15457-05-3

Basic information

• Product Name: FLUORODIFEN
• Synonyms: 2-NITRO-1-(4-NITROPHENOXY)-4-(TRIFLUOROMETHYL)BENZENE;4-NITROPHENYL A'A'A-TRIFLUORO-2-NITRO-P-TOLYL ETHER;C 6989;FLUORODIFEN;P-NITROPHENYL-2-NITRO-4-[TRIFLUOROMETHYL] PHENYL ETHER;PREFORAN(R);2,4’-dinitro-4-trifluoromethyl-diphenylether;2,4'-Dinitro-4-(trifluoromethyl)diphenyl ether
• CAS NO: 15457-05-3
• Molecular Formula: C₁₃H₇F₃N₂O₅
• Molecular Weight: 328.2
• EINECS: 239-474-0
• Product Categories: Alpha sort;Diphenyl etherPesticides&Metabolites;E-GAlphabetic;F;FA - FL;Herbicides;Pesticides&Metabolites
• Mol File: 15457-05-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 94℃
• Boiling Point: 371.1oC at 760 mmHg
• Flash Point: 178.2oC
• Appearance: /
• Density: 1.5601 (estimate)
• Vapor Pressure: 2.26E-05mmHg at 25°C
• Refractive Index: 1.565
• Water Solubility: 2mg/L(20 oC)
• BRN: 2018474
• CAS DataBase Reference: FLUORODIFEN(CAS DataBase Reference)
• NIST Chemistry Reference: FLUORODIFEN(15457-05-3)
• EPA Substance Registry System: FLUORODIFEN(15457-05-3)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36-50/53
• Safety Statements: 26-60-61
• RIDADR: UN3077 9/PG 3
• WGK Germany: 2
• RTECS: KO2750000
• Hazardous Substances Data: 15457-05-3(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/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

Upstream product

• 100-02-7 4-nitro-phenol 
• 121-17-5 2-chloro-3-nitro-5-trifluoromethylbenzene 

Related news

Metabolism of substituted diphenylether herbicides in plants. II. Identification of a new FLUORODIFEN (cas 15457-05-3) metabolite, S-(2-nitro-4-trifluoromethylphenyl)-glutathione in peanut08/23/2019

The herbicide, 2,4′-dinitro-4-trifluoromethyl diphenylether (fluorodifen), is eleaved in peanut to give the metabolite, S-(2-nitro-4-trifluoromethylphenyl)-glutathione. A comparison of the glutathione conjugate isolated from treated peanut leaves and from in vitro pea epicotyl glutathione S-tra...detailed

Metabolism of substituted diphenylether herbicides in plants. I. Enzymatic cleavage of FLUORODIFEN (cas 15457-05-3) in peas (Pisum sativum L.)08/22/2019

A “soluble” glutathione S-transferase that catalyzes the cleavage of the herbicide, 2,4′-dinitro-4-trifluoromethyl diphenylether (fluorodifen), was isolated and partially characterized from epicotyl tissues of pea seedlings. A 32-fold purification of the enzyme was achieved by differential ce...detailed

Mercapturic acid formation in the metabolism of propachlor, CDAA, and FLUORODIFEN (cas 15457-05-3) in the rat☆08/21/2019

When [14C]F3-fluorodifen (2,4′-dinitro-4-trifluoromethyl diphenylether), carbonyl-[14C]CDAA (N,N-diallyl-2-chloroacetamide), and carbonyl-14C-propachlor (2-chloro-N-isopropylacetanilide) were fed to rats, 57 to 86% of the 14C was excreted via the urine within 48 hr. Although very little radioac...detailed

Metabolism of FLUORODIFEN (cas 15457-05-3) by soil microorganisms08/20/2019

The metabolism of fluorodifen (p-nitrophenyl α,α,α,-trifluoro-2-nitro-p-tolyl ether) by soil microorganisms in the presence or absence of other carbon and nitrogen sources was studied. The degradation of this herbicide continued for 5 days, when benzoate or acetate and ammonium sulphate were ...detailed

Tobacco plants over-expressing the sweet orange tau glutathione transferases (CsGSTUs) acquire tolerance to the diphenyl ether herbicide FLUORODIFEN (cas 15457-05-3) and to salt and drought stresses08/18/2019

The glutathione transferases (GSTs) are members of a superfamily of enzymes with pivotal role in the detoxification of both xenobiotic and endogenous compounds. In this work, the generation and characterization of transgenic tobacco plants over-expressing tau glutathione transferases from Citrus...detailed

Relevant articles and documents

NITRATION

The present invention relates to a process for preparing a nitrated compound, comprising the step of reacting a compound (A) comprising at least one substituted or unsubstituted aromatic or heteroaromatic ring, wherein said heteroaromatic ring comprises at least one heteroatom selected from the group consisting of oxygen, sulfur, phosphor, selenium and nitrogen, with a compound of formula (I) wherein Y is selected from the group consisting of hydrogen and nitro.

Halopyridyl triazolinone herbicides and herbicidal use thereof

Disclosed are herbicidal halopyridyl triazolinones, herbicidal compositions comprising the halopyridyl triazolinones, and herbicidal use of the compounds and compositions. Such compounds and compositions are useful as both preemergence and postemergence herbicides in a variety of crops.

5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides

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