BROMOXYNIL-OCTANOATE
2,6-dibromo-4-cyanophenyl octanoate
CAS: 1689-99-2;1689-47-0
Molecular Formula: C15H17Br2NO2
BROMOXYNIL-OCTANOATE - Names and Identifiers
| Name | 2,6-dibromo-4-cyanophenyl octanoate |
| Synonyms | 'LGC' (1610) Bromoxynil Octanoate BROMOXYNIL-OCTANOATE Bromoxynil Octanoate EC BROMOXYNIL OCTANOIC ACID ESTER 2,6-dibromo-4-cyanophenylocatanoate 2,6-DIBROMO-4-CYANOPHENYL OCTANOATE 2,6-dibromo-4-cyanophenyl octanoate 3,5-dibromo-4-octanoyloxybenzonitrile 3,5-DIBROMO-4-OCTANOYLOXYBENZO-NITRILE 3,5-Dibromo-4-n-octanoyloxybenzonitrile 3,5-Dibromo-4-hydroxybenzonitrile octanoate 3,5-DIBROMO-4-HYDROXYBENZONITRILE, OCTANOIC ACID ESTER |
| CAS | 1689-99-2 1689-47-0 |
| EINECS | 216-885-3 |
| InChI | InChI=1/C15H17Br2NO2/c1-2-3-4-5-6-7-14(19)20-15-12(16)8-11(10-18)9-13(15)17/h8-9H,2-7H2,1H3 |
BROMOXYNIL-OCTANOATE - Physico-chemical Properties
| Molecular Formula | C15H17Br2NO2 |
| Molar Mass | 403.11 |
| Density | 1.6040 (rough estimate) |
| Melting Point | 45-46°C |
| Boling Point | 424.6±45.0 °C(Predicted) |
| Flash Point | 210.6°C |
| Water Solubility | 30μg/L at 20℃ |
| Vapor Presure | 0Pa at 40℃ |
| Appearance | neat |
| BRN | 2756636 |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.6220 (estimate) |
| Physical and Chemical Properties | Melting point 45-46°C |
| Use | Suitable for cereal crops to control annual Broad-leaved weeds |
BROMOXYNIL-OCTANOATE - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R23 - Toxic by inhalation R43 - May cause sensitization by skin contact R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R63 - Possible risk of harm to the unborn child |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S63 - |
| UN IDs | 2588 |
| WGK Germany | 3 |
| RTECS | DI3325000 |
| Hazard Class | 6.1(b) |
| Packing Group | III |
| Toxicity | LC50 (48-hour) for rainbow trout 150 μg/L (Hartley and Kidd, 1987), goldfish 460 μg/L and catfish 63 μg/L (Worthing and Hance, 1991); acute oral LD50 for rats 365 mg/kg (Hartley and Kidd, 1987). |
BROMOXYNIL-OCTANOATE - Upstream Downstream Industry
BROMOXYNIL-OCTANOATE - Reference Information
| LogP | 5.9 at 20℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Herbicide | Octanoyl Bromobenzonitrile, also known as bromobenzonitrile octanoate, is a benzonitrile contact-killing herbicide with certain systemic activity. In 1963, Bayer Company of Germany developed the first benzonitrile contact-killing herbicide bromobenzonitrile. Because of its strong stability, its practical application is mostly octanoyl bromobenzonitrile. It is mainly used in cereals, flax, garlic, corn, onions, sorghum and newly sown turf to prevent broad-leaved weeds in the bud stage. Mixing with other herbicides can expand the weeding spectrum. The chemical name of bromobenzonitrile octanoate is (2, 6-dibromo-4-cyanophenyl)-octanoate, and the common name is bromoxynil octanoate. Pale yellow waxy solid, melting point 45~46 ℃,90 ℃(0.1 × 133.322Pa) sublimation, low volatility. Industrial products have slight grease odor, melt in the range of 40~44 ℃, insoluble in water, soluble in acetone, methanol and xylene. Slightly corrosive and easily hydrolyzed by dilute alkali. It is made by esterification of bromobenzonitrile and caprylic acid. It is a contact herbicide used to control weeds in cereal fields. Octanoyl bromobenzonitrile is a broad-spectrum, selective post-seedling stem and leaf treatment contact-killing herbicide. Because the product has significant weeding performance, it can be used to control annual and perennial broadleaf weeds At the same time, it has a high selectivity to gramineous crops and can be safely used in various growth stages of crops. It is widely used in wheat fields, corn, sorghum, sugarcane, flax, onions and other crop fields, control and remove various broad-leaved weeds such as Polygonum, Chenopodium, Amaranthus, Wheat Bottle Grass, Solanum nigrum, Xanthium sibiricum, and Tian Xuanhua. Therefore, it is receiving more and more attention from the plant protection department. |
| toxicity | acute oral LD50 is 250 mg/kg in rats, 245 mg/kg in mice, 325 mg/kg in rabbits and 50 mg/kg in dogs. Rats were fed with 312mg/kg for 3 months without adverse effects, but the feed with 781mg/kg inhibited the growth of rats. Dogs were fed 5 mg/kg per day for 90 days without adverse effects. Feeding at a dose of 25 mg/kg, although there was no anorexia, but weight loss. Pheasant LC50(8 days) was 4400mg/kg. Rainbow trout LC50(96 hours) is 0.05mg/L. Non-toxic to bees. |
| dosage form | emulsifiable concentrate, for example, Brominil contains 240g ai/L,Buctril M is a mixture of 20% octanoyl bromobenzonitrile and 20% 2methyl 4 chloroisooctyl ester, Oxytril is a mixture of 40% iodobenzonitrile and octanoyl bromobenzonitrile; OxytrilP is a mixture of bromobenzonitrile, octanoate of iodobenzonitrile and 2,4-drops of isooctyl propionate, A total of 660g/l. |
| preparation method | using p-cyanophenol as starting material, ethanol as solvent, p-toluenesulfonic acid as catalyst, H2O2 as oxidant, octanyl chloride as acylating agent, the two-step reaction of bromination and esterification was carried out to obtain octanoyl bromobenzonitrile. The product content exceeded 98%, and the total yield reached 93%, which was higher than the reported value in the literature. Moreover, it has less pollution, low cost, simple and easy operation, and is suitable for industrial production. |
| analysis method | the product is analyzed by measuring total bromine; The residue can be determined by gas chromatography or infrared absorption method, because aromatic nitrile has strong absorption band at 4.5 μm. |
| degradation metabolism | is easily degraded by microorganisms in soil with a half-life of about 10 days. In animals and plants, it can be hydrolyzed into phenol, nitrile group can be hydrolyzed into amide, and then into free acid, accompanied by some dehalogenation. |
| use | suitable for cereal crops, can control annual broadleaf weeds |
| category | pesticide |
| toxicity classification | highly toxic |
| acute toxicity | oral-rat LD50: 250 mg/kg; Oral-mouse LD50: 245 mg/kg |
| flammability hazard characteristics | Combustion produces toxic nitrogen oxides and bromide gases |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; separate from food raw materials storage and transportation |
| fire extinguishing agent | dry powder, foam, sand |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:21:28
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Raw Materials for BROMOXYNIL-OCTANOATE