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
• Article Data: 17

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

Description

Different sources of media describe the Description of 42874-03-3 differently. You can refer to the following data:
1. As a a diphenyl ether herbicide, Oxyfluorfen is a white to orange or red-brown crystalline solid with a smoke-like odor, which is used for broad-spectrum pre- and post-emergent control of annual broadleaf and grassy weeds in a variety of tree fruit, vegetables, fruit, cotton, nut, vine, and field crops. It belongs to the contact herbicide and requires light to impose killing effects on target plants. Besides, it can also be applied in non-agricultural ornamental and forestry, mainly used for weed control in landscapes, patios, driveways, and similar areas in residential sites.
2. Oxyfluorfen is a semi-solid at room temperature, red-brown to yellow, faint smoky odor.

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

• 42874-16-8 2-chloro-4-trifluoromethylphenyl-4'-nitro-3'-chlorobenzene 
• 141-52-6 sodium ethanolate 
• 50594-75-7 1,3-bis(2-chloro-α,α,α-trifluoro-p-tolyloxy)-4-nitrobenzene 
• 917-58-8 potassium ethoxide 
• 611-06-3 2,4-dichloronitrobenzene 
• 64635-55-8 potassium salt of 2-chloro-4-trifluoromethylphenol 
• 108-46-3 recorcinol 
• 50594-77-9 2-Chlor-4-trifluormethyl-3'-acetoxydiphenylether 
• 50594-44-0 2-Chlor-4-trifluormethyl-3'-acetoxy-4'-nitrodiphenylether 
• 50594-74-6 1,3-bis(2-chloro-α,α,α-trifluoro-p-tolyloxy)benzene 
• 50594-76-8 3-(2'-chloro-4'-trifluoromethyl-phenoxy)-phenol 
• 328-84-7 1,2-dichloro-4-(trifluoromethyl)benzene 
• 64-17-5 ethanol 
• 74-96-4 ethyl bromide 

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 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.

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.