Bromoxynil CAS 1689-84-5

Introduction：Basic information about Bromoxynil CAS 1689-84-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Bromoxynil Basic information

• Product Name: Bromoxynil
• Synonyms: 4-HYDROXY-3,5-DIBROMOBENZONITRILE;3,5-DIBROMO-4-HYDROXYBENZONITRILE;3,5-DIBROMO-4-HYDROXYPHENYL CYANIDE;3,5-dibromo-4-hydroxy-benzonitril;3,5-dibromo-4-hydroxybenzonitril(acn);4-Cyano-2,6-dibromophenol;Brittox;brominalindustrial
• CAS: 1689-84-5
• MF: C7H3Br2NO
• MW: 276.91
• EINECS: 216-882-7
• Product Categories: Agro-Products;Aromatics;Pesticide Intermediate;Alphabetic;B;BI - BZPesticides&Metabolites;Herbicides;Nitriles;A-BAlphabetic;Alpha sort;Pesticides&Metabolites;Aromatic Nitriles
• Mol File: 1689-84-5.mol

Bromoxynil Chemical Properties

• Melting point: 189-191 °C(lit.)
• Boiling point: 265.6±40.0 °C(Predicted)
• density: 2.0926 (rough estimate)
• refractive index: 1.6400 (estimate)
• storage temp.: 0-6°C
• solubility: DMSO (Slightly), Methanol (Slightly)
• form: Solid
• pka: 4.06(at 25℃)
• color: Buff, Creamy
• Water Solubility: 0.13 G/L (25 ºC)
• Merck: 13,1426
• BRN: 2364039
• Major Application: agriculture cleaning products cosmetics environmental food and beverages personal care
• InChI: 1S/C7H3Br2NO/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2,11H
• InChIKey: UPMXNNIRAGDFEH-UHFFFAOYSA-N
• SMILES: Oc1c(Br)cc(cc1Br)C#N
• CAS DataBase Reference: 1689-84-5(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 3,5-dibromo-4-hydroxy-(1689-84-5)
• EPA Substance Registry System: Bromoxynil (1689-84-5)

Safety Information

• Hazard Codes: T+,N
• Risk Statements: 25-26-43-50/53-63
• Safety Statements: 27/28-36/37-45-60-61-63-28A-28-27
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: DI3150000
• HazardClass: 6.1(b)
• PackingGroup: III
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials
• Hazard Classifications: Acute Tox. 1 Inhalation Acute Tox. 3 Oral Aquatic Acute 1 Aquatic Chronic 1 Repr. 2 Skin Sens. 1
• Hazardous Substances Data: 1689-84-5(Hazardous Substances Data)
• Toxicity: LD50 orally in mice: 111 mg/kg (Carpenter, 1964)

Bromoxynil Usage And Synthesis

Chemical Properties

Off-white to salmon crystalline powder

Chemical Properties

Bromoxynil is a colorless to white crystallinesolid or tan powder. Odorless (pure).

Uses

Bromoxynil is a nitrile herbicide. Bromoxynil is effective in post-emergent control of broad leaf weeds in cereal, corn, sorghum, onions, flax, mint, turf, and on non-cropland.

Uses

Selective contact foliage-applied herbicide used to control many broad-leaved weedsin cereals.

Definition

ChEBI: A dibromobenzene that is 2,6-dibromophenol substituted by a cyano group at position 4.

General Description

Colorless solid. Melting point 382-384°F (194-195°C). Sublimes at 275°F (135°C) under pressure of 0.15 mm Hg. Used as a herbicide.

Reactivity Profile

Bromoxynil is a weak acid.

Hazard

Toxic.

Agricultural Uses

Herbicide: A U.S. EPA restricted Use Pesticide (RUP). Forpost-emergent control of broadleaf weeds. Used on alfalfa,garlic, corn, sorghum, flax, cereals, turf and on pasture andrangelands.

Trade name

BRIOTRIL®; BRUCIL®; BRITTOX®;BROMINAL®; BROMINEX®; BROMINAL®;BROMINAL ME-4®; BROMINIL®; BROMILILPLUS®; Bromox 2E; BROMOTRIL®; BROMOXYNILNITRILE HERBICIDE®; BRONATE®; BROXYNIL®;BUCTRIL® Bromoxynil; BUCTRIL® GEL HERBICIDE(octanoate); BUCTRIL® 4EC GEL (mixture of bromoxyniloctanoate + bromoxynil heptanoate); BUCTRILINDUSTRIAL®; CHIPCO BUCTRIL®; CHIPCOCRAB-KLEEN®; FLAGON®, 400 EC; HOBANE®;LABUCTRIL®; LITAROL®; M&B 10064®; MB10064®; MB 10731® (octanoate); M&B 10731®; ME4BROMINAL®; MERIT®; MEXTROL-BIOX®; MOXY2E®; NCR CE EE DOV7® (octanoate); NU-LAWNWEEDER®; OXYTRIL M®; PARDNER®; SABRE®;TORCH®

Potential Exposure

Bromoxynil is a hydroxybenzonitrileherbicide used for postemergent control of broadleafweeds; on alfalfa, garlic, corn, sorghum, flax, cereals,turf and on pasture and rangelands. A United StatesEnvironmental Protection Agency RUP.

Environmental Fate

Biological. Duke et al. (1991) reported that bromoxynil can be converted to 3,5-dibromo-4-hydroxybenzoic acid by a microbial nitrolase.
Soil. In soils, Klebsiella pneumoniae metabolized bromoxynil to 3,5-dibromo-4-hydroxybenzoic acid and ammonia (McBride et al., 1986). In soil, bromoxynil undergoesnitrile and then amide hydrolysis yielding 3,5-dibromo-4-hydroxybenzoic acid and
Nitrification in soils is inhibited when bromacil is applied at a concentration of <50ppm (Debona and Audus, 1970). The half-life in soil is approximately 10 days (Hartleyand Kidd, 1987).
Plant. In plants, the cyano group is hydrolyzed to an amido group which is subsequentlyoxidized to a carboxylic acid. Hydrolyzes to hydroxybenzoic acid (Hartley and Kidd,1987). In plants, bromoxynil may hydrolyze to a benzoic acid (Humburg et al., 1989).Bromoxynil-resistant cotton was recently developed by inserting a bxn gene cloned fromthe soil bacterium Klebsiella ozaenae. This gene, which encodes a specific nitrolase,converted bromoxynil to its primary metabolite 3,5-dibromo-4-hydroxybenzoic acid(Stalker et al., 1988).
Chemical/Physical. Emits toxic fumes of nitrogen oxides and bromine when heatedto decomposition (Sax and Lewis, 1987). Reacts with bases forming water-soluble salts(Worthing and Hance, 1991). Bromacil is stable to UV light (Hartley and Kidd, 19

Shipping

UN2588 Pesticides, solid, toxic, Hazard Class:6.1; Labels: 6.1—Poisonous materials, Technical NameRequired.

Incompatibilities

A weak acid; keep away from bases andalkalies. React with boranes, alkalies, aliphatic amines,amides, nitric acid, sulfuric acid. Keep away from oxidizers(chlorates, nitrates, peroxides, permanganates, perchlorates,chlorine, bromine, fluorine, etc.) and strong acids.

Waste Disposal

Do not discharge into drainsor sewers. Dispose of waste material as hazardous wasteusing a licensed disposal contractor to an approved landfill.Incineration with effluent gas scrubbing is recommended.Consult with environmental regulatory agencies for guidanceon acceptable disposal practices. If allowed,Incineration with effluent gas scrubbing is recommended.Containers must be disposed of properly by followingpackage label directions or by contacting your local or federalenvironmental control agency, or by contacting yourregional EPA office.

Bromoxynil Preparation Products And Raw materials

• Raw materials: Ethanol-->Bromine-->Phenol-->Benzonitrile-->Sulfamic acid-->4-Hydroxybenzoic acid-->CALCIUM DODECYLBENZENE SULFONATE-->4-tert-Octylphenol-->CREAM-->4-Cyanophenol-->Bromoxynil octanoate-->Octanoyl chloride-->4-acetoxy-3,5-dibromobenzonitrile-->3,5-DIBROMO-4-HYDROXYBENZALDEHYDE OXIME-->Diethyl ether
• Preparation Products: 3-BROMO-4-HYDROXYBENZONITRILE