72178-02-0

Basic information

• Product Name: Fomesafen
• Synonyms: FLEX;FLEX(R);FLEXSTAR;5-[2-CHLORO-4-(TRIFLUOROMETHYL)PHENOXY]-N-(METHYLSULFONYL)-2-NITROBENZAMIDE;5-[2-Chloro-4-(trifluoromethyl)phenoxy]-N-(methylsulphonyl)-2-nitrobenzamide;REFLEX;REFLEX(R);5(2-chloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)-n-mesyl-2-nitrobenzamide
• CAS NO: 72178-02-0
• Molecular Formula: C₁₅H₁₀ClF₃N₂O₆S
• Molecular Weight: 438.76
• EINECS: 276-439-9
• Product Categories: Agro-Chemicals;Amide;HERBICIDE
• Mol File: 72178-02-0.mol
• Article Data: 10

Chemical Properties

• Melting Point: 220-221°C
• Appearance: White crystalline solid
• Density: 1.7075 (rough estimate)
• Refractive Index: 1.5660 (estimate)
• Storage Temp.: 0-6°C
• Solubility: Acetonitrile (Slightly), DMSO
• PKA: 23-25(at 25℃)
• BRN: 8165046
• CAS DataBase Reference: Fomesafen(CAS DataBase Reference)
• NIST Chemistry Reference: Fomesafen(72178-02-0)
• EPA Substance Registry System: Fomesafen(72178-02-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 2
• WGK Germany: 1
• RTECS: CV2475000
• Hazardous Substances Data: 72178-02-0(Hazardous Substances Data)

Usage

Uses

Fomesafen is a protoporphyrinogen oxidae (PPO) inhibitor.

General Description

White crystalline solid. Used as an herbicide.

Reactivity Profile

Fomesafen is incompatible with acids.

Agricultural Uses

Herbicide: After July 25, 2003, flumesafen was not permitted in many countries to be used as an active ingredient on crops except to control weeds in soybean crops, and white, kidney and snap beans. Not approved for use in EU countries. Registered for use in the U.S.

Trade name

BAS 530 04?; FASTER?; FLEX?; FLEXSTAR; FOMESAFEN? SODIUM; PP 021?; REFLEX?; REFLEX? 2LC Herbicide (sodium salt); TORNADO?[C]; TWISTE?[C]; TYPHOON?

InChI:InChI=1/C15H10ClF3N2O6S/c1-28(25,26)20-14(22)10-7-9(3-4-12(10)21(23)24)27-13-5-2-8(6-11(13)16)15(17,18)19/h2-7H,1H3,(H,20,22)

Upstream product

• 72178-12-2 3-(2-chloro-α,α,α-trifluoro-4-tolyloxy)-N-(methylsulphonyl)benzamide 
• 3144-09-0 methanesulfonamide 
• 50594-66-6 acifluorfen 

Downstream Products

• 132151-05-4 N,N-bis[5-(2-chloro-4-(trifluoromethyl) phenoxy)-2-nitrobenzoyl]methane sulfonamide 

Relevant articles and documents

Process for the preparation of diphenyl ether compounds

A process for producing fomesafen from acifluorfen comprises the steps of (a) converting acifluorfen to its acid chloride, (b) coupling the acid chloride so formed with methanesulphonamide to form crude fomesafen and (c) purifying the crude fomesafen, characterized in that each of the steps is carried out in a single common solvent, which is preferably a chloroalkane. Preferably the steps are telescoped together so that there is no isolation of the product for any step until fomesafen is obtained

Herbicidal mixtures having a synergistic effect

PCT No. PCT/EP96/03996 Sec. 371 Date Feb. 17, 1998 Sec. 102(e) Date Feb. 17, 1998 PCT Filed Sep. 12, 1996 PCT Pub. No. WO97/10714 PCT Pub. Date Mar. 27, 1997A composition comprising at least one sulfonylurea of the formula I wherein R1 is substituted alkyl; halogen; a group ER6 (E=O, S or NR7); COOR8; NO2; S(O)oR9; SO2NR10R11; or CONR10R11; R2 is hydrogen, alkyl, alkenyl, alkynyl, halogen, alkoxy, haloalkoxy, haloalkyl, alkylsulfonyl, nitro, cyano or alkylthio; R3 is F, CF3, CF2Cl, CF2H, OCF3, OCF2Cl, or, if R1 is CO2CH3 and R2 is simultaneously fluorine, R3 is Cl, or, if R1 is CH2CF3 or CF2CF3, R3 is methyl, or, if R4 is OCF3 or OCF2Cl, R3 is OCF2H or OCF2Br; R4 is alkoxy, alkyl, alkylthio, alkylamino, dialkylamino, halogen, haloalkyl or haloalkoxy; and R5 is hydrogen, alkoxy or alkyl; or an enviromentally compatible salt of I, and an aryloxyalkanoic acid selected from the group consisting of 2,4-D, 2,4-DB, clomeprop, dichlorprop, dichlorprop-P, dichlorprop-P (2,4-DP-P), fenoprop (2,4,5-TP), fluoroxypyr, MCPA, MCPB, mecoprop, mecoprop-P, napropamide, napropanilide, triclopyr, and an enviromentally compatible salt thereof exhibits a synergistic herbicidal effect.

Process for phosgenation in the presence of acetonitrile

Phosgenation of carboxylic acids to the corresponding carboxylic acid chlorides in conducted in the presence of a solvent comprising acetonitrile.