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Home > Encyclopedia > Fenuron

Fenuron

Fenuron structure

Fenuron 

structure
  • CAS No:

    101-42-8

  • Formula:

    C9H12N2O

  • Chemical Name:

    Fenuron

  • Synonyms:

    Urea,N,N-dimethyl-N′-phenyl-;Urea,1,1-dimethyl-3-phenyl-;N,N-Dimethyl-N′-phenylurea;Dybar;Fenuron;1,1-Dimethyl-3-phenylurea;3-Phenyl-1,1-dimethylurea;PUD;Dibar;1-Phenyl-3,3-dimethylurea;N-Phenyl-N′,N′-dimethylurea;Falisilvan;Omicure 94;Fikure 62U;Dyhard UR 300;Amicure UR;Dyhard RU 300;Omicure U 405;Dyhard 300;UR 300;U 405;PDU 250;3,3-Dimethyl-1-phenylurea

  • Categories:

    Agrochemicals  >  Herbicides

Description

White, crystalline solid. Almost insoluble in water (0.3% at 25C), sparingly soluble in hydrocarbon solvents, stable toward oxidation and moisture.electrum: 1. An alloy of gold andsilver containing 55–88% of gold.2. A German silver alloy containing52% copper, 26% nickel, and 22%zinc.


DryPowder


Fenuron is a member of the class of 3-(3,4-substituted-phenyl)-1,1-dimethylureas that is urea in which one of the nitrogens is substituted by a phenyl group while the other is substituted by two methyl groups. It is a herbicide used for the control of weeds in beetroot as well as various vegetable and ornamental crops. It has a role as an agrochemical, an environmental contaminant, a herbicide, a xenobiotic and a photosystem-II inhibitor.

Fenuron Basic Attributes

164.2

164.20

202-941-4

O7L040435W

DTXSID7037551

White, crystalline solid|Colorless crystalline solid|Colorless crystals

29242990

Characteristics

32.3

1.45

DryPowder

1.08 g/cm3 @ Temp: 20 °C

133-134 °C

291.67°C (rough estimate)

2 °C

1.5373 (estimate)

>24.6 [ug/mL]

APPROX 4°C

1.6x10-4 mm Hg at 60 deg C

Oral-Rat LD50: 6400 mg/kg; Oral-Mouse LD50: 4700 mg/kg

Combustion produces toxic nitrogen oxide gas

Henry's Law constant of 9.71X10-10 atm-cu m/mole at 25 °C (estimated)

Compatible with other wettable-powder herbicides.|Colorless crystals /Fenuron trichloroacetate/|Molecular weight: 327.6 /Fenuron trichloroacetate/

Non-corrosive

Safety Information

UN16483/PG2

2

36/37-36-20/21/22-11

24-26-36-16

YT1450000

Xi,Xn,F

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Stable to light

P261-P305 + P351 + P338

H319-H335

The products /of decomposition/ ... are both toxic, thus precluding hydrolysis as a disposal method.

|Warning|H319 (25.71%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P201, P202, P261, P264, P271, P273, P280, P281, P304+P340, P305+P351+P338, P308+P313, P312, P337+P313, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 235 companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Non-irritating to skin

Toxicity

practically nontoxic

LD50 Rat acute oral 6400 mg/kg|LD50 Rat oral 7500 mg/kg|LD50 Rat oral 4000-5700 mg/kg /Fenuron trichloroacetate/

Fenuron is released to the environment during its use as a herbicide(1).

TERRESTRIAL FATE: In soil, enzymic and microbial degradation involves step by step N-demethylation.|TERRESTRIAL FATE: The complete degradation of fenuron in soil has been experimentally determined to be 4.5 months at 15 °C and 2.2 months at 30 °C(1). Biodegradation will be the primary fate process in soil(2). Measured Kocs of 27(3) and 43(4) indicate that adsorption to soil will not be important(SRC). A visible change in color occurred within 2 hours when paper saturated with fenuron was exposed to sunlight(5) suggesting that some fenuron may be removed from soil surfaces via direct photolysis(SRC).|AQUATIC FATE: After 2 weeks, approximately 20% of 10 ug/L fenuron remained in raw river water samples exposed to sunlight and artificial fluorescent light(1). Biodegradation is expected to be the primary fate process in aquatic ecosystems(2,SRC). Measured Kocs of 27(3) and 43(4) indicate that adsorption of fenuron from the water column to sediment and suspended material will not be important(SRC). An estimated BCF of 6(3) indicates that fenuron will not bioconcentrate in fish(SRC). A visible change in color occurred within 2 hours when paper saturated with fenuron was exposed to sunlight(5) suggesting that some fenuron may be removed from water via direct photolysis(SRC). Volatilization from water will not be important(7) based on a low Henry's Law constant of 1.68X10-10 atm-cu m/mole at 25 °C(6,SRC).|ATMOSPHERIC FATE: Based on a measured water solubility of 4,027 mg/L at 25 °C(1) and an estimated Henry's Law constant of 9.71X10-10 atm-cu m/mole at 25 °C(2), the vapor pressure of fenuron can be estimated to be 1.81E-5 mm Hg at 25 °C(SRC). This vapor pressure value suggests that fenuron will exist in the vapor and particulate phases in the ambient atmosphere(3). Vapor-phase fenuron is rapidly degraded in the ambient atmosphere by reaction with photochemically formed hydroxyl radicals; the half-life for this reaction in air can be estimated to be about 2.3 hrs(4,SRC). A visible change in color occurred within 2 hours when paper saturated with fenuron was exposed to sunlight(5) suggesting that fenuron may be removed from the atmosphere via direct photolysis(SRC). Particulate-phase fenuron is removed via dry deposition(SRC).

Fenuron ... /is/ degraded by light|The rate constant for the vapor-phase reaction of fenuron with photochemically produced hydroxyl radicals can be estimated to be 1.68X10-10 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of about 2.3 hrs at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1,SRC). Photodecomposition of fenuron saturated on paper was exhibited at wavelengths <280 nm(2). In the same study, a visible change in color occurred within 2 hours of exposure to sunlight indicating the importance of photodecomposition under field conditions(2). Possible photodecomposition products are aniline, o-amino-N,N-dimethylbenzamide and p-amino-N,N-dimethyl benzamide(3). Hydrolysis will not be important(SRC).

Based on an estimated bioconcentration factor of 1-6(1), fenuron is not expected to bioaccumulate in fish(SRC).

25.12 L/kg|Average Koc values of about 27(1) and 43(2) have been experimentally determined for fenuron. Based on a suggested classification scheme(3), these Koc values indicate that fenuron will have very high soil mobility.

The Henry's Law constant for fenuron can be estimated to be 9.71X10-10 atm-cu m/mole at 25 °C based on a structure activity relationship(1). According to a suggested classification scheme(2), this value of Henry's Law constant indicates that fenuron will be essentially nonvolatile from water.

SURFACE WATER: Fenuron was qualitatively detected in river water(1).

In occupational settings, workers may be exposed to fenuron via inhalation of dust and dermal contact. (SRC)

Drug Information

Nonselective systemic herbicide, absorbed predominantly by the roots, with translocation acropetally in the xylem.

Dealkylation and hydroxylation of aromatic ring of phenylureas take place during animal metabolism.

Inhibits photosynthesis.

No specific antidote known. Symptomatic treatment.

3-phenyl-1,1-dimethylurea

Fenuron Use and Manufacturing

Uses

Fenuron is an phenylurea based herbicide used to control brush on chaparral watersheds.


Adhesives and sealant chemicals


Adhesives and sealants

May be supplied in combination with other herbicides such as chlorpropham or propham. Also supplied as the salt of trichloroacetic acid.|Croptex Chrome, Croptex Ruby, Red, Herbon Yellow (fenuron + chloropropham); Electrum (20 g fenuron + 240 g chloridazon + 30 g chloropropham + 120 g propham/l); Gold, Premalox, Quintex (fenuron + chlroopropham + propham/l)|Wettable powder

All other chemical product and preparation manufacturing|Urea, N,N-dimethyl-N'-phenyl-: ACTIVE

Product analysis of fenuron is based on hydrolysis. Residues may be determined by colorimetry.

Agrochemicals -> Herbicides

Computed Properties

Molecular Weight:164.20
XLogP3:1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:164.094963011
Monoisotopic Mass:164.094963011
Topological Polar Surface Area:32.3
Heavy Atom Count:12
Complexity:151
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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