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| | 2-(4-chlorophenyl)-3-ethyl-5-oxo-pyridazine-4-carboxylic acid Basic information |
| Product Name: | 2-(4-chlorophenyl)-3-ethyl-5-oxo-pyridazine-4-carboxylic acid | | Synonyms: | 2-(4-chlorophenyl)-3-ethyl-5-oxo-pyridazine-4-carboxylic acid;2-(4-Chlorophenyl)-3-ethyl-2,5-dihydro-5-oxo-4-pyridizinecarboxylic acid;1-(4-chlorophenyl)-1,4-dihydro-6-ethyl-4-oxopyridazine-5-carboxylic acid;Clofencet Standard;4-Pyridazinecarboxylic acid, 2-(4-chlorophenyl)-3-ethyl-2,5-dihydro-5-oxo-;SC 1158;SC1158;SC-1158 | | CAS: | 129025-54-3 | | MF: | C13H11ClN2O3 | | MW: | 278.69 | | EINECS: | | | Product Categories: | | | Mol File: | 129025-54-3.mol |  |
| | 2-(4-chlorophenyl)-3-ethyl-5-oxo-pyridazine-4-carboxylic acid Chemical Properties |
| Melting point | 269° (dec) | | Boiling point | 443.4±55.0 °C(Predicted) | | density | d20 1.44 | | storage temp. | 2-8°C | | pka | 2.83 (20°) | | Henry's Law Constant | 1.9×108 mol/(m3Pa) at 25℃, HSDB (2015) | | EPA Substance Registry System | Clofencet (129025-54-3) |
| | 2-(4-chlorophenyl)-3-ethyl-5-oxo-pyridazine-4-carboxylic acid Usage And Synthesis |
| Description | Clofenacet is a plant growth regulator mainly used on cereals. It is highly soluble in water, non-volatile and moderately persistent in soil systems. Based on its physico-chemical properties it is not expected to leach to groundwater. It has a low to moderate toxicity to most biodiversity. Its mammalian toxicity is low. | | Chemical Properties | Phenylpyridazine pure as a solid, melting point of 269 ° C (decomposition). Vapor pressure <1×10-2 mPa (25°C). Partition coefficient Kow lgP=-2.2(25°C).Henry constant <5.7×10-9 Pa-m3/mol(25°C). Relative density 1.44 (20°C). Solubility in water(23℃,g/L):>552,>655(pH 5),>696(pH 7),>658(pH 9). Solubility in other solvents (24°C, g/L): methanol 16, acetone <0.5, dichloromethane <0.4, toluene <0.4, ethyl acetate <0.5, n-hexane <0.6. Stable for up to 14d at 54°C, stable in buffer solutions at pH 5, 7 and 9, aqueous solution moderately stable to photolysis, DT50 value increases with the pH increases. pKa2.83 (20°C). | | Uses | Clofencet is a chemical hybridizing agent (CHA) used in wheat breeding. It can induce the physiological male sterility in wheat. | | Definition | ChEBI: A pyridazinone that is 1-(p-chlorophenyl)pyridazin-4-one which is substituted at positione 5 and 6 by carboxy and ethyl groups, respectively. It is used (particularly as the potassium salt, known as clofencet-potassium) as a chemical hybridisa
ion agent for commercial hybrid seed production. It is not approved for use within the European Union. | | Production Methods | Clofencet is produced commercially through a specialised synthesis involving a Lewis acid-catalysed reaction. The process begins with the preparation of 4-chlorophenyl hydrazonoacetaldehyde, which is then reacted with ethyl diazoacetate in the presence of a Lewis acid catalyst. This reaction forms the core structure of clofencet. The synthesis is conducted under controlled conditions to ensure selectivity and yield, and the resulting compound is purified and formulated into agricultural products. Pilot-plant studies have optimized this method for scalability and consistency in commercial production. | | Mechanism of action | Clofencet acts by inducing male sterility through the suppression of pollen development without affecting female fertility. This selective action is crucial for its use in hybrid seed production. | | Pesticide Type | Plant Growth Regulator |
| | 2-(4-chlorophenyl)-3-ethyl-5-oxo-pyridazine-4-carboxylic acid Preparation Products And Raw materials |
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