Fenuron

HCID 7560

Grundinformationen

CAS
101-42-8
Standard-SMILES
CN(C)C(=O)Nc1ccccc1
InChIKey
XXOYNJXVWVNOOJ-UHFFFAOYSA-N
Summenformel
C9H12N2O
Durchschnittliche Molmasse
164,2 g/mol
Monoisotopische Masse
164,09496301

Überblick

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 a herbicide, a photosystem-II inhibitor, an agrochemical, a xenobiotic and an environmental contaminant.

Namen und Bezeichner

Bevorzugter Name
Fenuron
IUPAC
1,1-dimethyl-3-phenylurea
Lokaler Name
Fenuron
Englischer Name
FENURON
Summenformel
C9H12N2O
Molmasse
164.2

Namen und Synonyme

FENURON1,1-Dimethyl-3-phenylurea101-42-8FalisilvanDybarDibarN,N-Dimethyl-N'-phenylureaUrea, N,N-dimethyl-N'-phenyl-Fenidin3-Phenyl-1,1-dimethylureaAmicure URQuintex
Weitere Namen anzeigen
redPUDPDUDYRK5KAYRONPDU(R)
Omicure 94Croptex ChromeHerbon YellowCroptex RubyN-Phenyl-N',N'-dimethylureaPUD (herbicide)1-Phenyl-3,3-dimethylureaFikure 62U

Datenbank-Bezeichner

CAS
101-42-8
PubChem CID
7560
DTXSID
DTXSID7037551
ChEMBL
CHEMBL1492698
ChEBI
CHEBI:5013
UNII
O7L040435W
EC Number
202-941-4
Nikkaji
J8.623A

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1
Polarare Oberfläche (TPSA)
32,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
1
Schwere Atome
12

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesBoiling point
Pesticides · 5 Einträge

Herbicides

Active substance -> EU Pesticides database: Not approved

Pesticides -> Herbicides, Urea Derivative

Pesticide (Fenuron) -> USDA PDB

Pesticide

LogP1.18
Density1.08 at 20 °C/20 °C
Color/Form · 3 Einträge

White, crystalline solid

Colorless crystalline solid

Colorless crystals

Solubility · 6 Einträge

Sol in water 4.8 g/l at room temperature. Moderately sol in acetone and aromatic solvents. sparingly soluble in petroleum oils. /Fenuron trichloroacetate/

3850 ppm @ 25 °C

Sparingly sol in water (0.29% at 24 °C)

Solubility (25 °C): 3.85 g/l water; sparingly soluble in hydrocarbons.

In ethanol 108.8, diethylether 5.5, acetone 80.2, benzene 3.1, chloroform 125, n-hexane 0.2, groundnut oil 1.0 (all in g/kg at 20-25 °C)

In water 3.85 g/l at 25 °C

Physikochemische Eigenschaften

Schmelzpunkt
131 · 131-133°
Siedepunkt
291.67 °C · 291.67°C (rough estimate)
Dichte
1.1062 · 1.1062 (rough estimate)
Dampfdruck
0.002 Pa · 0.002Pa at 60℃
Brechungsindex
1.5373 · 1.5373 (estimate)
Flammpunkt
2 °C · 2 °C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 12.6% (25 of 199) of reports.

Warning

H319 (27.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P203, P261, P264+P265, P271, P273, P280, P304+P340, P305+P351+P338, P318, P319, P337+P317, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 199 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: Urea, N,N-dimethyl-N'-phenyl-

Urea, N,N-dimethyl-N'-phenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Urea, N,N-dimethyl-N'-phenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: Fenuron (EC: 202-941-4)

Urea, N,N-dimethyl-N'-phenyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 Eintrag

Urea-derived herbicides have low toxicity in animal feeding studies; May induce methemoglobinemia; After daily doses of 150 mg/kg for 10 months, guinea pigs had anemia, hypothyroidism, and injury to the liver, kidneys, and heart; No effects in rats fed 500 ppm for 90 days; [HSDB] Systemic toxicity unlikely unless large amounts ingested; [EPA Pesticides, p. 122] May be hydrolyzed to aniline causing methemoglobinemia; [Merck Index] May cause irritation; May induce methemoglobinemia; [MSDSonline]

Hazard Classes and CategoriesEye Irrit. 2 (27.1%)
Skin, Eye, and Respiratory IrritationsNon-irritating to skin

Sicherheit und Schutzausrüstung

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

Toxikologische Informationen

Ecotoxicity ValuesLC50 Guppy 610 mg/l/48 hr /Conditions of bioassay not specified/
Environmental Fate · 4 Einträge

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).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Plant ConcentrationsIn plants, N-demethylation occurs step by step.
Soil Adsorption/MobilityAverage 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.
Artificial Pollution SourcesFenuron is released to the environment during its use as a herbicide(1).

Sicherheitsdaten

wgk
2
tsca
TSCA listed
ridadr
UN 1648 3/PG 2
hs_code
29242990
RTECS-Nr.
YT1450000
risk_code
36/37-36-20/21/22-11

Chemie und Industrie

Pharmakologische Informationen

Mechanism of ActionInhibits photosynthesis.
Metabolism/MetabolitesDealkylation and hydroxylation of aromatic ring of phenylureas take place during animal metabolism.
Absorption, Distribution and ExcretionNonselective systemic herbicide, absorbed predominantly by the roots, with translocation acropetally in the xylem.

Verwendung und Herstellung

Uses · 5 Einträge

Used as herbicide to control woody plants and perennial weeds (especially on non-crop land); [HSDB]

Farming (Pesticides) [Category: Industry]

Weed and brush killer.

Herbicide

Control of woody plants and deep rooted perennial weeds, particularly on non crop land. Often used in combination with chloropropham to extend the weed spectrum and range of crops.

U.S. Production2023: 25,000 - <50,000 lb
Consumer UsesAdhesion/cohesion promoter
Industry UsesCatalyst
Formulations/Preparations · 3 Einträge

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

General Manufacturing Information · 2 Einträge

All Other Chemical Product and Preparation Manufacturing

Urea, N,N-dimethyl-N'-phenyl-: ACTIVE

Anwendungen

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

Anbieter100 Anbieter

郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
楗桥化学(上海)有限公司13248325872
北京福源坊科技有限公司010-57903446 15869909019 · [email protected]

Ergänzende Hinweise

Definitionelectrum: 1. An alloy of gold andsilver containing 55–88% of gold.2. A German silver alloy containing52% copper, 26% nickel, and 22%zinc.

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