| Identification | More | [Name]
Bromoxynil octanoate | [CAS]
1689-99-2 | [Synonyms]
2,6-DIBROMO-4-CYANOPHENYL OCTANOATE
3,5-Dibromo-4-hydroxybenzonitrile octanoate
3,5-DIBROMO-4-HYDROXYBENZONITRILE, OCTANOIC ACID ESTER
3,5-DIBROMO-4-OCTANOYLOXYBENZO-NITRILE
BROMOXYNIL-OCTANOATE
BROMOXYNIL OCTANOIC ACID ESTER
'LGC' (1610)
3,5-Dibromo-4-n-octanoyloxybenzonitrile
3,5-dibromo-4-octanoyloxy-benzonitril
4-Cyano-2,6-dibromophenyl octanoate
4-cyano-2,6-dibromophenyloctanoate
Benzonitrile, 3,5-dibromo-4-hydroxy-, octanoate (ester)
brominalw
Bromoxynil n-octanoyl ester
bromoxyniln-octanoylester
bromoxyniloctanoate,[solid]
nph1320
Octanoic acid, ester with 3,5-dibromo-4-hydroxybenzonitrile
octanoicacid,2,6-dibromo-4-cyanophenylester
rp-16272 | [EINECS(EC#)]
216-885-3 | [Molecular Formula]
C7H15BrO3Si | [MDL Number]
MFCD00055484 | [Molecular Weight]
255.18 | [MOL File]
1689-99-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Bromoxynil is a colorless to white crystalline
solid or tan powder. Odorless (pure). | [Melting point ]
45-46°C | [Boiling point ]
424.6±45.0 °C(Predicted) | [density ]
1.6040 (rough estimate) | [vapor pressure ]
0Pa at 40℃ | [refractive index ]
1.6220 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
neat | [color ]
White to off-white | [Water Solubility ]
30μg/L at 20℃ | [BRN ]
2756636 | [Henry's Law Constant]
3.1×10-1 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | [InChI]
InChI=1S/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 | [InChIKey]
DQKWXTIYGWPGOO-UHFFFAOYSA-N | [SMILES]
C(OC1=C(Br)C=C(C#N)C=C1Br)(=O)CCCCCCC | [LogP]
5.9 at 20℃ | [CAS DataBase Reference]
1689-99-2(CAS DataBase Reference) | [NIST Chemistry Reference]
octanoic acid, 2,6-dibromo-4-cyanophenyl ester(1689-99-2) | [EPA Substance Registry System]
1689-99-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T;N,N,T | [Risk Statements ]
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 Statements ]
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 ]
2588 | [WGK Germany ]
3 | [RTECS ]
DI3325000 | [TSCA ]
TSCA listed | [REACH Registrations]
Active | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [Hazardous Substances Data]
1689-99-2(Hazardous Substances Data) | [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). |
| Hazard Information | Back Directory | [General Description]
A solid. Used as a selective contact herbicide. | [Reactivity Profile]
BROMOXYNIL OCTANOATE, [SOLID] is an ester. Readily hydrolyzed to bromoxynil and octanoate at pH's exceeding 9. | [Health Hazard]
Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. | [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. | [Fire Hazard]
Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Containers may explode when heated. Runoff may pollute waterways. | [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. | [Description]
A widely used herbicide for post-emergence control. It has a low aqueous solubility and a low volatility. There is a low potential for leaching to groundwater based on its chemical properties. It is not expected to be persistent in soil or water systems. It is moderately toxic via the oral route to mammals, is an endocrine disrupting chemical and a skin sensitiser. It is highly toxic to fish and aquatic invertebrates but less so to other aquatic and terrestrial biodiversity. | [Chemical Properties]
Bromoxynil is a colorless to white crystalline
solid or tan powder. Odorless (pure). | [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]
Herbicide. | [Uses]
Selective contact foliage-applied herbicide used to control many broad-leaved weeds
such as bindweed, chickweed and Veronica spp. in cereals. | [Production Methods]
The industrial synthesis begins with bromoxynil which is reacted with octanoic acid (caprylic acid) or its activated derivative, typically octanoyl chloride, in the presence of a base such as pyridine or triethylamine. This esterification process replaces the hydroxyl group on bromoxynil with the octanoate moiety, enhancing the compound’s lipophilicity and improving its formulation stability and plant uptake. The reaction is carried out under controlled temperature and solvent conditions to maximise yield and minimise side reactions. | [Flammability and Explosibility]
Notclassified | [Agricultural Uses]
Herbicide: A U.S. EPA restricted Use Pesticide (RUP).
Herbicide used for alfalfa seedlings, barley, corn, flax,
garlic, grasses, mint, oats, onions, popcorn, rye, sorghum,
triticale, wheat. See also below. | [Trade name]
BROMINAL®-W; BUCTRIL®
Bromoxynil octoate; NPH-1320® | [Mechanism of action]
Select contact action with some systemic activity. Inhibits photosynthesis (photosystem II). | [Environmental Fate]
Chemical/Physical. Emits toxic fumes of nitrogen oxides and bromine when heated
to decomposition (Sax and Lewis, 1987). Hydrolyzes, especially at pH >9, to bromoxynil
and octanoic acid (Hartley and Kidd, 1987; Worthing and Hance, 1991). | [Pesticide Type]
Herbicide |
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