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13684-63-4

13684-63-4 Structure

13684-63-4 Structure
IdentificationMore
[Name]

3-((Methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate
[CAS]

13684-63-4
[Synonyms]

3-((methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate
3-methoxycarbonylaminophenyl n-3-methylphenylcarbamate
ALEGRO
BEETUP
BETANAL
BETAPOST
DEPHEND
FENDER
HERBASAN
METHYL 3-M-TOLYL CARBAMOYLOXY PHENYL CARBAMATE
PHENMEDIPHAM
(3-methylphenyl)-carbamicaci3-((methoxycarbonyl)amino)phenylester
3-(Carbomethoxyamino)phenyl 3-methylcarbanilate
3-(carbomethoxyamino)phenyl3-methylcarbanilate
3-(Methylphenyl)carbamic acid 3-((methoxycarbonyl)amino)phenyl ester
3-(methylphenyl)carbamicacid3-((methoxycarbonyl)amino)phenylester
3-methoxycarbonyl-n-(3’-methylphenyl)-carbamat
3-Methoxycarbonyl-N-(3'-methylphenyl)-carbamat
Beetomax
Betaflow
[EINECS(EC#)]

237-199-0
[Molecular Formula]

C16H16N2O4
[MDL Number]

MFCD00055419
[Molecular Weight]

300.31
[MOL File]

13684-63-4.mol
Chemical PropertiesBack Directory
[Appearance]

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

140-144°C
[Boiling point ]

441.54°C (rough estimate)
[density ]

1.1782 (rough estimate)
[refractive index ]

1.6240 (estimate)
[Fp ]

100 °C
[storage temp. ]

0-6°C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

neat
[pka]

13.03±0.70(Predicted)
[color ]

White to off-white
[Water Solubility ]

<0.1 g/100 mL at 21 ºC
[BRN ]

2395027
[LogP]

3.590
[CAS DataBase Reference]

13684-63-4(CAS DataBase Reference)
[NIST Chemistry Reference]

Methyl 3-m-tolylcarbamoyloxyphenylcarbamate(13684-63-4)
[EPA Substance Registry System]

13684-63-4(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

N
[Risk Statements ]

R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

UN 3077
[WGK Germany ]

2
[RTECS ]

FD9050000
[Hazardous Substances Data]

13684-63-4(Hazardous Substances Data)
[Toxicity]

(96-hour) for bluegill sunfish 3.98 mg/L, rainbow trout 1.4–3.0 mg/L, Daphnia magna 3.2 mg/L (Worthing and Hance, 1991), harlequin fish 16.5 mg/L (Hartley and Kidd, 1987); acute oral LD50 of pure phenmedipham and the formulated product for rats 3,700 and 10,300 mg/kg, respectively (Ashton and Monaco, 1991).
Raw materials And Preparation ProductsBack Directory
[Raw materials]

N,N-Dimethylaniline-->3-Aminophenol-->Methyl chloroformate-->m-Toluidine-->m-Tolyl isocyanate-->METHYL (3-HYDROXYPHENYL)CARBAMATE
[Preparation Products]

the BINAP-Rh^<+^> complex-->1,3-bis(3-methylphenyl)urea
Hazard InformationBack Directory
[General Description]

Colorless crystals or white powder.
[Reactivity Profile]

PHENMEDIPHAM(13684-63-4) 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. This compound is incompatible with alkaline preparations.
[Air & Water Reactions]

Insoluble in water.
[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.
[Fire Hazard]

Flash point data for this chemical are not available, however PHENMEDIPHAM is probably combustible.
[First aid]

Speed in removing material from eyes and skin is of extreme importance. Eyes: Eye contact can cause dangerous amounts of these chemicals to be quickly absorbed through the mucous membrane into the bloodstream. Immediately and gently flush eyes with plenty of warm or cold water (NO hot water) for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately. Skin: Get medical aid. Dermal contact can cause dangerous amounts of these chemicals to be absorbed into the bloodstream. Wearing the appropriate PPE equipment and respirator for carbamate pesticides, immediately flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Shampoo hair promptly if contaminated; protect eyes. Ingestion: Call poison control. Loosen all clothing. Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious, alert, and able to swallow, rinse mouth and have victim drink 48 ounces of water. Check to see if poison control instructs you to use ipecac syrup, otherwise administer slurry of activated charcoal (2 oz in 8 oz of water). If victim is UNCONSCIOUnited States OR HAVING CONVULSIONS, do nothing except keep victim warm. In some cases you may be specifically instructed by poison control to induce vomiting by way of 2 tablespoons of syrup of ipecac (adult) washed down with a cup of water. Do NOT give activated charcoal before or with ipecac syrup. Inhalation: Get medical aid. Do not contaminate yourself. Wearing the appropriate PPE equipment and respirator for carbamate pesticides, immediately remove the victim from the contaminated area to fresh air. If the victim is not breathing, administer artificial respiration. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. If breathing is difficult, administer oxygen through bag/mask apparatus until medical help arrives. Do not leave victim unattended
[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.
[Chemical Properties]

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

Herbicide.
[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.
[Uses]

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.
[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®
[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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3-((Methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate(13684-63-4).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Phenmedipham(13684-63-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

13684-63-4(sigmaaldrich)
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