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| | Fluorodifen Basic information |
| | Fluorodifen Chemical Properties |
| Melting point | 94℃ | | Boiling point | 371.1±42.0 °C(Predicted) | | density | 1.5601 (estimate) | | solubility | Chloroform (Slightly), Methanol (Slightly) | | color | Yellowish-brown crystals | | Water Solubility | 2mg/L(20 ºC) | | BRN | 2018474 | | Henry's Law Constant | 6.5×102 mol/(m3Pa) at 25℃, MacBean (2012) | | Major Application | agriculture
environmental | | InChI | 1S/C13H7F3N2O5/c14-13(15,16)8-1-6-12(11(7-8)18(21)22)23-10-4-2-9(3-5-10)17(19)20/h1-7H | | InChIKey | HHMCAJWVGYGUEF-UHFFFAOYSA-N | | SMILES | [O-][N+](=O)c1ccc(Oc2ccc(cc2[N+]([O-])=O)C(F)(F)F)cc1 | | EPA Substance Registry System | Fluorodifen (15457-05-3) |
| Hazard Codes | Xi,N | | Risk Statements | 36-50/53 | | Safety Statements | 26-60-61 | | RIDADR | UN3077 9/PG 3 | | WGK Germany | 2 | | RTECS | KO2750000 | | TSCA | TSCA listed | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Inhalation
Aquatic Acute 1
Eye Irrit. 2 | | Toxicity | LD50 orl-rat: 9000 mg/kg FMCHA2 -,C194,83 |
| | Fluorodifen Usage And Synthesis |
| Chemical Properties | Yellowish brown crystal. Melting point 93-94 ℃, vapor pressure (20 ℃) is 9.3 × 10-9kPa; solubility (20 ℃), 2ppm in water, acetone 75% (W/V), benzene 52% (W/V), dichloromethane 68% (W/V), isopropanol 12% (W/V). | | Uses | Refer to the productμs Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support. | | Definition | ChEBI: Fluorodifen is an aromatic ether. | | Production Methods | The commercial production of fluorodifen follows a concise two-step nucleophilic aromatic substitution. First, 2-chloro-5-(trifluoromethyl)nitrobenzene is prepared by nitration of 4-chlorobenzotrifluoride with mixed acid, yielding the 2-nitro isomer after steam distillation. This intermediate is then reacted with 4-nitrophenol sodium salt displacing chloride to form the diaryl ether linkage; the mixture is diluted with water, acidified, and the crude product filtered, washed, and recrystallised from ethanol to technical-grade fluorodifen. | | Mechanism of action | Inhibits non-cyclic electron transport | | Safety Profile | Mildly toxic by ingestion. An eyeirritant. Used as an herbicide. When heated todecomposition it emits very toxic fumes of NOx and Fí. | | Metabolic pathway | Photopysis products of eight substituted diphenyl
ethers (preforan, nitrofen, MC-338, MC-4379,
MC-3761, MC-5127, MC-6063, and MC-7181)
irradiated by a Raryonette reactor in solutions of
water, cyclohexane, and methanol indicates that the
major reaction pathways of these biphenyl ethers
include reductive dehalogenation, decarboxyalkylation,
reduction of nitro substituents to amines, and cleavage
of the ether linkage to yield phenols. | | Pesticide Type | Herbicide |
| | Fluorodifen Preparation Products And Raw materials |
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