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| | 3,5-Dichloro-2,6-difluoro-4-pyridinol Basic information |
| Product Name: | 3,5-Dichloro-2,6-difluoro-4-pyridinol | | Synonyms: | 3,5-dichloro-2,6-difluoropyridine-4-ol;haloxydine;2,6-Difluoro-3,5-dichloro-4-pyridinol;3,5-Dichloro-2,6-difluoropyridin-4-ol;3,5-dichloro-2,6-difluoro-1H-pyridin-4-one;3,5-dichloro-2,6-difluoro-4-pyridone;4-Pyridinol, 3,5-dichloro-2,6-difluoro-;3,5-Dichloro-2,6-difluoro-4-pyridinol | | CAS: | 2693-61-0 | | MF: | C5HCl2F2NO | | MW: | 199.97 | | EINECS: | | | Product Categories: | pharmacetical | | Mol File: | 2693-61-0.mol |  |
| | 3,5-Dichloro-2,6-difluoro-4-pyridinol Chemical Properties |
| Melting point | 101.5-102.5 °C | | Boiling point | 357.0±37.0 °C(Predicted) | | density | 1.763±0.06 g/cm3(Predicted) | | pka | 3.28±0.33(Predicted) | | InChI | InChI=1S/C6H10F2O2/c1-2-3-4-6(7,8)5(9)10/h2-4H2,1H3,(H,9,10) | | InChIKey | MJAWMRVEIWPJRW-UHFFFAOYSA-N | | SMILES | Fc1nc(c(c(c1Cl)O)Cl)F | | EPA Substance Registry System | Haloxydine (2693-61-0) |
| WGK Germany | WGK 3 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2 |
| | 3,5-Dichloro-2,6-difluoro-4-pyridinol Usage And Synthesis |
| Definition | ChEBI: Haloxydine is a hydroxyyridine that is 4-hydroxypyridine which is substituted by fluorines at positions 2 and 6, and by chlorines at positions 3 and 5. An obsolete herbicide, formerly used to control selective broad-leaved and grass weeds in crops such as potatoes. It has a role as an EC 2.5.1.117 (homogentisate solanesyltransferase) inhibitor, a herbicide and an agrochemical. It is a hydroxypyridine, an organochlorine compound and an organofluorine compound. | | Production Methods | Haloxydine is synthesised through a multi-step process that begins with the construction of the pyridazinone ring via condensation of a hydrazine derivative with a diketone or ketoester. This intermediate is then functionalised by introducing halogen atoms, typically chlorine or fluorine, through electrophilic substitution to enhance herbicidal activity. Subsequent steps involve etherification or acylation to attach alkyl or aryl side chains that improve selectivity and environmental stability. The final compound is purified using recrystallisation or chromatography and formulated for agricultural use. Each step requires careful control of temperature, solvent choice, and reagent stoichiometry to ensure high yield and purity. | | Mechanism of action | Selective. Thought to interfere with carotenoid processes allowing photo-oxidation of chlorophyll to occur. HST inhibitor | | Pesticide Type | Herbicide |
| | 3,5-Dichloro-2,6-difluoro-4-pyridinol Preparation Products And Raw materials |
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