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[3-[[(Phenylamino)carbonyl]oxy]phenyl]carbamic acid ethyl ester

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[3-[[(Phenylamino)carbonyl]oxy]phenyl]carbamic acid ethyl ester Basic information

Product Name:
[3-[[(Phenylamino)carbonyl]oxy]phenyl]carbamic acid ethyl ester
Synonyms:
  • BETANAL AM
  • BETANAL AM(R)
  • BETANEX(R)
  • KEMIFAM
  • ETHYL-M-HYDROXYCARBANILATE CARBANILATE(ESTER)
  • ETHYL 3-PHENYLCARBAMOYLOXYPHENYLCARBAMATE
  • EP-475
  • DESMEDIPHAM
CAS:
13684-56-5
MF:
C16H16N2O4
MW:
300.31
EINECS:
237-198-5
Product Categories:
  • CarbanilateAlphabetic
  • Alpha sort
  • CarbanilatePesticides&Metabolites
  • D
  • DA - DH
  • DAlphabetic
  • Herbicides
  • Pesticides&Metabolites
Mol File:
13684-56-5.mol
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[3-[[(Phenylamino)carbonyl]oxy]phenyl]carbamic acid ethyl ester Chemical Properties

Melting point:
120 °C
Boiling point:
441.54°C (rough estimate)
Density 
1.1782 (rough estimate)
refractive index 
1.6240 (estimate)
storage temp. 
0-6°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
12.96±0.70(Predicted)
color 
White to Off-White
Water Solubility 
7mg/L(room temperature)
BRN 
2395716
LogP
3.390
CAS DataBase Reference
13684-56-5(CAS DataBase Reference)
NIST Chemistry Reference
Desmedipham(13684-56-5)
EPA Substance Registry System
Desmedipham (13684-56-5)
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Safety Information

Hazard Codes 
N
Risk Statements 
50/53
Safety Statements 
60-61
RIDADR 
UN 3077
WGK Germany 
2
RTECS 
FD0425000
HS Code 
29242990
Toxicity
LC50 (96-hour) for rainbow trout 3.8 mg/L and bluegill sunfish 13.4 mg/L (Hartley and Kidd, 1987); acute oral LD50 of pure desmedipham and the formulated product for rats 10,300 and 3,700 mg/kg, respectively (Ashton and Monaco, 1991).
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[3-[[(Phenylamino)carbonyl]oxy]phenyl]carbamic acid ethyl ester Usage And Synthesis

Chemical Properties

Colorless, crystalline solid.

Uses

Selective systemic herbicide used to control broad-leaved weeds such as buckwheat, chickweed, fiddleneck, kochnia, mustard, pigweed and ragweed.

Uses

Desmedipham is a carbanilate based herbicide used in the weed control programs in sugar beet.

Uses

[3-[[(Phenylamino)carbonyl]oxy]phenyl]carbamic acid ethyl ester is a carbanilate based herbicide used in the weed control programs in sugar beet.

Definition

ChEBI: A carbamate ester that is phenylcarbamic acid in which the hydrogen of the hydroxy group has been replaced by a 3-[(ethoxycarbonyl)amino]phenyl group. It is an agrochemical used as a herbicide.

Potential Exposure

[3-[[(Phenylamino)carbonyl]oxy]phenyl]carbamic acid ethyl ester is a postemergence bis-carbamate herbi- cide used on sugarbeets to control annual weeds such as pigweed, wild mustard, lamb’s quarters, nightshade, chick- weed, buckwheat, goosefoot, ragweed, fiddleneck, and kochia

Environmental Fate

Soil. Degrades in soil forming the intermediate 3-hydroxycarbanilate (Worthing and Hance, 1991). The reported half-lives in soil are 70 days, 20 hours and 10 minutes at pH values of 5, 7 and 9, respectively (Worthing and Hance, 1991).
Plant. In sugar beets, m-aminophenol and ethyl-N-(3-hydroxyphenyl)-carbamate were identified as metabolites (Hartley and Kidd, 1987).

Shipping

UN2757 Carbamate pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Incompatibilities

Esters with 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 interac- tion 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. Forms Carbon monoxide and toxic nitrogen oxides 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 guid- ance 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.

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