9152. Tepraloxydim

Nomenclature

CAS number: 149979-41-9
2-[1-[[[(2E)-3-Chloro-2-propenyl]oxy]imino]propyl]-3-hydroxy-5-(tetrahydro-2H-pyran-4-yl)-2-cyclohexen-1-one; 2-[1-[(2E)-3-chloroallyloxyimino]propyl]-3-hydroxy-5-perhydropyran-4-ylcyclohex-2-en-1-one; caloxydim; BAS-620H; Aramo (BASF); Equinox (BASF).
C17H24ClNO4; mol wt 341.83.
C 59.73%, H 7.08%, Cl 10.37%, N 4.10%, O 18.72%.

Description and references

Graminicide for use in broad-leaf crops. Inhibits acetyl CoA carboxylase which catalyzes the first step in fatty acid formation. General prepn: R. Becker et al., EP 071707; eidem US 4422864 (both 1983 to BASF). Comprehensive description: E. Kibler et al., Brighton Crop Prot. Conf. - Weeds 1999, 59-64. Efficacy vs black-grass: R. E. Ruske, S. R. Moss, ibid. 191. HPLC-UV determn in drinking water: P. Sandin-Espa~na et al., Chromatographia 55, 681 (2002). Mechanism of action study: A. Takahashi et al., Weed Biol. Manage. 2, 84 (2002).

Chemical structure

Properties

Beige solid, slight characteristic odor. mp 71.5°. Vapor pressure (20°): 1.1 × 10-5 Pa. Soly in water: 0.14 mg/l. LD50 in rats (mg/kg): > 2200 orally; > 2000 dermally; LC50 in rats (mg/l): 5.1 by inhalation. LC50 (96 hr) in trout: > 100 mg/l (Kibler).

Use

Herbicide.