4,6-Dinitro-2-sec-butylphenol CAS 88-85-7
Introduction：Basic information about 4,6-Dinitro-2-sec-butylphenol CAS 88-85-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4,6-Dinitro-2-sec-butylphenol Basic information
| Product Name: | 4,6-Dinitro-2-sec-butylphenol |
| Synonyms: | DINOSEB 100MG NEAT;unicropdnbp;Vertac dinitro weed killer;Vertac general weed killer;Vertac selective weed killer;vertacdinitroweedkiller;vertacgeneralweedkiller;vertacselectiveweedkiller |
| CAS: | 88-85-7 |
| MF: | C10H12N2O5 |
| MW: | 240.21 |
| EINECS: | 201-861-7 |
| Product Categories: | DinitrophenolMethod Specific;Alpha sort;D;DAlphabetic;DID - DINPesticides&Metabolites;Herbicides;Oeko-Tex Standard 100;Pesticides;Pesticides&Metabolites |
| Mol File: | 88-85-7.mol |
4,6-Dinitro-2-sec-butylphenol Chemical Properties
| Melting point | 55.5°C |
| Boiling point | 382.92°C (rough estimate) |
| density | 1.29 |
| vapor pressure | 0.01Pa at 25℃ |
| refractive index | 1.6620 (estimate) |
| Fp | >100 °C |
| storage temp. | 2-8°C |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| pka | 4.62(at 25℃) |
| Specific Gravity | 1 |
| Water Solubility | 0.0052 g/100 mL |
| Merck | 13,3317 |
| Stability: | Stable. Strong oxidizing agent. Incompatible with reducing agents, combustible material. |
| LogP | 1.26 at 22℃ |
| CAS DataBase Reference | 88-85-7(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Sec-butyl-4,6-dinitrophenol(88-85-7) |
| EPA Substance Registry System | Dinoseb (88-85-7) |
Safety Information
| Hazard Codes | T;N,N,T,Xn |
| Risk Statements | 24/25-44-50/53-61-62-36-63-43-36/37/38-23/24/25-45-67-40-41-38 |
| Safety Statements | 45-53-60-61-36/37-24/25-23-26-36/37/39 |
| RIDADR | UN 2810 |
| WGK Germany | 3 |
| RTECS | SJ9800000 |
| TSCA | TSCA listed |
| HazardClass | 6.1(a) |
| PackingGroup | II |
| Hazardous Substances Data | 88-85-7(Hazardous Substances Data) |
| Toxicity | LD50 in adult male, female rats (mg/kg): 27, 28 orally (Gaines, Linder) |
| Description | Dinoseb, also known as dinitrophenol, can adversely affect theenergy generating reaction in a cell. No cell will live very longunder the influence of high concentrations of dinitrophenol. Itmakes the body burn enough energy to result in weight loss.During the 1930s, physicians unwittingly prescribed certaintypes of dinitrophenol as diet pills. Dow Chemical changed the basic structure of dinitrophenolslightly to produce dinoseb, which was marketed in 1948.Dinoseb was widely used as a contact herbicide againstbroadleaf weeds. Dinoseb causes toxicity the same way in plants,animals, and fungi because all cells contain very similarbiochemical pathways for creating energy from the breakdownof sugars. Furthermore, photosynthesis in plantsrelies on an energy transfer system that is also inhibited bydinitrophenol. Given the high toxicity, EPA concluded that the dosescausing the birth defects and the endocrine-disrupting effectswere close to worker exposure levels. Thus, under an emergencyorder issued in 1986, EPA suspended dinoseb’s registration.In August 1990, the EPA banned the burying ofdinoseb-contaminated soils in EPA-approved landfills,making incineration the only EPA-approved disposal methodfor dinoseb-contaminated soil. Incineration is expensive andincomplete, leaving a noncombustible residue as a furtherhazardous waste and some combustion products that couldremain toxic. Therefore, an ex situ soil bioremediation processwas developed by the Sabre Processing company. This processis known as the SABRE process; it uses an anaerobic consortiumand supplemental carbon source at the field scale tosuccessfully remediate contaminated soils. |
| Chemical Properties | solid |
| Uses | The 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. |
| Uses | Dinoseb is used as an herbicide andinsecticide. |
| Uses | Dinoseb is used as an herbicide, corn yield enhancer, insecticide,and miticide. It is used as a herbicide in soybeans, a varietyof vegetables, fruits, nuts, citrus trees, and with other field cropsfor control of grasses and broadleaf weeds. It is used as aninsecticide in grapes. |
| Definition | ChEBI: 2-(butan-2-yl)-4,6-dinitrophenol is a dinitrophenol that is 2,4-dinitrophenol substituted by a butan-2-yl group at position 2. |
| General Description | Orange-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 Profile | 4,6-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 Hazard | Extremely toxic: Probable oral lethal dose is 5-50 mg/kg; between 7 drops and 1 teaspoonful for 70 kg person (150 lb.). |
| Health Hazard | Dinoseb 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 Hazard | This 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. |
| Flammability and Explosibility | Non flammable |
| Agricultural Uses | Plant growth regulator, Herbicide: Dinoseb is a phenolic herbicide used in soybeans,vegetables, fruits and nuts, citrus, and other field crops forthe selective control of grass and broadleaf weeds (e.g.,in corn). It is also used as an insecticide in grapes, andas a seed crop drying agent. It is produced in emuslifiable concentrates or as water-soluble ammonium or aminesalts. It is no longer available in the U.S. Formerly widelyused in the UK for the fumigation of potatoes; however,dinoseb acetate and dinoseb amine were banned from usein 1988. Dinoseb’s primary use is as a contact herbicidefor post-emergence weed control in cereals, undersowncereals, seedling lucerne and peas. Dinoseb is also usedas 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 useof dinoseb was canceled in the U.S. in 1986 based on thepotential risk of birth defects and other adverse health effects for applicators and other persons having substantialdinoseb exposure. There are 20 global suppliers. |
| Trade name | AATOX®; 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®; DOWGENERAL®[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®; SINOXGENERAL®[C]; SPARIC®; SPURGE®; SUBITEX®;UNICROP DNBP®; VERTAC DINITRO WEEDKILLER®[C]; VERTAC GENERAL WEED KILLER®[C];VERTAC SELECTIVE WEED KILLER®[C] |
| Potential Exposure | AgriculturalChemical; Tumorigen, Mutagen; Reproductive Effector;Primary Irritant. This material is used for herbicide formulation; as a plant growth regulator, insecticide, and herbicide. Dinoseb is primarily used as a contact herbicide forpostemergence weed control in cereals, undersown cereals,seedling lucerne and peas. Dinoseb is also used as a cornyield enhancer and an insecticide and miticide.[US EPA] |
| First aid | If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for atleast 15 min, occasionally lifting upper and lower lids.Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and washimmediately with soap and water. Seek medical attentionimmediately. If this chemical has been inhaled, removefrom exposure, begin rescue breathing (using universalprecautions, 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 largequantities of water and induce vomiting. Do not make anunconscious person vomit. Consult poison center on useof antidotes |
| Environmental Fate | Biological. 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). |
| storage | Color Code—Blue: Health Hazard/Poison: Store ina secure poison location. Prior to working with dinoseb youshould be trained on its proper handling and storage. Store intightly closed containers in a cool, well-ventilated area |
| Shipping | Dinoseb and dinoseb acetate are toxic pesticideand should be labeled “SUBSTITUTED NITROPHENOLPESTICIDES, SOLID (or LIQUID), TOXIC.” They fallinto DOT/UN Hazard Class 6.1(b) and Packing Group III. |
| Toxicity evaluation | Dinoseb does not ordinarily persist in the soil, but in storageareas or locations where it has been spilled, it persists as a soiland groundwater contaminant. Additionally, release of dinosebmay result primarily from its use as an herbicide ona variety of weeds. Release of dinoseb to soil is expected toresult in biodegradation, and dinoseb only weakly adsorbs tosoils and therefore leaches to groundwater. However, it maybind more strongly to clay soils, especially at acidic pH.Photolytic degradation of dinoseb from soil surface may beimportant. Volatilization is not expected to be significant. Inthe absence of volatilization, the half-life of dinoseb in thesandy loam soil was estimated to be about 100 days. Dinosebmay photodegrade in surface water with a half-life of 14–18days. Hydrolysis in water may not be important. It is unlikely toundergo significant biodegradation in most natural waters.Volatilization from water is expected to be slow and bioconcentrationis expected to be insignificant. Based on its vaporpressure of 8.5 × 10-2mmHg at 20 ℃, dinoseb may existentirely in the vapor phase in the atmosphere. The half-life forthe reaction of vapor phase dinoseb with photochemicallygenerated hydroxyl radicals in the atmosphere was estimated tobe 14.1 days. Wet deposition may remove some of thecompound from air. |
| Incompatibilities | The solution in water is a weak acid.Attacks many metals in the presence of water. |
| Toxics Screening Level | The current ITSL for dinoseb (4 μg/m3) has a justification (attached) dated March 19, 2004. The averaging time (AT) assigned at that time was 24 hours. |
4,6-Dinitro-2-sec-butylphenol Preparation Products And Raw materials
| Raw materials | 2-sec-Butylphenol |
