19044-88-3

Yellow-orange crystals. Non corrosive. Used as an herbicide.

A dinitroaniline derivative.

Oryzalin is a 2,6-dinitroaniline herbicide used to control annual grasses, herbaceous plants, woody shrubs, vines, and broad leaf weeds on fruit and nut trees, soya beans, peas, sweet potatoes, berries, vine and crops, cotton, Christmas tree plantations, commercial/industrial and recreation area lawns, golf course turf, residential lawns and turf, ornamental, and/or shade trees, nonagricultural rights-of-way, nonagricultural uncultivated and industrial areas, power stations, paths/patios, and paved areas.

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) 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.

UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneoushazardous material, Technical Name Required. UN1596 Dinotoanilines, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, and epoxides. Slowly hydrolyzes in water, releasing ammonia, and forming acetate salts. Decomposes at 265C releasing toxic oxides of nitrogen, sulfur, and carbon. Decomposed by strong ultraviolet light.

Oryzalin is a pre-emergence surface-applied herbicide. It has a low aqueous solubility, is not volatile and, based on its chemical properties, is not expected to leach to groundwater. However, groundwater monitoring programmes have identified it as a pollutant. It generally tends not to be persistent in soil or water systems. It has a low mammalian toxicity and is a potential carcinogen. It is moderately toxic to birds, most aquatic organisms, honeybees and earthworms.

Yellow
orange crystalline solid or powder. Odorless.

Do not discharge into drains or sewers. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved landfill. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Incineration with effluent gas scrubbing is recommended. Containers must be disposed of properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

Herbicide.

ChEBI: A sulfonamide that is benzenesulfonamide substituted at positions 3 and 5 by nitro groups and at position 4 by a dipropylamino group.

Herbicide: Oryzalin is used to control annual grasses, herbaceous plants, woody shrubs, vines and broadleaf weeds on fruit and nut trees, soya beans, peas, sweet potatoes, berries, vine and crops, cotton, Christmas tree plantations, commercial/industrial and recreation area lawns, golf course turf, residential lawns and turf, ornamental and/or shade trees, nonagricultural rights-of-way, nonagricultural uncultivated and industrial areas, power stations, paths/patios and paved areas.

AGVALUE®; COMPOUND 67019®; DIRIMAL®; EL-119®; EXCEL-S-PLUS®; EXPEDITE®; FLEXLAN®; NATIONS AG II®; ORYZA®; PRO-TECK®; ROUT®; RYCELAN®; RYZELAN®; SNAPSHOT®; SURFLAN®; TURF FERTILIZER®; XL 2G®

Selective affecting physiological growth process. Microtubule assembly inhibition.

Low toxicity by ingestion and skin contact. Mutation data reported. When heated to decomposition emits toxic fumes of NOx, SOx.

The synthesis method of oryzalin is as follows: Add PCl5 (624 mg, 3 mmol) to a suspension of 3,5-dinitro-N4,N4-di-n-propylsulfonate (347 mg) in dichloromethane (10 mL). Stir the reaction mixture for 2 hours. Wash the mixture with water. Collect the dichloromethane layer. Dry the dichloromethane layer with Na2SO4. Add 10 mL of 7N ammonia in methanol to the product. Stir the mixture for 3 hours at 40°C. Evaporate the solvent. Purify the product by silica gel column chromatography, eluting with hexane/ethyl acetate (2:1). Crystallize the product in dichloromethane/hexane.

Store at -20°C

[1] GAUTAM BHATTACHARYA. Synthesis and Antitubulin Activity of N1- and N4-Substituted 3,5-Dinitro Sulfanilamides against African Trypanosomes and Leishmania[J]. Journal of Medicinal Chemistry, 2004, 47 7: 1823-1832. DOI:10.1021/jm0304461.

Herbicide