2375. Clofencet

Nomenclature

CAS number: 129025-54-3
2-(4-Chlorophenyl)-3-ethyl-2,5-dihydro-5-oxo-4-pyridazinecarboxylic acid; MON-21200.
C13H11ClN2O3; mol wt 278.69.
C 56.03%, H 3.98%, Cl 12.72%, N 10.05%, O 17.22%.

Description and references

Hybridizing agent for wheat. Prepn: D. R. Patterson, EP 49971; idem, US 4732603 (1982, 1988 both to Rohm & Haas). Improved prepn: J. D. Clark et al., Org. Process Res. Dev. 8, 176 (2004). Sorption behavior in soils: I. G. Dubus et al., Chemosphere 45, 767 (2001). Comprehensive description: Clofencet Pesticide Fact Sheet (U.S. EPA, Feb. 1997) 12 pp.

Chemical structure

Properties

Technical grade: tan/yellow solid, mp 269° (dec). d20 1.44. Soly (%w:v): distilled water >55.2, pH 5 >65.5, pH 7 >69.6, pH 9 >65.8; methanol 1.6; acetone <0.05; dichloromethane <0.04; toluene <0.04; ethyl acetate <0.05; n-hexane <0.06. Vapor pressure (25°): <10-7 mm Hg. pKa 2.83 (20°). Log P (octanol/water): -2.2 (25°). LD50 in rats (mg/kg/day): 3306 orally; >5000 dermally (U.S. EPA).

Derivative

Potassium salt.

Nomenclature

CAS number: 82697-71-0
MON-21233; Genesis (Monsanto).
C13H10ClKN2O3; mol wt 316.78.
C 49.29%, H 3.18%, Cl 11.19%, K 12.34%, N 8.84%, O 15.15%.

Properties

LC50 in rats (mg/l): >3.8 (U.S. EPA).

Derivative

Sodium salt.

Nomenclature

CAS number: 82697-16-3
C13H10ClN2NaO3; mol wt 300.67.
C 51.93%, H 3.35%, Cl 11.79%, N 9.32%, Na 7.65%, O 15.96%.

Properties

mp 190-191°.

Use

Plant growth regulator.