. Vapor pressure (20°): 1.6 × 103 Pa. Soly in water at 20° (g/l): 27 (pH 7); 5 (pH 5). Soly at 20° (g/ml): methanol >1; acetonitrile >1; cyclohexanone >1; isopropanol 0.9; n-octanol 0.18; hexane 0.035. Log P (n-octanol/water) pH 3: 2.1; pH 7: 0.4. LD50 in rats (mg/kg): 4460 orally; >4000 dermally (Kerber).

Use

Plant growth regulator.