ChemicalBook--->CAS DataBase List--->330-54-1

330-54-1

330-54-1 Structure

330-54-1 Structure
IdentificationBack Directory
[Name]

Diuron
[CAS]

330-54-1
[Synonyms]

A6
DMU
DCMC
CCL6
PTK9
TWF1
DCMU
dynex
DIREX
uroxd
VIDIU
Di-On
af101
Duran
hw920
HW 920
Krovar
Marmer
KARMEX
Xarmex
Urox D
Diater
DMU(R)
DIUREX
DIURON
Dailon
aguron
3-(3,4
Dairon
KarMax
Nortox
DIURONE
Heratox
Dironet
DCMU(R)
CEKURON
usafp-7
unidron
lucenit
karmexd
Karamex
dirurol
diuron4l
M Velpar
sup’rflo
karmexdw
Vonduron
Cekiuron
crisuron
direx 4l
Dironzol
MGC23788
MGC41876
Fomesafen
Direx 80W
usafxr-42
karmex dl
KARMEX(R)
Karmex DW
Diuron 4L
Diuron 80
Karmex 80W
HRT Dinron
Hardener 95
dcmu (jmaf)
DIURON TECH
Twinfilin 1
Diuron (ISO)
Reventol A 6
Diuron >=98%
Diuron bayer
dphardener95
farmcodiuron
Dyhard UR 200
DIURON 80% WP
DIURON 97%TECH
Dichlorfenidim
xarmex, krovar
diuron solution
DYHARD(R) UR 200
Drexel diuron 4L
Diuron, Technical
Diuron, 80% WDG DF
VITAS-BB TBB000533
DIURON, 500MG, NEAT
karmexdiuronherbicide
telvardiuronweedkiller
PTK9, GST tagged human
Karmex Diuron Herbicide
dichlorfenidim(russian)
Small inducible cytokine
Diuron 500mg [330-54-1]
Diuron 98%Technical grade
DAILON TECHNICAL TOXICANT
diuron (bsi,iso,ansi,esa)
Telvar Diuron Weed Killer
ANTI-PTK9 antibody produced in mouse
3-(3,4-Dicloro-fenyl)-1,1-dimetil-urea
1-(3,4-dichlorophenyl)-3,3-dimethyluree
3-(3,4-Dichlorophenol)-1,1-dimethylurea
3-(3,4-dichlorophenyl)-1,1-dimethyl-ure
3-(3,4-Dichlorophenyl)-N,N-dimethylurea
3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA
1-(3,4-dichlorophenyl)-3,3-dimethylurea
1,1-Dimethyl-3-(3,4-Dichlorophenyl)urea
DIURON PESTANAL (3-(3,4-DICHLORO- PHENYL
3-(3,4-Dichloor-fenyl)-1,1-dimethylureum
n’-(3,4-dichlorophenyl)-n,n-dimethyl-ure
N-(3,4-Dichlorophenyl)-N′,N′-dimethylurea
3-(3',4'-DICHLOROPHENYL)-1,1-DIMETHYLUREA
Urea,N’-(3,4-dichlorophenyl)-N,N-dimethyl-
Urea, N'-(3,4-dichlorophenyl)-N,N-dimethyl-
3-(3,4-Dichlor-phenyl)-1,1-dimethyl-harnstoff
3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA, TECH
1-(3,4-dichlorophenyl)-3,3-dimethyluree(french)
diuron (ISO) 3-(3,4-dichlorophenyl)-1,1-dimethylurea
[EINECS(EC#)]

206-354-4
[Molecular Formula]

C9H10Cl2N2O
[MDL Number]

MFCD00018136
[MOL File]

330-54-1.mol
[Molecular Weight]

233.09
Chemical PropertiesBack Directory
[Appearance]

solid
[Melting point ]

158-159°C
[Boiling point ]

180-190°C
[density ]

1.48
[vapor pressure ]

2(x 10-7 mmHg) at 30 °C (Hawley, 1981)
[refractive index ]

1.5500 (estimate)
[Fp ]

180-190°C
[storage temp. ]

APPROX 4°C
[solubility ]

In acetone: 5.3 wt % at 27 °C (Meister, 1988).
[form ]

neat
[pka]

-1 to -2 (quoted, Bailey and White, 1965)
[color ]

White, odorless crystalline solid
[Stability:]

Stable. Incompatible with strong acids, strong bases, strong oxidizing agents.
[Water Solubility ]

Slightly soluble. 0.0042 g/100 mL
[Merck ]

14,3382
[BRN ]

2215168
[Henry's Law Constant]

1.46(x 10-9 atm?m3/mol) at 25 °C (approximate - calculated from water solubility and vapor pressure)
[Exposure limits]

NIOSH REL: TWA 10 mg/m3.
[InChIKey]

XMTQQYYKAHVGBJ-UHFFFAOYSA-N
[LogP]

2.84-2.89 at 20℃ and pH4.03-9
[NIST Chemistry Reference]

Urea, 3-(3,4-dichlorophenyl)-1,1-dimethyl-(330-54-1)
[EPA Substance Registry System]

Diuron (330-54-1)
Hazard InformationBack Directory
[Chemical Properties]

solid
[Uses]

A phenyl urea herbicide. Pre-emergent herbicide.
[Definition]

ChEBI: A member of the class of ureas that is urea in which both of the hydrogens attached to one nitrogen are substituted by methyl groups, and one of the hydrogens attached to the other nitrogen is substituted by a 3,4-dichlorophenyl group.
[Uses]

Pre-emergent herbicide.
[General Description]

Diuron is a white crystalline solid. Diuron is a wettable powder. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. Diuron can cause illness by inhalation, skin absorption and/or ingestion. Diuron is used as a herbicide.
[Air & Water Reactions]

Very slightly soluble in water.
[Reactivity Profile]

Diuron is incompatible with the following: Strong acids .
[Health Hazard]

INHALATION: May cause irritation of nose and throat. EYES: Irritation. SKIN: Moderately irritating to skin.
[Description]

Diuron (330-54-1) is used as an herbicide for weed control on noncrop lands and agricultural crops such as asparagus, pineapple, cotton, and sugarcane. It is also used as a sterilant in soil, a mildewcide in paints and stains, and an algicide in fish production.
[Agricultural Uses]

Herbicide: Diuron is a substituted urea herbicide used to control a wide variety of annual and perennial broadleaf and grassy weeds, as well as mosses. It is used on non-crop areas and many agricultural crops such as fruit, cotton, sugar cane, alfalfa, and wheat. Diuron works by inhibiting photosynthesis. It may be found in formulations as wettable powders and suspension concentrates.
[Trade name]

330541®; AF 101®; AI3-61438®; AMETRON SC®; BOUNDRY®[C]; CHEMIURON®[C]; CEKIURON®; CRISURON®; DAILON®; DIATER®; DI-ON®; DIREX®; DITOX®; DIUMATE® Diuron; DIUREX®,[C]; DIUROL® Diuron; DIURON 4L®; DMU®; DREXEL DIURON 4L®; DROPP ULTRA®; DURAN®; DYNEX®[C] FARMCO DIURON®; FORTEX SC®; FREEFLO®; GINSTAR®; HERBURON 500 BR®; HW 920®; KARMEX®[C]; K-4®; KARMEX DIURON HERBICIDE®; KARMEX DW®; KROVAR IDF®[C]; MARMER®; STRIKER®; SUP'R FLO®; TELVAR®; TIGREX®; TREVISSIMO®; UNIDRON®; UROX D®[C]; VONDURON®
[Potential Exposure]

High-performance liquid chromatography may be used after extraction with methylene chloride. Measurement is made using an ultraviolet detector.Fish Tox 5 40.39243000 pbb (INTERMEDIATE).Moderately toxic to fish; highly toxic to aquaticinvertebrates
[First aid]

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.Note to physician: Treat for methemoglobinemia.Spectrophotometry may be required for precise determination of levels of methemoglobinemia in urine.
[Environmental Fate]

Biological. Degradation of radiolabeled diuron (20 ppm) was not observed after 2 weeks of culturing with Fusarium and two unidentified microorganisms. After 80 days, only 3.5% of the applied amount evolved as 14CO2 (Lopez and Kirkwood, 1974). In 8 weeks, <20% of diuron in soil (60 ppm) was detoxified (Corbin and Upchurch, 1967). 3,4-Dichloroaniline was reported as a minor degradation product of diuron in water (Drinking Water Health Advisory, 1989) and soils (Duke et al., 1991).
Under aerobic conditions, mixed cultures isolated from pond water and sediment degraded diuron (10 μg/mL) to CPDU, 3,4-dichloroaniline, 3-(3,4-dichlorophenyl)-1methylurea, carbon dioxide and a monodemethylated product. The extent of biodegradation varied with time, glycerol concentration and microbial population. The degradation halflife was <70 days at 30°C (Ellis and Camper, 1982).
Thom and Agg (1975) reported that diuron is amenable to biological treatment with acclimation.
Soil. Several degradation pathways were reported. The major products and reaction pathways include formation of 1-methyl-3-(3,4-dichlorophenol) ur
Incubation of diuron in soils releases carbon dioxide (Madhun and Freed, 1987). The rate of carbon dioxide formation nearly tripled when the soil temperature was increased from 25 to 35°C. Reported half-lives in an Adkins loamy sand are 705, 414 and 225 d
The half-lives for diuron in field soils ranged from 133 to 212 days with an average half-life of 328 days (Hill et al., 1955). Hill et al. (1955) studied the degradation of diuron using a Cecil loamy sand (1 ppm) and Brookstone silty clay loam (5 ppm) in the laboratory maintained at 27°C and 60% relative humidity. In both soils, diuron was applied on four separate occasions over 22 weeks. In both instances, the investigators observed 40% of the applied amount degraded in both soils.
In a field application study, diuron did not leach below 5 cm in depth despite repeated applications or water addition (Majka and Lavy, 1977).
Groundwater. According to the U.S. EPA (1986) diuron has a high potential to leach to groundwater.
[Shipping]

Phenyl urea pesticides, solid, toxic, n.o.s. requirea “POISONOUS/TOXIC MATERIALS” label. They fall inHazard Class 6.1 and Packing Group III.
[Purification Methods]

Recrystallise it from 95% EtOH [Beck et al. J Am Chem Soc 108 4018 1986]. [Beilstein 12 IV 1263.]
[Toxicity evaluation]

Diuron is a selective inhibitor of the Hill reaction in plant photosynthesis. In some mammalian carcinogenic studies, repeated high-dose exposure to diuron appeared to work as a tumor promoter, and diuron may elicit tumor formation by inducing cytotoxicity with subsequent sustained cell proliferation.
Safety DataBack Directory
[Hazard Codes ]

Xn,N,F
[Risk Statements ]

22-40-48/22-50/53-36-20/21/22-11
[Safety Statements ]

13-22-23-37-46-60-61-2-36/37-26-16
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

3
[RTECS ]

YS8925000
[TSCA ]

Yes
[HazardClass ]

9
[PackingGroup ]

III
[HS Code ]

29242990
[Safety Profile]

oneal routes. Questionable carcinogen with experimental tumorigenic and teratogenic data. Mutation data reported. When heated to decomposition it emits highly toxic fumes of Cland NOx. See also CHLOROPHENOLS.
[Hazardous Substances Data]

330-54-1(Hazardous Substances Data)
[Toxicity]

LD50 orally in rats: 1690 mg/kg (Boyd, Krupa)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ammonium chloride-->PHOSGENE-->4-Chloronitrobenzene-->3,4-Dichloroaniline-->3,4-Dichloronitrobenzene-->Isocyanic acid 3,4-dichlorophenyl ester-->2,4-Dichloronitrobenzene
[Preparation Products]

1-(3-Chloro-4-hydroxyphenyl)-3,3-dimethylurea-->N,N-Dimethylcarbamic acid
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Diuron(330-54-1).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Diuron(330-54-1)MS
Diuron(330-54-1)1HNMR
Diuron(330-54-1)13CNMR
Diuron(330-54-1)IR1
Diuron(330-54-1)IR2
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