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1689-84-5

1689-84-5 Structure

1689-84-5 Structure
IdentificationMore
[Name]

Bromoxynil
[CAS]

1689-84-5
[Synonyms]

2,6-Dibromo-4-cyanophenol
2-methylthio-4-ethylamino-6-isopropylamino-1,3,5-triazine
3,5-DIBROMO-4-HYDROXYBENZONITRILE
3,5-DIBROMO-4-HYDROXYPHENYL CYANIDE
4-HYDROXY-3,5-DIBROMOBENZONITRILE
BROMINAL
BROMINAL(R)
BROMINIL(R)
BROMOTRIL
BROMOX
BROMOXAN
BROMOXYNIL
BUCTRIL
BUCTRIL(R)
BUTTPARK 84\02-48
EMBLEM
KALEIS
MB 10064
N-ethyl-N'-(1-methylethyl)-6-methylthio-1,3,5-triazine-2,4-diamine
TRIONYL
[EINECS(EC#)]

216-882-7
[Molecular Formula]

C7H3Br2NO
[MDL Number]

MFCD00002153
[Molecular Weight]

276.91
[MOL File]

1689-84-5.mol
Chemical PropertiesBack Directory
[Appearance]

Bromoxynil is a colorless to white crystalline solid or tan powder. Odorless (pure).
[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
[form ]

Solid
[pka]

4.06(at 25℃)
[color ]

Buff, Creamy
[Water Solubility ]

0.13 G/L (25 ºC)
[Merck ]

13,1426
[BRN ]

2364039
[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]

1689-84-5(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T+,N
[Risk Statements ]

R25:Toxic if swallowed.
R26:Very 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 Statements ]

S27/28:After contact with skin, take off immediately all contaminated clothing and wash imediately with plenty of.... (to be specified by the manufacturer) .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S63:In case of accident by inhalation, remove casualty to fresh air and keep at rest.
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[RTECS ]

DI3150000
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[Hazardous Substances Data]

1689-84-5(Hazardous Substances Data)
[Toxicity]

LD50 orally in mice: 111 mg/kg (Carpenter, 1964)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Government regulation-->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
Hazard InformationBack Directory
[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.
[Potential Exposure]

Bromoxynil is a hydroxybenzonitrile herbicide used for postemergent control of broadleaf weeds; on alfalfa, garlic, corn, sorghum, flax, cereals, turf and on pasture and rangelands. A United States Environmental Protection Agency RUP.
[First aid]

Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim warm and quiet. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves.
[Shipping]

UN2588 Pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1—Poisonous materials, Technical Name Required.
[Incompatibilities]

A weak acid; keep away from bases and alkalies. 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.
[Chemical Properties]

Bromoxynil is a colorless to white crystalline solid or tan powder. Odorless (pure).
[Chemical Properties]

Off-white to salmon crystalline powder
[Waste Disposal]

Do not discharge into drains or sewers. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved landfill. Incineration with effluent gas scrubbing is recommended. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. If allowed, 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.
[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 weeds in cereals.
[Definition]

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

Herbicide: A U.S. EPA restricted Use Pesticide (RUP). For post-emergent control of broadleaf weeds. Used on alfalfa, garlic, corn, sorghum, flax, cereals, turf and on pasture and rangelands.
[Trade name]

BRIOTRIL®; BRUCIL®; BRITTOX®; BROMINAL®; BROMINEX®; BROMINAL®; BROMINAL ME-4®; BROMINIL®; BROMILIL PLUS®; Bromox 2E; BROMOTRIL®; BROMOXYNIL NITRILE HERBICIDE®; BRONATE®; BROXYNIL®; BUCTRIL® Bromoxynil; BUCTRIL® GEL HERBICIDE (octanoate); BUCTRIL® 4EC GEL (mixture of bromoxynil octanoate + bromoxynil heptanoate); BUCTRIL INDUSTRIAL®; CHIPCO BUCTRIL®; CHIPCO CRAB-KLEEN®; FLAGON®, 400 EC; HOBANE®; LABUCTRIL®; LITAROL®; M&B 10064®; MB 10064®; MB 10731® (octanoate); M&B 10731®; ME4 BROMINAL®; MERIT®; MEXTROL-BIOX®; MOXY 2E®; NCR CE EE DOV7® (octanoate); NU-LAWN WEEDER®; OXYTRIL M®; PARDNER®; SABRE®; TORCH®
[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 undergoes nitrile 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 <50 ppm (Debona and Audus, 1970). The half-life in soil is approximately 10 days (Hartley and Kidd, 1987).
Plant. In plants, the cyano group is hydrolyzed to an amido group which is subsequently oxidized 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 from the 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 heated to 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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3,5-dibromo-4-hydroxybenzonitrile(1689-84-5).msds
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

3,5-Dibromo-4-hydroxybenzonitrile, 98%(1689-84-5)
[Sigma Aldrich]

1689-84-5(sigmaaldrich)
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