3,5-dibromo-4-hydroxybenzonitrile
C7H3Br2NO
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Identification
- CAS Number
- 1689-84-5
- EC Number
- 216-882-7
- UN Number
- 2588
- Index Number
- 608-006-00-0
- PubChem CID
- 15531
Physical-chemical properties
- Molecular Formula
- C7H3Br2NO
- Molar Mass
- 276.91 g/mol
- IUPAC Name
- 3,5-dibromo-4-hydroxybenzonitrile
Chemical Identifiers
- InChI
- InChI=1S/C7H3Br2NO/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2,11H
- InChI Key
- UPMXNNIRAGDFEH-UHFFFAOYSA-N
Overview
3,5-dibromo-4-hydroxybenzonitrile (CAS 1689-84-5) is a halogenated aromatic compound with antimicrobial and herbicidal properties. This brominated benzonitrile derivative represents an important class of specialty chemicals widely used in agricultural and industrial applications. The compound features a distinctive molecular structure with two bromine substituents positioned at the 3 and 5 positions of the benzene ring, along with a hydroxyl group at position 4 and a nitrile functional group. With a molecular weight of 276.91 g/mol and the formula C7H3Br2NO, this crystalline solid exhibits significant biological activity due to its halogenated aromatic framework. The substance carries serious safety classifications including reproductive toxicity (Category 2), acute toxicity (Categories 2 and 3), and skin sensitization properties. Environmental hazard classifications indicate high aquatic toxicity with both acute and chronic effects on aquatic organisms. These hazard profiles necessitate careful handling protocols and appropriate personal protective equipment during industrial use. The compound shares certain toxicological characteristics with other aromatic compounds such as N-methylaniline, though its brominated structure confers distinct properties and applications. Primary industrial applications include its use as an active ingredient in herbicidal formulations, where its phytotoxic properties effectively control unwanted vegetation. The compound also serves as an important intermediate in pharmaceutical synthesis and as a biocide in specialized industrial processes. Additionally, it functions as a key building block for developing other halogenated organic compounds in fine chemical manufacturing. OYSI maintains reliable supply chains for 3,5-dibromo-4-hydroxybenzonitrile, supporting customers across Europe with technical-grade material suitable for industrial applications.
Safety & Classification
Repr. 2; Acute Tox. 2 *; Acute Tox. 3 *; Skin Sens. 1; Aquatic Acute 1; Aquatic Chronic 1
GHS Pictograms
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).
First Aid Measures
Inhalation
Measures if vapours or dust are inhaled
First Aid Actions
- +P304IF INHALED:
- +P340Remove person to fresh air and keep comfortable for breathing.
- +P311Call a POISON CENTER/doctor.
Related hazard statements:
Skin Contact
Measures if substance contacts the skin
First Aid Actions
- +P302IF ON SKIN:
- +P352Wash with plenty of water.
- +P361Take off immediately all contaminated clothing.
- +P313Get medical advice/attention.
Related hazard statements:
Ingestion
Measures if substance is accidentally swallowed
First Aid Actions
- +P301IF SWALLOWED:
- +P330Rinse mouth.
- +P331Do NOT induce vomiting.
- +P310Immediately call a POISON CENTER/doctor.
Related hazard statements:
General Measures
Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)
First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.
Transport (ADR)
| UN Number | 2588 |
| ADR Class | 6.1 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | Bromoxynil (ISO) |
| Marine Pollutant | No |
Frequently Asked Questions
What is 3,5-dibromo-4-hydroxybenzonitrile?
3,5-dibromo-4-hydroxybenzonitrile is an organobromine compound with the molecular formula C7H3Br2NO and CAS number 1689-84-5. This chemical features a benzene ring substituted with two bromine atoms, one hydroxyl group, and one nitrile group. With a molecular weight of 276.91 g/mol, it belongs to the category of halogenated aromatic compounds and is classified as a hazardous substance requiring careful handling due to its toxicological properties.
What are the physicochemical properties of 3,5-dibromo-4-hydroxybenzonitrile?
3,5-dibromo-4-hydroxybenzonitrile is typically a solid crystalline compound at room temperature. As a halogenated aromatic compound, it exhibits limited water solubility due to its hydrophobic bromine substituents, though the hydroxyl group provides some polar character. The compound's physical appearance and specific properties like melting point, boiling point, and solubility parameters should be confirmed through technical documentation, as these can vary depending on purity and crystalline form.
What is 3,5-dibromo-4-hydroxybenzonitrile used for?
3,5-dibromo-4-hydroxybenzonitrile serves as an important intermediate in organic synthesis and pharmaceutical manufacturing. Its unique substitution pattern makes it valuable for developing bioactive compounds and specialty chemicals. The compound is commonly used in research and development applications, particularly in medicinal chemistry for synthesizing complex molecules. Industrial applications may include its use as a building block for agrochemicals, dyes, or other fine chemicals requiring specific halogenated aromatic structures.
How to handle 3,5-dibromo-4-hydroxybenzonitrile safely?
3,5-dibromo-4-hydroxybenzonitrile requires strict safety measures due to its Acute Tox. 2/3 and Skin Sens. 1 classifications. Personnel must wear appropriate personal protective equipment including chemical-resistant gloves, safety goggles, and respiratory protection. Work should be conducted in well-ventilated areas or under fume hoods. Avoid skin contact, inhalation, and ingestion. The compound's reproductive toxicity (Repr. 2) necessitates additional precautions for pregnant workers or those planning pregnancy.
How to store 3,5-dibromo-4-hydroxybenzonitrile correctly?
3,5-dibromo-4-hydroxybenzonitrile should be stored in a cool, dry, well-ventilated area away from incompatible materials. Keep containers tightly sealed and protected from light and moisture to prevent degradation. Storage areas must be equipped with appropriate containment systems and emergency response equipment. Due to its hazard classification, storage should comply with local chemical storage regulations and be segregated from oxidizing agents, strong bases, and other incompatible substances.
What to do in case of contact with 3,5-dibromo-4-hydroxybenzonitrile?
Immediate action is critical following exposure to 3,5-dibromo-4-hydroxybenzonitrile due to its high acute toxicity. For skin contact, remove contaminated clothing and wash affected area thoroughly with soap and water for at least 15 minutes. If inhaled, move to fresh air immediately and seek medical attention. For eye contact, flush with water for 15 minutes. In case of ingestion, do not induce vomiting and seek immediate medical attention. Always consult the safety data sheet for specific first aid measures.
How to dispose of 3,5-dibromo-4-hydroxybenzonitrile appropriately?
3,5-dibromo-4-hydroxybenzonitrile disposal must comply with local and national hazardous waste regulations due to its toxic and environmentally hazardous properties (Aquatic Acute 1, Aquatic Chronic 1). The compound should never be disposed of down drains or in regular waste. Arrange disposal through licensed hazardous waste contractors who can ensure proper treatment, typically involving high-temperature incineration at authorized facilities. Maintain proper documentation throughout the disposal process as required by regulatory authorities.
How to transport 3,5-dibromo-4-hydroxybenzonitrile?
3,5-dibromo-4-hydroxybenzonitrile is classified under ADR Class 6.1 (toxic substances), Packing Group II, indicating significant transport restrictions. Transportation requires appropriate UN-approved packaging, proper labeling with toxic hazard symbols, and accompanying transport documentation. Vehicles must carry emergency response information and appropriate safety equipment. Only trained personnel should handle the transport, and specific routing restrictions may apply. Compliance with international dangerous goods regulations (ADR/RID for road/rail, IMDG for sea, IATA for air) is mandatory.
Is 3,5-dibromo-4-hydroxybenzonitrile subject to specific regulations?
3,5-dibromo-4-hydroxybenzonitrile is subject to comprehensive chemical regulations including REACH registration requirements in Europe and CLP classification obligations. While not currently listed as a SVHC (Substance of Very High Concern), its reproductive toxicity and environmental hazard classifications trigger various regulatory obligations. Companies must ensure proper registration, classification, labeling, and safety data sheet provision. Additional restrictions may apply in specific applications, and users should monitor regulatory updates for potential future restrictions or authorizations.
Where to buy 3,5-dibromo-4-hydroxybenzonitrile in Europe?
OYSI is a reliable European distributor offering 3,5-dibromo-4-hydroxybenzonitrile to qualified industrial and research customers. As a specialized chemical distributor, OYSI ensures proper handling, documentation, and regulatory compliance throughout the supply chain. The company provides comprehensive technical support, safety data sheets, and certificates of analysis. Given the substance's hazardous classification, OYSI works only with customers demonstrating appropriate handling capabilities and regulatory compliance for safe use of this chemical.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.