13684-63-4 Usage
Uses
Used in Agriculture:
Phenmedipham is used as a post-emergence herbicide for the control of annual broadleaf weeds and grasses in sugar beets, spinach, strawberries, and sunflowers. It is particularly effective against weeds such as chickweed, dogfennel, foxtail, kochia, nightshade, and yellow mustard.
Used in Beet Crops:
Phenmedipham is used as a carbanilate selective herbicide in beet crops. It is applied post-emergence after the emergence of most broad-leaved weeds and before they develop, providing effective weed control in these crops.
Used as a Herbicide:
Phenmedipham is widely used as a herbicide in various agricultural applications, specifically for post-emergence control of weeds in crops such as sugar beets, spinach, strawberries, and sunflowers.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
3-((Methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates. 3-((Methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate is incompatible with alkaline preparations.
Fire Hazard
Flash point data for 3-((Methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate are not available, however 3-((Methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate is probably combustible.
Trade name
AIMSAN?; BETAMIX? (phenmedipham
+ desmedipham); BETANAL?; CQ 1451? (phenmedipham
+ desmedipham + ethofumesate); EC herbicide
(phenmedipham + desmedipham + ethofumesate); EP 452?;
KEEPER?; KEMIFAM?; MSS HERBASAN?; NA
305? (phenmedipham + desmedipham + ethofumesate);
NA 308? (phenmedipham + desmedipham + ethofumesate);
POWERTWIN? (phenmedipham + ethofumesate);
PROGRESS? (phenmedipham + desmedipham + ethofumesate);
S-4075?; SCHERING 4072?; SN 38584?; SPINAID
?; SYNBETAN-P?; TWIN?; VANGARD?
Potential Exposure
A postemergence bis-carbamate/ carbamate ester herbicide used to control of annual broadleaf weeds and grasses in sugar beets, spinach, strawberries, and sunflowers.
Environmental Fate
Soil. Phenmedipham degraded in soil forming methyl N-(3-hydroxyphenyl)-carbamate
and m-aminophenol (Hartley and Kidd, 1987). Hydrolysis yields m-aminophenol (Rajagopal et al., 1989). The reported half-life in soil is approximately 20 days (Rajagopal et
al., 1989) and 26 days (Worthing and Hance, 1991)Plant. In plants, methyl N-(3-hydroxyphenyl)carbamate is the major metabolite (Hartley and Kidd, 1987)Photolytic. Bussacchini et al. (1985) studied the photolysis (λ = 254 nm) of phenmedipham in ethanol, ethanol/water and hexane as solvents. In their proposed free radical
mechanism, homolysis of the carbon-oxygen bond of the carbamate linkage ga
Shipping
UN2757 Carbamate pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material,
Incompatibilities
Decomposes .145C. Esters ith acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Carbamates are incompatible with reducing agents, strong acids, oxidizing acids, peroxides, and bases. Contact with active metals or nitrides cause the release of flammable, and potentially explosive, hydrogen gas. Releases oxides of nitrogen and carbon when heated to decomposition.
Waste Disposal
Do not discharge into drains or sewers. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved landfill. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Incineration with effluent gas scrubbing is recommended. 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.
Check Digit Verification of cas no
The CAS Registry Mumber 13684-63-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,6,8 and 4 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 13684-63:
(7*1)+(6*3)+(5*6)+(4*8)+(3*4)+(2*6)+(1*3)=114
114 % 10 = 4
So 13684-63-4 is a valid CAS Registry Number.
InChI:InChI=1/C16H16N2O4/c1-11-5-3-6-12(9-11)18-16(20)22-14-8-4-7-13(10-14)17-15(19)21-2/h3-10H,1-2H3,(H,17,19)(H,18,20)
13684-63-4Relevant articles and documents
Herbicidal mixtures having a synergistic effect
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, (2008/06/13)
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.
Substituted pyridinesulfonamide compounds or their salts, process for preparing the same, and herbicides containing the same
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, (2008/06/13)
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.
Process for the preparation of herbicidally active phenyl carbamates
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, (2008/06/13)
Herbicidally active substituted phenyl carbamates I STR1 in which R1 represents a C1 -C6 alkyl group, a C3 -C6 cycloalkyl group or an aryl group, which aryl group may be substituted by a halogen atom and/or a C1 -C6 alkyl group and/or a trifluoromethyl group, and R2 represents a C1 -C6 alkyl, C2 -C6 alkenyl or C2 -C6 alkynyl group that may be substituted by a terminal halogen atom, are prepared by reacting N-hydroxyphenyl carbamates II STR2 with either isocyanates R1 --N=C=O or amino chlorides R1 --NH--COCl in an aqueous medium thus avoiding the use of organic solvents. The end product I may be extracted from the aqueous slurry into a water-immiscible solvent. The N-hydroxyphenyl carbamates II can be prepared by reacting 3-aminophenol with chloroformates in an aqueous medium, and the resulting product may be reacted in situ, without isolation, with isocyanates, in the same reaction vessel. Stabilized herbicidal compositions containing compounds I may be prepared by suspending the compounds I in a liquid phase comprising one or more oily components and one or more surfactants.
Method of producing substituted phenyl carbamates
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, (2008/06/13)
Substituted carbamate esters are prepared by treating an aromatic amide with hypochlorite ion in the presence of water and a water-miscible solvent at a low temperature, after which the reaction mixture is mixed with a substituted phenol and allowed to react at a temperature of at least 10° C.
