Phenmedipham

Chemical properties

Colorless crystalline solid, or needles; white powder. Odorless. Commercial product is available as an emulsifiable concentrate

The Uses of Phenmedipham

Herbicide.

The Uses of Phenmedipham

Phenmedipham is an carbanilate selective herbicide used post-emergence in beet crops after the emergence of most broad-leaved weeds and before they develop.

The Uses of Phenmedipham

Postemergence herbicide used to control weeds such as chickweed, dogfennel, foxtail, kochia, nightshade and yellow mustard, in strawberries, beet crops and spinach

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ChEBI: A carbamate ester that is (3-methylphenyl)carbamic acid in which the hydrogen of the hydroxy group has been replaced by a 3-[(methoxycarbonyl)amino]phenyl group.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.