Chemical Properties
Colorless crystalline solid, or needles; white powder. Odorless. Commercial product is available as an emulsifiable concentrate
Uses
Postemergence herbicide used to control weeds such as chickweed, dogfennel,
foxtail, kochia, nightshade and yellow mustard, in strawberries, beet crops and spinach
Uses
Phenmedipham is an carbanilate selective herbicide used post-emergence in beet crops after the emergence of most broad-leaved weeds and before they develop.
Definition
ChEBI: A carbamate ester that is (3-methylphenyl)carbamic acid in which the hydrogen of the hydroxy group has been replaced by a 3-[(methoxycarbonyl)amino]phenyl group.
General Description
Colorless crystals or white powder.
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.
Agricultural Uses
Herbicide: A post-emergence herbicide for control of annual
broadleaf weeds and grasses in sugar beets, spinach, strawberries,
and sunflowers
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.
