Chloramben CAS 133-90-4
Introduction：Basic information about Chloramben CAS 133-90-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Chloramben Basic information
| Product Name: | Chloramben |
| Synonyms: | 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;3-AMINO-2,5-DICHLOROBENZOIC ACID |
| CAS: | 133-90-4 |
| MF: | C7H5Cl2NO2 |
| MW: | 206.03 |
| EINECS: | 205-123-5 |
| Product Categories: | Chloro;Halogenated;Herbicides;Pesticides&Metabolites;Alpha sort;Aromatic acidPesticides&Metabolites;C;CAlphabetic;CHChemical Class;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organic acids |
| Mol File: | 133-90-4.mol |
Chloramben Chemical Properties
| 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) |
| pka | 2.75±0.25(Predicted) |
| form | Powder |
| color | Pale Beige |
| Water Solubility | 700 mg/L (25 ºC) |
| Merck | 13,2082 |
| BRN | 2365906 |
| Exposure limits | An experimental carcinogen. |
| Major Application | peptide synthesis |
| InChI | 1S/C7H5Cl2NO2/c8-3-1-4(7(11)12)6(9)5(10)2-3/h1-2H,10H2,(H,11,12) |
| InChIKey | HSSBORCLYSCBJR-UHFFFAOYSA-N |
| SMILES | Nc1cc(Cl)cc(C(O)=O)c1Cl |
| 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 | Chloramben (133-90-4) |
Safety Information
| Hazard Codes | T,Xn |
| Risk Statements | 45-36/37/38-40 |
| Safety Statements | 53-22-26-36/37/39-45-36 |
| RIDADR | UN 3077 9/PG 3 |
| WGK Germany | 3 |
| RTECS | DG1925000 |
| TSCA | TSCA listed |
| HazardClass | 9 |
| HS Code | 29224999 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Carc. 1B Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| 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). |
| 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 | Off-white to beige powder |
| Chemical Properties | Chloramben is a colorless, odorless, crystalline solid. |
| Uses | Preemergence or preplant herbicide used in many vegetable and field crops to controlannual broad-leaved weeds and grasses. Also for postemergent control of common ragweed, redroot pigweed, smartweed and velvet-leaf. |
| 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. |
| Definition | ChEBI: Chloramben is a chlorobenzoic acid. |
| General Description | Purplish white powder or light purple solid. |
| Air & Water Reactions | Insoluble in water. |
| Reactivity Profile | Chloramben reacts with sodium hypochlorite solutions . |
| Health Hazard | ACUTE/CHRONIC HAZARDS: Chloramben emits toxic fumes when heated to decomposition. |
| Fire Hazard | Flash point data for Chloramben is not available, but Chloramben is probably combustible. |
| reaction suitability | reaction type: solution phase peptide synthesis |
| Agricultural Uses | Herbicide: A herbicide for grasses, and broadleaf weeds. Mostlyused on soybeans, and also on corn, beans, asparagus, pumpkins,peanuts, sunflowers, peppers, cotton, sweet potatoes,squash, melons, hardwood trees, and some conifers. Not approvedfor use in EU countries. Not registered for use inthe 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 |
| Potential Exposure | A General Use Pesticide (GUP) that isno longer produced or sold in the United States. It is usedas an herbicide for grasses, broadleaf weeds, soybeans,beans, and some vegetables. Workers involved in the manufacture, formulation, or application of this reemergenceherbicide. |
| 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. Seekmedical attention immediately. If this chemical contactsthe skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove fromexposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing hasstopped and CPR if heart action has stopped. Transferpromptly to a medical facility. When this chemical hasbeen swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. |
| Environmental Fate | Soil. In soils, chloramben was degraded by microorganisms but no products wereidentified (Humburg et al., 1991). The main degradative pathway of chloramben in soil isdecarboxylation and subsequent mineralization to carbon dioxide. The calculated halflives in Ella loamy sand, Kewaunee clay and Poygan silty clay were 120–201, 182–286and 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 duringheavy rains.Plant. Degrades in plants to N-glucoside, glucose ester, conjugates and insolubleresidues (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. Itwas postulated that amino free radicals reacted with each other via polymerization andoxidation processes. The experiment was repeated except the solution contained sodiumbisulfite as an inhibitor under a nitrogen atmosphere. Oxidation did not occur and loss ofthe 2-chloro substituent gave 3-amino-5-chlorobenzoic acid (Plimmer and Hummer, 1969). Chloramben (sodium salt) in aqueous solutions (100 mg/L) was rapidly photodegradedin outdoor sunlight and under a 360-W mercury arc lamp (Crosby and Leitis, 1969). Insunlight, the solution became yellow-brown. Subsequent analysis by gas-liquid chromatography did not resolve any compounds other than chloramben. However, analysis byTLC indicated at least 12 unidentified products. These products were reportedly formedvia replacement of chlorine by a hydroxy group, reductive dechlorination and abstractionof hydrogen from the amine group (oxidation). No photodegradation products could beidentified in the solutions irradiated with the mercury arc lamp (Crosby and Leitis, 1969). Chemical/Physical. Emits toxic fumes of nitrogen oxides and chlorine when heatedto decomposition (Sax and Lewis, 1987).Forms water-soluble salts with alkalies. |
| Metabolism | Chloramben is generally stable to hydrolyticdegradation; however, it will decompose in sodiumhypochlorite solutions. It is also very sensitive to lightand under oxidative conditions aqueous solutions willrapidly undergo photolysis. The predominant reaction inoxidative photolysis is unclear but appears to involve theformation of amino radicals. Photolysis also occurs underreductive 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. |
| Shipping | UN2588 Pesticides, solid, toxic, Hazard Class:6.1; Labels: 6.1-Poisonous materials, Technical NameRequired. |
| Toxicity evaluation | Although limited studies areavailable, those that have been conducted, for example,on cows and dogs, indicate that the majority of ingestedchloramben is quickly excreted through the urine andfeces and does not accumulate in tissues. An interestinginteraction between caffeine and chloramben suggests thatthey can form an insoluble complex in the intestinal tractand thus decrease the amount of chloramben absorbedinto the blood stream. The acute oral LD50 in rat is>5000 mg/kg. |
| Incompatibilities | Rapidly decomposed by light. Strongacids and acid fumes |
| 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 oxidationor incineration are recommended disposal methods. |
Chloramben Preparation Products And Raw materials
| Raw materials | Paraformaldehyde-->p-Dichlorobenzene-->Tin granular |
| Preparation Products | ETHYL-3-AMINO-2.5-DICHLOROBENZOATE |
