Diquat dibromide

Diquat dibromide Basic information
Product Name:Diquat dibromide
Synonyms:1,1’-aethylen-2,2’-bipyridinium-dibromid;1,1’-aethylen-2,2’-bipyridium-dibromid[qr];1,1’-ethylene-2,2’-bipyridiniumdibromide[qr];1,1’-ethylene-2,2’-bipyridyliumdibromide;1,1’-ethylene-2,2’-bipyridyliumdibromide[qr];DIQUAT DIBROMIDE D4;ethylenedipyridyliumdibromide[qr];ortho-diquat
CAS:85-00-7
MF:C12H12Br2N2
MW:344.05
EINECS:201-579-4
Product Categories:Organics
Mol File:85-00-7.mol
Diquat dibromide Structure
Diquat dibromide Chemical Properties
Melting point 337°C
density 1.25
vapor pressure 0Pa at 25℃
refractive index 1.6800 (estimate)
storage temp. -20°C
solubility DMSO (Slightly), Water (Slightly)
form Crystals
color Pale yellow
Water Solubility Soluble. 70 g/100 mL
Exposure limitsTLV-TWA 0.5 mg/m3 (ACGIH and MSHA).
Stability:Hygroscopic
LogP-4.6 at 20℃
CAS DataBase Reference85-00-7(CAS DataBase Reference)
EPA Substance Registry SystemDiquat dibromide (85-00-7)
Safety Information
Hazard Codes T
Risk Statements 21-25
Safety Statements 36/37-45
RIDADR UN 2781/2811
HazardClass 6.1(a)
PackingGroup II
Hazardous Substances Data85-00-7(Hazardous Substances Data)
ToxicityLC50 (96-hour) for rainbow trout 21 mg/L, mirror carp 67 mg/L (Worthing and Hance, 1991), fathead minnow 14 mg/L, largemouth bass 7.8 mg/L (Surber and Pickering, 1962), bluegill sun?sh 35 mg/L, walleye 2.1 mg/L (Gilderhus, 1967) and striped bass 0.25 ppm (Wellborn, 1969); LC50 (96-hour) for northern pike 16 mg/L, rainbow trout 11.2 mg/L (Gilderhus, 1967); acute oral LD50 for rats is 230 mg/kg (Ashton and Monaco, 1991), 120 mg/kg (RTECS, 1985).
MSDS Information
Diquat dibromide Usage And Synthesis
DescriptionDiquat (DQ) is a bipyridyl herbicide that has been in use since the 1950s. It is employed as a general use herbicide that is fast acting and nonselective. Additionally, on average, 90% of DQ consumption is reported in North America, Europe, Australia, and Japan.
Chemical PropertiesPale yellow crystals; forms monohydrate; mp320°C (608 °F) (decomposes); readily solublein water, insoluble in organic solvents; stablein acids or neutral solution.
UsesDQ is used in a manner similar to paraquat. It is found predominantly as a mixture with paraquat, sold as Weedol and Pathclear. The most widely used formulation of DQ alone, Reglone, is an aqueous solution containing 200 g l-1 DQ dibromide. Besides the use as a general weed control agent on noncrop land, DQ is used as a preharvest desiccant on crops such as cotton, flax, and alfalfa. Additionally, almost one-third of all DQ sold is used to control emergent and subemergent aquatic weeds.
UsesDiquat Dibromide is a herbicidal desiccant.
UsesNonselective contact herbicide used to control broad-leaved weeds in fruit and vegetable crops.
Health HazardThe acute toxicity of diquat dibromide ismoderate to high in most species. In domes-tic animals, its toxicity is greater than thatin small laboratory animals. The oral LD50value in cows, dogs, rabbits, and mice is30, 187, 188, and 233 mg/kg, respectively.The symptoms of acute toxicity are somnolence, lethargy, pupillary dilation, and respiratory distress. Prolonged exposure to thiscompound produced cataracts in experimental animals. Intratracheal administration ofdiquat dibromide in rats showed toxic effectsin the lung and caused lung damage (Manabeand Ogata 1986). But when administered byoral or intravenous routes, there was no toxiceffect on the lung.
Flammability and ExplosibilityNotclassified
Safety ProfilePoison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Experimental teratogenic and reproductive effects. A skin and eye irritant. Human mutation data reported. When heated to decomposition it emits very toxic fumes of NOx, and Br-. See also PARAQUAT
Environmental FateBiological. Under aerobic and anaerobic conditions, the rate of diquat mineralization in eutrophic water and sediments was very low. After 65 days, only 0.88 and 0.21% of the applied amount (5 μg/mL) evolved as carbon dioxide (Simsiman and Chesters, 1976). Diquat is readily mineralized to carbon dioxide in nutrient solutions containing microorganisms. The addition of montmorillonite clay in an amount equal to adsorb one-half of the diquat decreased the amount of carbon dioxide by 50%. Additions of kaolinite clay had no effect on the amount of diquat degraded by microorganisms (Weber and Coble, 1968).
Photolytic. Diquat has an absorption maximum of 310 nm (Slade and Smith, 1967). The sunlight irradiation of a diquat solution (0.4 mg/100 mL) yielded 1,2,3,4-tetrahydro1-oxopyrido[1,2-a]-5-pyrazinium chloride (TOPPS) as the principal metabolite.
Chemical/Physical. Decomposes at 320°C (Windholz et al., 1983) emitting toxic fumes of bromides and nitrogen oxides (Lewis, 1990). Diquat absorbs water forming wellde?ned, pale yellow crystalline hydrate (Calderbank and Slade, 1976).
In aqueous alkaline solutions, diquat decomposes forming complex colored products including small amounts of dipyridone (Calderbank and Slade, 1976).


Toxicity evaluationDQ is a dipyridyl compound that is capable of redox cycling. DQ can become reduced to produce a free radical. It can then transfer this electron to molecular oxygen to yield superoxide anion. This redox cycling mechanism allows DQ to generate reactive oxygen species (ROS) resulting in oxidative stress, damage to cellular macromolecules and even cell death. Due to its standard redox potential (E0), DQ is more likely to accept an electron compared to paraquat. Because of this property, DQ is expected to generate greater amounts of ROS compared to paraquat at equivalent concentrations. In vitro studies have shown that DQ is dependent on mitochondrial complex I and III in isolated mitochondria and primarily complex III in midbrain neuronal cultures for ROS production. DQ treatment can lead to NADPH depletion, lipid peroxidation, alteration in intracellular redox status, and liberation of ferritin-bound iron stores.
Diquat dibromide Preparation Products And Raw materials
Sulfasalazine Pyridine hydrochloride ETHYLENE pyridinium Chlorochromate Ethylenediamine DIQUAT DIBROMIDE ETHYLENE OXIDE ETHYLENE DIACRYLATE Ethylene carbonate 4-Methylpyridine Diquat dibromide Chromium picolinate Ethylene-d4 DiaMine 1,2-Dibromoethane Ethylene glycol Bromide Dihydromyrcenol Diquat dibromide monohydrate

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