42874-03-3

Basic information

• Product Name: Oxyfluorfen
• Synonyms: ether,2-chloro-alpha,alpha,alpha-trifluoro-p-tolyl3-ethoxy-4-nitrophenyl;Oxyfluorfene;oxyfluorofen;Oxyflurofen;2-CHLORO-1-(3-ETHOXY-4-NITROPHENOXY)-4-(TRIFLUOROMETHYL)BENZENE;GOAL;GOAL 2EC;GOALDATE
• CAS NO: 42874-03-3
• Molecular Formula: C₁₅H₁₁ClF₃NO₄
• Molecular Weight: 361.7
• EINECS: 255-983-0
• Product Categories: HERBICIDE;Alpha sort;Alphabetic;Diphenyl etherPesticides&Metabolites;Herbicides;N-PAnalytical Standards;O;Pesticides&Metabolites;Diphenyl etherAnalytical Standards
• Mol File: 42874-03-3.mol

Chemical Properties

• Melting Point: 83-84°C
• Boiling Point: >240°C
• Flash Point: -18 °C
• Appearance: /Solid
• Density: 1.3500
• Vapor Pressure: 7.5E-06mmHg at 25°C
• Refractive Index: 1.536
• Storage Temp.: APPROX 4°C
• Water Solubility: 117ug/L(temperature not stated)
• BRN: 2065259
• CAS DataBase Reference: Oxyfluorfen(CAS DataBase Reference)
• NIST Chemistry Reference: Oxyfluorfen(42874-03-3)
• EPA Substance Registry System: Oxyfluorfen(42874-03-3)

Safety Data

• Hazard Codes: F,Xn,N
• Statements: 11-38-50/53-65-67
• Safety Statements: 60-61-62
• RIDADR: UN 1145 3/PG 2
• WGK Germany: 2
• RTECS: KN6900000
• Hazardous Substances Data: 42874-03-3(Hazardous Substances Data)

Usage

References

http://pmep.cce.cornell.edu/profiles/extoxnet/metiram-propoxur/oxyfluorfen-ext.html http://www.cngreenchem.com/pro_detail_en/id/19.html https://www.fluoridealert.org/wp-content/pesticides/epage.oxyfluorfen.htm

Chemical Properties

Different sources of media describe the Chemical Properties of 42874-03-3 differently. You can refer to the following data:
1. Pale Yellow Solid
2. Orange to deep red
brown crystalline solid or powder. Smoke-like odor.

Uses

Different sources of media describe the Uses of 42874-03-3 differently. You can refer to the following data:
1. Oxyfluorfen is a diphenyl ether broad spectrum herbicide. Oxyfluorfen is a pre- and post-emergent control broad leaf and grassy weeds in field crops.
2. Herbicide.

General Description

Orange crystalline solid. Non corrosive. Used as an herbicide.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

A trifluoromethyl diphenyl ether derivative.

Agricultural Uses

Herbicide: Oxyfluorfen is used for broad-spectrum pre-emergence and post-emergent control of annual broadleaf and grassy weeds in a variety of tree fruit, nut, vine, and field crops. The largest agricultural markets are wine grapes and almonds. Also used on ornamental and forestry sites. Oxyfluorfen is also used for weed control in landscapes, patios, driveways, and similar non-crop areas in residential, highway and rights-of-way sites. Not approved for use in EU countries. Registered for use in the U.S. and Canada

Trade name

EDGER?; FIRE POWER? (glyphosate + oxyfluorfen); GALIGAN?; GOAL?; HADAF?; KLEENUP?; KOLTAR?; MON-78095?; RH-2915?; RH-915?; ROUT? (with oryzalin); TRIOX?

Safety Profile

When heated to decomposition emits toxic fumes of Cl-, F-, and NO2.

Potential Exposure

Oxyfluorfen, a diphenyl ether herbicide, is used for broad spectrum preemergence and postemergent control of annual broadleaf and grassy weeds in a variety of tree fruit, nut, vine, and field crops. The largest agricultural markets are wine grapes and almonds. Also used on ornamental and forestry sites. Oxyfluorfen is also used for weed control in landscapes, patios, driveways, and similar noncrop areas in residential, highway, and rights-ofway sites.

Shipping

UN3082 Environmentally hazardous substances, liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

Incompatibilities

Decomposes ＞330°C releasing toxic hydrogen fluoride, hydrogen chloride, and nitrogen oxides.

Waste Disposal

Small quantities may be land filled but large quantities should be incinerated. Containers must be disposed of properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

InChI:InChI=1/C15H11ClF3NO4/c1-2-23-14-8-10(4-5-12(14)20(21)22)24-13-6-3-9(7-11(13)16)15(17,18)19/h3-8H,2H2,1H3

Upstream product

• 74-96-4 ethyl bromide 
• 42874-63-5 5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrophenol 
• 64-17-5 ethanol 
• 50594-75-7 1,3-bis(2-chloro-α,α,α-trifluoro-p-tolyloxy)-4-nitrobenzene 
• 328-84-7 1,2-dichloro-4-(trifluoromethyl)benzene 
• 50594-76-8 3-(2'-chloro-4'-trifluoromethyl-phenoxy)-phenol 
• 50594-74-6 1,3-bis(2-chloro-α,α,α-trifluoro-p-tolyloxy)benzene 
• 50594-44-0 2-Chlor-4-trifluormethyl-3'-acetoxy-4'-nitrodiphenylether 
• 108-46-3 recorcinol 
• 611-06-3 2,4-dichloronitrobenzene 
• 64635-55-8 potassium salt of 2-chloro-4-trifluoromethylphenol 
• 917-58-8 potassium ethoxide 
• 42874-16-8 2-chloro-4-trifluoromethylphenyl-4'-nitro-3'-chlorobenzene 
• 141-52-6 sodium ethanolate 

Downstream Products

• 64378-95-6 4-[2-chloro-4-(trifluoromethyl)-phenoxy]-2-ethoxy benzene amine 

Relevant articles and documents

Synthesis method of 2-chloro-4-trifluoromethylphenyl-4'-nitro-3'-ethyoxyl phenyl ether

The invention discloses a synthesis method of 2-chloro-4-trifluoromethylphenyl-4'-nitro-3'-ethyoxyl phenyl ether. The technical scheme is as follows: 3-chloro-4-nitrophenol and 3, 4-dichlorobenzotrifluoride are used as starting raw materials, under the action of a catalyst and alkali, a reaction liquid is fully mixed by acoustic resonance, heating is performed for reacting for a certain time to obtain an intermediate 2-chloro-4-trifluoromethylphenyl-4'-nitro-3'-chlorobenzene; and the intermediate 2-chloro-4-trifluoromethylphenyl-4'-nitro-3'-chlorobenzene reacts with ethanol salt to obtain the target product 2-chloro-4-trifluoromethylphenyl-4'-nitro-3'-ethyoxyl phenyl ether. The synthesis method adopted by the invention has the advantages of few reaction steps, simplicity in operation, high mixing efficiency, mild conditions, few three wastes and high yield, and is a synthesis method capable of industrializing 2-chloro-4-trifluoromethylphenyl-4'-nitro-3'-ethoxyphenyl ether; and the invention belongs to the field of pesticide synthesis.

Synthesis method of oxyfluorfen

The invention discloses a synthesis method of oxyfluorfen. The method comprises the following steps: using 3, 4-dichlorobenzotrifluoride and 2, 4-difluoronitrobenzene as initial raw materials, carrying out etherification reaction to obtain a nitro compound, and carrying out alcoholysis reaction on the nitro compound and a potassium hydroxide ethanol solution to synthesize the oxyfluorfen. According to the method, the 3, 4-dichlorobenzotrifluoride and the 2, 4-difluoronitrobenzene are taken as the initial raw materials, the 3, 4-dichlorobenzotrifluoride and the 2, 4-difluoronitrobenzene are synthesized through etherification and alcoholysis reactions, no isomer is generated, recrystallization is not needed, the content of the synthesized product is greater than 97%, and the yield is greaterthan 93%.

Synthesis method of oxyfluorfen

The invention relates to a synthesis method of oxyfluorfen, which comprises the following steps: (1) reacting 3,4-dichlorobenzotrifluoride, potassium hydroxide and tert-butyl alcohol in a molar ratioof (1-1.5): (3-5): (2-4), dechlorinating in a polar solvent to obtain a mixed solution containing 2-chloro-4-trifluoromethylphenol potassium, cooling, carrying out suction filtration, and carrying outreduced pressure treatment on the mixed solution; (2) adding potassium carbonate to the mixed solution, adding dropwise 2,4-dihalogenated nitrobenzene while heating is performed, with the molar ratioof the potassium carbonate, the 2,4-dihalogenated nitrobenzene and the 3,4-dichlorobenzotrifluoride being (1-1.5): 1: (2-2.3), performing suction filtration after a heat preservation reaction, and adding methylbenzene to dissolve 2,4-bis(2-chloro-4-trifluoromethyl) phenoxy nitrobenzene in the filtrate; and (3) heating the mixed solution to 30 DEG C, then dropwise adding potassium ethylate into the solution, carrying out a heat preservation reaction, with the molar ratio of ethanol, potassium hydroxide and the 2,4-dihalogenated nitrobenzene being 4-5:1.2-1.4:1, and extracting oxyfluorfen fromthe reacted mixed solution. According to the present invention, with the new synthesis method, the synthesis cost of oxyfluorfen is significantly reduced.

Solid glyphosate formulations

The present invention relates to a solid herbicidal composition comprising: a) oxyfluorfen herbicide dissolved in at least i) a surfactant selected from alkoxylated acetylenic diol surfactants; ii) a surfactant selected from polyoxyalkylene alkyl ether surfactants, and iii) an alkoxylated organosilicone based surfactant, iv) a phosphate solvent of low water solubility, the ratio by weight of phosphate solvent to oxyfluorfen being lower than 3 to 1; and b) a water-soluble salt of N-phosphonomethylglycine, and optionally c) an inorganic carrier, and to a process for the production thereof.

Alkylsiloxanes as adjuvants for agriculture

Linear alkylsilicone compounds of the formula STR1 wherein x=0 to 20, preferably 0 to 10, most preferably 0 to 1; y=1 to 10, preferably 1 to 5, most preferably 1; and R is an alkyl or alkyl ester group containing 6 to 16 carbons, or cyclic alkylsilicone compounds of the formula STR2 where m is 0 to 4, preferably 0 to 2, most preferably 0, and n is 1 to 5, preferably 3 to 5, most preferably 4, provided that m+n=3 to 5, are adjuvants for agricultural applications of oil-containing compositions. Especially preferred alkylsilicone compounds have a degree of polymerization of ≤6 and an alkyl content of ≤50% by weight. The compounds potentiate spreading of mineral or vegetable oils or oil-containing emulsions in dormant spray oils, crop oil concentrates, pesticides, and the like on difficult-to wet surfaces such as waxy leaf cuticles and arthropod exoskeletons.

Substituted pyridinesulfonamide compound or its salt, process for preparing the same, and herbicide containing the same

A substituted pyridinesulfonamide compound or its salt represented by the following general formula (I): STR1 wherein A is CH or N; when A is CH, R1 and R2 may be either each independently a member selected from the group consisting of unsubstituted or substituted alkyl groups, unsubstituted or substituted alkenyl groups, unsubstituted or substituted cycloalkyl groups, and unsubstituted or substituted phenyl groups; when A is N, R1 is an unsubstituted or substituted alkyl group, R2 is an unsubstituted or substituted alkyl group, or an unsubstituted or substituted alkoxy group; and X and Y are each independently a member selected from the group consisting of alkyl groups and alkoxy groups, is disclosed. This compound is useful as the effective ingredient of a herbicide showing a wide weed-control spectrum even if used in a small amount.

Substituted pyridinesulfonamide compounds or their salts, process for preparing the same, and herbicides containing the same

A substituted pyridinesulfonamide compound or its salt represented by the following general formula (I): wherein R1 is an unsubstituted or substituted alkyl group; R2 is an unsubstituted or substituted alkyl group, or an unsubstituted or substituted alkoxy group; and X and Y are each independently a member selected from the group consisting of alkyl groups and alkoxy groups, is disclosed. This compound is useful as the effective ingredient of a herbicide showing a wide weed-control spectrum even if used in a small amount.

Herbicidal 4-trifluoromethyl-3'-oxygen-substituted-4'-substituted diphenyl ethers

The herbicidal 4-trifluoromethyl-3'-oxygen-substituted-4'-substituted diphenyl ethers comprise a class of compounds that are highly effective herbicides.

Herbicidal 4-trifluoromethyl-3'-nitrogen-substituted-4'-substituted diphenyl ethers

The herbicidal 4-trifluoromethyl-3'-nitrogen-substituted-4'-substituted diphenyl ethers comprise a class of compounds that are highly effective herbicides.

Herbicidal 4-trifluoromethyl-3'-carbon-substituted-4'-substituted diphenyl ethers

The herbicidal-4-trifluoromethyl-3'-carbon-substituted-4'-substituted diphenyl ethers comprise a class of compounds that are highly effective herbicides.