| Identification | More | [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 Properties | Back 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 | [Henry's Law Constant]
1.2×107 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | [Major Application]
agriculture
environmental | [InChI]
1S/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) | [InChIKey]
IDOWTHOLJBTAFI-UHFFFAOYSA-N | [SMILES]
COC(=O)Nc1cccc(OC(=O)Nc2cccc(C)c2)c1 | [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 Data | Back 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 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Acute 1
Aquatic Chronic 1 | [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).
|
| Hazard Information | Back 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. | [Description]
Phenmedipham is a carbamate herbicide used for the control of broadleaved weeds. It has a low aqueous solubility, a low volatility and is not generally expected to leach to groundwaters. It is not normally persistent in soil or water systems. It has a low mammalian toxicity but has been associated with the development of some cancers. Phenmedipham is moderately toxic to most aquatic and terrestrial fauna and flora. | [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® | [Mechanism of action]
Inhibits photosynthesis (photosystem II) and acts by disrupting carbon dioxide. It is a contact herbicide which is absorbed through the leaves with translocation primarily in the apoplast. | [Synthesis]
Example 6: Preparation of methyl (3-(3-tolyl-carbamoyloxy)phenyl)carbamate
Methyl N-(3-hydroxyphenyl)carbamate (8.35 g, 0.05 mol, prepared according to the method described in Example 1) was placed in a 150 mL beaker fitted with a stirrer, and water (75 mL) was added and stirred to mix. Borax (2.0 g) was added to the reaction system, followed by the slow dropwise addition of 3-tolyl isocyanate (5.3 g, 0.04 mol) through a dispensing funnel over a period of 45 minutes, with no need to adjust the temperature during the reaction. The pH was maintained at 9.2 during the reaction. after the dropwise addition, the reaction mixture was continued to be stirred for 1 hr. Upon completion of the reaction, the resulting finely suspended powdered product was filtered, washed with water and dried to afford the title compound (12.0 g, 100% yield, calculated on the basis of 3-tolyl isocyanate), melting point not determined.HPLC analysis showed the product to be 95.2% pure, with the remaining 4.8% consisting of unreacted N-(3-hydroxyphenyl)carbamic acid methyl ester and the by-products N,N'-di-3-tolylurea. -tolylurea. | [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 | [References]
[1] Patent: US4748265, 1988, A
[2] Patent: US4748265, 1988, A
[3] Patent: US4748265, 1988, A
[4] Patent: US4748265, 1988, A | [Pesticide Type]
Herbicide |
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
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