42576-02-3

Basic information

• Product Name: Bifenox
• Synonyms: METHYL 5-(2,4-DICHLOROPHENOXY)-2-NITROBENZOATE;MC-4379;FOX;BIFENOX;MODOWN;MODOWN(R);TOLKAN;2,4-Dichlorophenyl 3-Methoxycarbonyl-4-nitrophenyl ether
• CAS NO: 42576-02-3
• Molecular Formula: C₁₄H₉Cl₂NO₅
• Molecular Weight: 342.13
• EINECS: 255-894-7
• Product Categories: Alphabetic;B;BI - BZPesticides&Metabolites;Diphenyl ether;Herbicides;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 42576-02-3.mol

Chemical Properties

• Melting Point: 84-86°
• Boiling Point: 420.958 °C at 760 mmHg
• Flash Point: 208.388 °C
• Appearance: /
• Density: 1.5715 (rough estimate)
• Refractive Index: 1.7350 (estimate)
• Storage Temp.: 0-6°C
• Water Solubility: 0.5mg/L(temperature not stated)
• Merck: 13,1214
• BRN: 2170169
• CAS DataBase Reference: Bifenox(CAS DataBase Reference)
• NIST Chemistry Reference: Bifenox(42576-02-3)
• EPA Substance Registry System: Bifenox(42576-02-3)

Safety Data

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 2
• RTECS: DG7890000
• Hazardous Substances Data: 42576-02-3(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Industry:
Bifenox is used as a herbicide for controlling a variety of broadleaf weeds and grasses in crops such as corn, grain sorghum, maize, rice, and soybeans. It is particularly effective against weeds like bindweed, jimsonweed, kochia, mustards, pigweeds, sesbania, smartweed, and velvet-leaf.
Additionally, Bifenox is used as a herbicide in legumes such as soybeans and peanuts, as well as for post-emergent weed control in wheat, barley, and sugar beets. Although it is not currently registered in the U.S., Bifenox is used in 21 European countries and has 27 global suppliers.

Trade name

ALIBI?; FOX?; MODOWN?[C]; MC- 4379?; SABINE?

Environmental Fate

Soil. Bifenox degrades in soil forming 5-(2,4-dichlorophenoxy)-2-nitrobenzoic acid and methyl 5-(2,4-dichlorophenoxy)anthranilate (Hartley and Kidd, 1987; Smith 1988). The average half-life in soils is 7–14 days (Hartley and Kidd, 1987; Humburg et al., 1989)Plant. Rapidly undergoes ring hydroxylation and subsequent conjugation in rice plants (Ashton and Monaco, 1991).Photolytic. The UV photolysis (λ = 300 nm) of bifenox in various solvents was studied by Ruzo et al. (1980). In water, 2,4-dichloro-3′-(carboxymethyl)-4′-hydroxydiphenyl ether and 2,4-dichloro-3′-(carboxymethyl)-4′-aminodiphenyl ether were identi

Downstream Products

• 1836-75-5 nitrofen 
• 6851-41-8 butyl 2,4-dichlorophenolate 
• 120-83-2 2,4-dichlorophenol 
• 57729-01-8 butyl 5-(2,4-dichlorophenoxy)-2-nitrobenzoate 
• 76532-50-8 methyl 5-(2,4-dichlorophenoxy)-2-nitrosobenzoate 
• 53774-07-5 2-nitro-5-(2',4'-dichlorophenoxy)benzoic acid 

Relevant articles and documents

Synergistic herbicidal mixtures

PCT No. PCT/EP96/04935 Sec. 371 Date May 1, 1998 Sec. 102(e) Date May 1, 1998 PCT Filed Nov. 12, 1996 PCT Pub. No. WO97/17852 PCT Pub. Date May 22, 1997A synergistically active herbicidal composition which comprises, as active components, a mixture of 1-(3-chloro-4,5,6,7-tetrahydropyrazolo-[1,5-a]-pyridin-2-yl)-5-(methylpropargylamino)-4-pyrazolylcarbonitrile [Component (A)] and a herbicide selected from the group consisting of bentazone, molinate, daimuron, thiobencarb, butachlor, pretilachlor, dimepiperate, fenoxaprop-ethyl, clomeprop, cinmethylin, bromobutide, quinclorac, mefenacet, pyrazosulfuron-ethyl, esprocarb, cinosulfuron, thenylchlor, cumyluron, MK 243, naproanilide, anilofos, benfuresate, bifenox, CH-900, MCPA, nitrofen, oxadiazon, pendimethalin, simetryn, sulcotrione (ICIA0051), trifluralin, piperophos, pyributicarb, ethoxysulfuron, bensulfuronmethyl, pyrazolate, pyrazoxyfen, benzofenap, cyclosulfamuron, cyhalofop-butyl, NBA-061, azimsulfuron, propanil or imazosulfuron [Component (B)] and which are suitable for controlling undesirable plants in rice cultivation.

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 of improving activity of herbicides and fertilizers using N-(2-hydroxyethyl)-acetamide or -propanamide

The invention is related to the use of certain water-soluble compounds known as such and having the Formula for the modulation of membrane dependent metabolism processes within living cells, in particular with relation to transport phenomena and cell procedures which are induced or influenced by active agents supplied from outside the cell, products containing these substances for the above described uses and processes using these products.

Novel chloroacetanilide derivatives and herbicides containing the same for use in paddy field

Disclosed herein are novel chloroacetanilide derivatives which act as remarkably effective herbicides when sprayed in a paddy field, the chloroacetanilide derivatives being 2',6'-diethyl-N-[(cis-alkenyloxy)methyl]-2-chloroacetanilides [A] represented by the general formula STR1 wherein R is a cis-form alkenyl group having 4 or 5 carbon atoms. Also disclosed are herbicide compositions for use in a paddy field and containing at least one of said chloroacetanilide derivatives [A] and at least one pyrazole derivative [B] represented by the general formula STR2 wherein R is a hydrogen atom or methyl group and X is a 4-toluenesulfonyl group or benzoylmethyl group; or-α-(2-naphtoxy)-propyonanilide [C] represented by the formula STR3

Halophenoxy benzamide herbicides

2-Nitro-5-(halophenoxy)benzoic acids and esters, salts, amides, and acyl halides thereof comprise a class of compounds that are highly effective pre- and post-emergence herbicides.

Substituted phenoxybenzoic acids and derivative thereof as herbicides

2-Nitro-5-(substituted-phenoxy)benzoic acids and ester salts, amides, and acyl halides thereof comprise a class of compounds that are highly effective herbicides.

Substituted phenoxybenzoic acids and esters thereof

2-nitro-5-(substituted-phenoxy)benzoic acids and esters salts, amides and acyl halides thereof comprise a class of compounds that are highly effective herbicides.

2-Nitro-5-(cyano-trifluoromethyl-phenoxy)benzoic acids and esters

2-Nitro-5-(substituted-phenoxy) benzoic acids and esters salts, amides, and acyl halides thereof comprise a class of compounds that are highly effective herbicides.

Herbicidal compositions comprising halophenoxy benzoic acid esters

Alkyl (C4 -C12), cycloalkyl (C3 -C8), and unsaturated hydrocarbyl (C3 -C10) esters of 2-nitro-5-(halophenoxy)benzic acids comprise a class of compounds that are highly effective pre- and post-emergence herbicides.

Substituted phenoxybenzoic acids and esters thereof

2-Nitro-5-(substituted-phenoxy)benzoic acids and esters salts, amides, and acyl halides thereof comprise a class of compounds that are highly effective herbicides.