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4,6-Dinitro-2-sec-butylphenol

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4,6-Dinitro-2-sec-butylphenol Basic information
4,6-Dinitro-2-sec-butylphenol Chemical Properties
  • Melting point:55.5°C
  • Boiling point:382.92°C (rough estimate)
  • Density 1.29
  • refractive index 1.6620 (estimate)
  • Flash point:>100 °C
  • storage temp. 2-8°C
  • pka4.62(at 25℃)
  • form neat
  • Specific Gravity1
  • Water Solubility 0.0052 g/100 mL
  • Merck 13,3317
  • Stability:Stable. Strong oxidizing agent. Incompatible with reducing agents, combustible material.
  • CAS DataBase Reference88-85-7(CAS DataBase Reference)
  • NIST Chemistry Reference2-Sec-butyl-4,6-dinitrophenol(88-85-7)
  • EPA Substance Registry SystemDinoseb (88-85-7)
Safety Information
4,6-Dinitro-2-sec-butylphenol Usage And Synthesis
  • Chemical Propertiessolid
  • UsesThe amine, ammonium salt or acetate ester is used as a contact herbicide for postemergence weed control in cereals, cotton, peas, beans, potatoes, pumpkins, soybeans and strawberries.
  • UsesDinoseb is used as an herbicide andinsecticide.
  • General DescriptionOrange-brown viscous liquid or orange-brown solid. Orange crystals when pure. Has a pungent odor. Used as a plant growth regulator; insecticide and herbicide.
  • Reactivity Profile4,6-Dinitro-2-sec-butylphenol is a powerful oxidizing agent. . 4,6-Dinitro-2-sec-butylphenol is dangerously explosive. When not water wet 4,6-Dinitro-2-sec-butylphenol is a high explosive. Dry, the material is easily ignited and 4,6-Dinitro-2-sec-butylphenol will burn very vigorously. On decomposition, nitro compounds such as this emit toxic fumes. Appear to be stable in acid solution, but are susceptible to decomposition by ultraviolet radiation in alkaline solution. [EPA, 1998].
  • Health HazardExtremely toxic: Probable oral lethal dose is 5-50 mg/kg; between 7 drops and 1 teaspoonful for 70 kg person (150 lb.).
  • Health HazardDinoseb is a highly toxic compound. Theoral LD50 values in small laboratory animals were between 10 and 25 mg/kg. Acutetoxicity tests on daphnids and fathead minnows showed high toxicity. The LC50 values in both these species are 0.24 and0.17 mg/L, respectively (Gersich and Mayes1986). Pregnant white rabbits treated withdinoseb exhibited maternal toxicity above thedose level of 1 mg/kg/day. At highly toxicdose levels, adverse effects were observedin developing fetuses (Johnson et al. 1988).Oral administration of dinoseb producedtumors in lung and liver in mice.
  • Fire HazardThis is a dinitrophenol herbicide. (Non-Specific -- Dinitrophenol, Flammable Solid). 4,6-Dinitro-2-sec-butylphenol is dangerously explosive. When not water wet 4,6-Dinitro-2-sec-butylphenol is a high explosive. Dry, the material is easily ignited and 4,6-Dinitro-2-sec-butylphenol will burn very vigorously. On decomposition, nitro compounds such as this emit toxic fumes. Appear to be stable in acid solution, but are susceptible to decomposition by ultraviolet radiation in alkaline solution.
  • Agricultural UsesPlant growth regulator, Herbicide: Dinoseb is a phenolic herbicide used in soybeans, vegetables, fruits and nuts, citrus, and other field crops for the selective control of grass and broadleaf weeds (e.g., in corn). It is also used as an insecticide in grapes, and as a seed crop drying agent. It is produced in emuslifiable concentrates or as water-soluble ammonium or amine salts. It is no longer available in the U.S. Formerly widely used in the UK for the fumigation of potatoes; however, dinoseb acetate and dinoseb amine were banned from use in 1988. Dinoseb’s primary use is as a contact herbicide for post-emergence weed control in cereals, undersown cereals, seedling lucerne and peas. Dinoseb is also used as a corn yield enhancer and an insecticide and miticide. Banned for use in EU countries (includes salts and acetate). A U.S. EPA restricted Use Pesticide (RUP). The use of dinoseb was canceled in the U.S. in 1986 based on the potential risk of birth defects and other adverse health effects for applicators and other persons having substantial dinoseb exposure. There are 20 global suppliers.
  • Trade nameAATOX®; AI3-01122®; ARETIT®; BASANITE®; BNP 20®; BNP 30®; BUTAPHENE®; CALDON®; CASWELL No. 392DD®; CHEMOX®[C]; CHEMOX GENERAL®[C]; CHEMOX P. E. ®[C]; CHEMSECT DNBP®; DESICOIL®; DIBUTOX®; DINITRALL®; DINITRO®; DN 289®; DOW GENERAL®[C]; DOW GENERAL WEED KILLER®[C]; DOW SELECTIVE WEED KILLER®[C]; DYNAMYTE®[C]; DYTOP®; ELGETOL 318®; FANICIDE®; GEBUTOX®; HEL-FIRE®[C]; HIVERTOX®; HOE 26150®; IVOSIT®; KILOSEB®; KNOWX-WEED®; KNOX-WEED®; LADOB®; LASEB®; LIRO DNBP®; NITROPONE C®; PERSEVTOX®; PHENOTAN®; PREMERGE®; SINOX GENERAL®[C]; SPARIC®; SPURGE®; SUBITEX®; UNICROP DNBP®; VERTAC DINITRO WEED KILLER®[C]; VERTAC GENERAL WEED KILLER®[C]; VERTAC SELECTIVE WEED KILLER®[C]
  • Environmental FateBiological. When 14C-labeled dinoseb (5 ppm) was incubated in soil at 25°C for 60 days, 36.0% of the applied amount degraded to 14CO2 (Doyle et al., 1978). Thom and Agg (1975) reported that dinoseb is unlikely to be degraded in conventional sewage treatment processes.
    Groundwater. According to the U.S. EPA (1986) dinoseb has a high potential to leach to groundwater.
    Plant. When dinoseb on bean leaves was exposed to sunlight, photodegradation resulted in the formation of persistent, polar compounds. The compounds could not be identified by TLC (Matsuo and Casida, 1970).
    Chemical/Physical. Reacts with organic and inorganic bases forming water-soluble salts (Worthing and Hance, 1991).
    Emits toxic fumes of chlorine when heated to decomposition (Sax and Lewis, 1987).
4,6-Dinitro-2-sec-butylphenol(88-85-7)Related Product Information
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