2370. Clodinafop-Propargyl

Nomenclature

CAS number: 105512-06-9
(2R)-2-[4-[(5-Chloro-3-fluoro-2-pyridinyl)oxy]phenoxy]propanoic acid 2-propyn-1-yl ester; 2-propynyl (R)-2-[4-(5-chloro-3-fluoro-2-pyridyloxy)phenoxy]propionate; CGA-184927; Topik (Syngenta).
C17H13ClFNO4; mol wt 349.74.
C 58.38%, H 3.75%, Cl 10.14%, F 5.43%, N 4.00%, O 18.30%.

Description and references

Pyridyloxyphenoxy herbicide for use in cereal crops. Prepn: R. Schurter, EP 248968; R. Schurter, H. Rempfler, US 4713109 (both 1987 to Ciba-Geigy). Description: J. Amrein et al., Brighton Crop Prot. Conf. - Weeds 1989, 71-76. HPLC determn in soil and plant samples: S. Roy, S. B. Singh, J. Chromatogr. A 1065, 199 (2005). Review of field trials with the crop safener, cloquintocet, q.v.: D. W. Cornes, ibid. 729-734; R. D. Welsh, Proc. 47th N. Z. Plant Prot. Conf. 1994, 22-26.

Chemical structure

Properties

Odorless, crystalline solid, mp 59.3°. [α]D20 +45.4° (c = 2 in acetone). Vapor pressure (20°): 5.3 × 10-6 Pa. Soly in water (20°): 2.5 ppm. Sol in most organic solvents. LD50 in rats (mg/kg): 1829 orally; >2000 dermally. LC50 in rats (4 hr): >2325 mg/m3 by inhalation (Amrein).

Use

Herbicide.