| Identification | Back Directory | [Name]
PICOLINAFEN | [CAS]
137641-05-5 | [Synonyms]
PICOLINAFEN Picolinafen [iso] Picolinafen solution Picolinafen Standard picolinafen (bsi,iso) Picolinafen Solution,100ppm Picolinafen@100 μg/mL in Methanol Picolinafen@1000 μg/mL in Methanol Picolinafen?Solution in Toluene, 1000μg/mL n-(4-fluorophenyl)-6-(α,α,α-trifluoro-m-tolyloxy)picolinamide N-(4-FLUOROPHENYL)-6-[3-(TRIFLUOROMETHYL)PHENOXY]-2-PYRIDINECARBOXAMIDE N-(4-FLUOROPHENYL)-6-(ALPHA,ALPHA,ALPHA-TRIFLUORO-M-TOLYLOXY)PICOLINAMIDE 2-Pyridinecarboxamide, N-(4-fluorophenyl)-6-[3-(trifluoromethyl)phenoxy]- N-(4-Fluorophenyl)-6-(α,α,α-trifluoro-m-tolyloxy)picolinamide, N-(4-Fluorophenyl)-6-[3-(trifluoromethyl)phenoxy]-2-pyridinecarboxamide | [Molecular Formula]
C19H12F4N2O2 | [MDL Number]
MFCD04040061 | [MOL File]
137641-05-5.mol | [Molecular Weight]
376.3 |
| Chemical Properties | Back Directory | [Melting point ]
107.2-107.6° | [Boiling point ]
399.0±42.0 °C(Predicted) | [density ]
1.394±0.06 g/cm3(Predicted) | [storage temp. ]
0-6°C | [form ]
neat | [pka]
10.28±0.70(Predicted) | [Henry's Law Constant]
6.2×102 mol/(m3Pa) at 25℃, Maniere et al. (2011) | [Major Application]
agriculture environmental | [InChI]
1S/C19H12F4N2O2/c20-13-7-9-14(10-8-13)24-18(26)16-5-2-6-17(25-16)27-15-4-1-3-12(11-15)19(21,22)23/h1-11H,(H,24,26) | [InChIKey]
CWKFPEBMTGKLKX-UHFFFAOYSA-N | [SMILES]
Fc1ccc(NC(=O)c2cccc(Oc3cccc(c3)C(F)(F)F)n2)cc1 | [LogP]
4.367 (est) |
| Safety Data | Back Directory | [Hazard Codes ]
N | [Risk Statements ]
50/53 | [Safety Statements ]
60-61 | [RIDADR ]
UN3077 9/PG 3 | [WGK Germany ]
2 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Acute 1 Aquatic Chronic 1 | [Toxicity]
LD50 in rats (mg/kg): >5000 orally; >4000 dermally; LC50 in rats (mg/l): >5.9 by inhalation; LC50 in rainbow trout (96 hr): 0.281 mg/l (White) |
| Hazard Information | Back Directory | [Uses]
Herbicide. | [Definition]
ChEBI: Picolinafen is a pyridinecarboxamide resulting from the formal condensation of the carboxy group of 6-(m-trifluoromethylphenoxy)picolinic acid with the amino group of p-fluoroaniline. A carotenoid biosynthesis inhibitor, it is used as a herbicide for the control of broad-leaved weeds in cereal crops. It has a role as a herbicide, an agrochemical and a carotenoid biosynthesis inhibitor. It is a pyridinecarboxamide, a member of (trifluoromethyl)benzenes, an aromatic ether and a member of monofluorobenzenes. | [Production Methods]
The industrial synthesis of picolinafen begins with the preparation of the trifluoromethylphenol derivative, which undergoes etherification with a halogenated picolinic acid precursor to form the phenoxy linkage. This step is typically carried out in polar aprotic solvents like DMF or DMSO under basic conditions. The methyl group is introduced via alkylation, and the final product is purified through crystallisation or solvent extraction. | [Mechanism of action]
Selective, with rapid foliar absorption. Bleaching - Carotenoid biosynthesis inhibitor | [Pesticide Type]
Herbicide |
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