ChemicalBook--->CAS DataBase List--->133-90-4

133-90-4

133-90-4 Structure

133-90-4 Structure
IdentificationMore
[Name]

Chloramben
[CAS]

133-90-4
[Synonyms]

3-AMINO-2,5-DICHLOROBENZOIC ACID
AMBEN
AMIBEN
AMIBEN(R)
CHLORAMBEN
TIMTEC-BB SBB003492
VEGIBEN(R)
2,5-Dichloro-3-aminobenzoic acid
2,5-dichloro-3-aminobenzoicacid
3-amino-2,5-dichloro-benzoicaci
Acpm-629
ACP-M-728
Ambiben
Amiben ds
Amiben,Vegiben
amibends
Amibin
Amoben
Benzoic acid, 3-amino-2,5-dichloro-
Chlorambed
[EINECS(EC#)]

205-123-5
[Molecular Formula]

C7H5Cl2NO2
[MDL Number]

MFCD00065093
[Molecular Weight]

206.03
[MOL File]

133-90-4.mol
Chemical PropertiesBack Directory
[Appearance]

Chloramben is a colorless, odorless, crystalline solid.
[Melting point ]

200 °C
[Boiling point ]

312 °C
[density ]

1.4062 (rough estimate)
[refractive index ]

1.6100 (estimate)
[storage temp. ]

0-6°C
[solubility ]

Acetonitrile (Slightly), DMSO (Sparingly), Metahnol (Slightly)
[form ]

Powder
[pka]

2.75±0.25(Predicted)
[color ]

Pale Beige
[Water Solubility ]

700 mg/L (25 ºC)
[Merck ]

13,2082
[BRN ]

2365906
[Exposure limits]

An experimental carcinogen.
[CAS DataBase Reference]

133-90-4(CAS DataBase Reference)
[NIST Chemistry Reference]

3-Amino-2,5-dichlorobenzoic acid(133-90-4)
[EPA Substance Registry System]

133-90-4(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T,Xn
[Risk Statements ]

R45:May cause cancer.
R36/37/38:Irritating to eyes, respiratory system and skin .
R40:Limited evidence of a carcinogenic effect.
[Safety Statements ]

S53:Avoid exposure-obtain special instruction before use .
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

3
[RTECS ]

DG1925000
[HS Code ]

29224999
[Hazardous Substances Data]

133-90-4(Hazardous Substances Data)
[Toxicity]

Nontoxic to fish (Hartley and Kidd, 1987); acute oral LD50 for rats 5,620 mg/kg (Hartley and Kidd, 1987), 3,500 mg/kg (RTECS, 1985).
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Paraformaldehyde-->p-Dichlorobenzene-->Tin granular
[Preparation Products]

ETHYL-3-AMINO-2.5-DICHLOROBENZOATE
Hazard InformationBack Directory
[General Description]

Purplish white powder or light purple solid.
[Reactivity Profile]

CHLORAMBEN(133-90-4) reacts with sodium hypochlorite solutions .
[Air & Water Reactions]

Insoluble in water.
[Health Hazard]

ACUTE/CHRONIC HAZARDS: This compound emits toxic fumes when heated to decomposition.
[Potential Exposure]

A General Use Pesticide (GUP) that is no longer produced or sold in the United States. It is used as an herbicide for grasses, broadleaf weeds, soybeans, beans, and some vegetables. Workers involved in the manufacture, formulation, or application of this reemergence herbicide.
[Fire Hazard]

Flash point data for this compound is not available, but CHLORAMBEN is probably combustible.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions,including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
[Shipping]

UN2588 Pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
[Incompatibilities]

Rapidly decomposed by light. Strong acids and acid fumes
[Description]

Chloramben is a colorless, odorless, crystallinesolid. Molecular weight=206.03; Freezing/Meltingpoint=200-201℃; Vapor pressure=6.8 3 1023 mmHg at100℃. Hazard Identification (based on NFPA 704 MRating System): Health 3, Flammability 0, Reactivity 0.Soluble in water; solubility=690 ppm at 25℃.
[Chemical Properties]

Chloramben is a colorless, odorless, crystalline solid.
[Chemical Properties]

Off-white to beige powder
[Waste Disposal]

Chloramben is stable to heat, oxidation, and hydrolysis in acidic or basic media. The stability is comparable to that of benzoic acid. Wet oxidation or incineration are recommended disposal methods.
[Uses]

Chloramben may be used as an analytical reference standard for the determination of the analyte in water samples using liquid chromatography with electrochemical detection (LC-EC).
[Uses]

Herbicide or plant growth regulator.
[Uses]

Preemergence or preplant herbicide used in many vegetable and field crops to control annual broad-leaved weeds and grasses. Also for postemergent control of common ragweed, redroot pigweed, smartweed and velvet-leaf.
[Definition]

ChEBI: Chloramben is a chlorobenzoic acid.
[Agricultural Uses]

Herbicide: A herbicide for grasses, and broadleaf weeds. Mostly used on soybeans, and also on corn, beans, asparagus, pumpkins, peanuts, sunflowers, peppers, cotton, sweet potatoes, squash, melons, hardwood trees, and some conifers. Not approved for use in EU countries. Not registered for use in the U.S. There are 51 global suppliers
[Trade name]

ACP-M-728®; AMBEN®; AMBIBEN®; AMIBEN®[C]; AMIBIN®; AMOBEN®; ORNAMENTAL WEEDER®[C]; VEGABEN®; VEGIBEN®[C]; WEEDONE® GARDEN WEEDER
[Environmental Fate]

Soil. In soils, chloramben was degraded by microorganisms but no products were identified (Humburg et al., 1991). The main degradative pathway of chloramben in soil is decarboxylation and subsequent mineralization to carbon dioxide. The calculated halflives in Ella loamy sand, Kewaunee clay and Poygan silty clay were 120–201, 182–286 and 176–314 days, respectively (Wildung et al., 1968). Persistence in soil is 6–8 weeks (Hartley and Kidd, 1987).
Groundwater. According to the U.S. EPA (1986) and Ashton and Monaco (1991), chloramben has a high potential to leach to groundwater, especially in sandy soils during heavy rains. Plant. Degrades in plants to N-glucoside, glucose ester, conjugates and insoluble residues (Ashton and Monaco, 1991).
Photolytic. Plimmer and Hummer (1969) studied the irradiation of chloramben in water (2–4 mg/L) under a 450-W mercury vapor lamp (λ >2,800 ?) for periods of 2 to 20 hours. Chloride ion was released and a complex mixture of colored products was observed. It was postulated that amino free radicals reacted with each other via polymerization and oxidation processes. The experiment was repeated except the solution contained sodium bisulfite as an inhibitor under a nitrogen atmosphere. Oxidation did not occur and loss of the 2-chloro substituent gave 3-amino-5-chlorobenzoic acid (Plimmer and Hummer, 1969).
Chloramben (sodium salt) in aqueous solutions (100 mg/L) was rapidly photodegraded in outdoor sunlight and under a 360-W mercury arc lamp (Crosby and Leitis, 1969).
In sunlight, the solution became yellow-brown. Subsequent analysis by gas-liquid chromatography did not resolve any compounds other than chloramben. However, analysis by TLC indicated at least 12 unidentified products. These products were reportedly formed via replacement of chlorine by a hydroxy group, reductive dechlorination and abstraction of hydrogen from the amine group (oxidation). No photodegradation products could be identified in the solutions irradiated with the mercury arc lamp (Crosby and Leitis, 1969).
Chemical/Physical. Emits toxic fumes of nitrogen oxides and chlorine when heated to decomposition (Sax and Lewis, 1987). Forms water-soluble salts with alkalies.
[Metabolism]

Chloramben is generally stable to hydrolytic degradation; however, it will decompose in sodium hypochlorite solutions. It is also very sensitive to light and under oxidative conditions aqueous solutions will rapidly undergo photolysis. The predominant reaction in oxidative photolysis is unclear but appears to involve the formation of amino radicals. Photolysis also occurs under reductive conditions by dechlorination at the 2 position, i.e., when appropriate reducing agents are present, e.g., sodium bisulfite.
[storage]

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with chloramben you should be trained on its proper handling and storage. Store in a cool, dry place, or a refrigerator, and avoidcontact with strong acids, acid fumes, and light. A regulated, marked area should be established where this chemical is handled, used, or stored in compliance with OSHAStandard 1910.1045.
[Toxicity evaluation]

Although limited studies are available, those that have been conducted, for example, on cows and dogs, indicate that the majority of ingested chloramben is quickly excreted through the urine and feces and does not accumulate in tissues. An interesting interaction between caffeine and chloramben suggests that they can form an insoluble complex in the intestinal tract and thus decrease the amount of chloramben absorbed into the blood stream. The acute oral LD50 in rat is >5000 mg/kg.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3-Amino-2,5-dichlorobenzoic acid(133-90-4).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Chloramben(133-90-4)MS
Chloramben(133-90-4)IR1
Chloramben(133-90-4)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

133-90-4(sigmaaldrich)
[TCI AMERICA]

3-Amino-2,5-dichlorobenzoic Acid,>98.0%(T)(133-90-4)
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