5-bromo-1,2,3-trifluorobenzene

C6H2BrF3

CAS138526-69-9
GHS02 Gefahrensymbol: Entzündbar – Flamme
GHS08 Gefahrensymbol: Gesundheitsgefahr – Gesundheitsgefahr
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
138526-69-9
EC Number
418-480-9
UN Number
1993
Index Number
602-092-00-3
PubChem CID
611409

Physical-chemical properties

Molecular Formula
C6H2BrF3
Molar Mass
210.98 g/mol
IUPAC Name
5-bromo-1,2,3-trifluorobenzene

Chemical Identifiers

InChI
InChI=1S/C6H2BrF3/c7-3-1-4(8)6(10)5(9)2-3/h1-2H
InChI Key
HKJCELUUIFFSIN-UHFFFAOYSA-N

Overview

5-bromo-1,2,3-trifluorobenzene (CAS 138526-69-9) is a halogenated aromatic compound featuring both bromine and fluorine substituents on a benzene ring. This specialized organohalogen compound belongs to the family of polyhalogenated benzenes, which are valuable intermediates in pharmaceutical and agrochemical synthesis. The unique substitution pattern, with three fluorine atoms positioned consecutively on the benzene ring alongside a bromine atom, imparts distinctive electronic and steric properties that make it particularly useful in medicinal chemistry applications. The molecular structure of 5-bromo-1,2,3-trifluorobenzene exhibits significant electron-withdrawing effects due to the presence of multiple halogen substituents. This electronic character influences its reactivity patterns, making it an excellent building block for cross-coupling reactions and nucleophilic aromatic substitution processes. The compound's molecular weight of 210.98 g/mol and formula C6H2BrF3 reflect its compact yet functionally rich architecture. Safety considerations are paramount when handling this material, as it carries multiple hazard classifications including flammable liquid category 3, suspected carcinogen category 2, and eye damage category 1. Proper personal protective equipment and controlled handling procedures are essential, particularly given its potential for skin irritation and environmental impact on aquatic systems. Primary industrial applications include its use as an intermediate in pharmaceutical synthesis, particularly in the development of fluorinated drug compounds, and as a building block in agrochemical manufacturing. Unlike simpler compounds such as prop-2-enenitrile, this material offers the advantage of multiple reactive sites for synthetic elaboration. It also serves specialized roles in materials science applications where fluorinated aromatic systems are required. OYSI maintains reliable supply chains for 5-bromo-1,2,3-trifluorobenzene to support European chemical manufacturing operations.

Safety & Classification

Danger
Classification:

Flam. Liq. 3; Carc. 2; Skin Irrit. 2; Eye Dam. 1; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H226

Flammable liquid and vapour.

H351

Suspected of causing cancer.

H315

Causes skin irritation.

H318

Causes serious eye damage.

H411

Toxic to aquatic life with long lasting effects.

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

Skin Contact

Irritant

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:

Eye Contact

Harmful

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +P313Get medical advice/attention.

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 Number1993
ADR Class3
Packing GroupIII
Tunnel CodeD/E
Proper Shipping Name1-Brom-3,4,5-trifluorbenzen
Marine PollutantNo

Frequently Asked Questions

What is 5-bromo-1,2,3-trifluorobenzene?

5-bromo-1,2,3-trifluorobenzene is a halogenated aromatic compound with the molecular formula C6H2BrF3 and CAS number 138526-69-9. This chemical features a benzene ring substituted with one bromine atom and three fluorine atoms in specific positions. With a molecular weight of 210.98 g/mol, it belongs to the class of organofluorine compounds commonly used as intermediates in pharmaceutical and agrochemical synthesis.

What are the physicochemical properties of 5-bromo-1,2,3-trifluorobenzene?

5-bromo-1,2,3-trifluorobenzene is typically a clear to pale yellow liquid at room temperature with a characteristic aromatic odor. The compound has a molecular weight of 210.98 g/mol and contains both bromine and fluorine substituents that significantly influence its chemical behavior. Due to its halogenated structure, it exhibits limited water solubility but good solubility in organic solvents such as alcohols, ethers, and aromatic hydrocarbons.

What is 5-bromo-1,2,3-trifluorobenzene used for?

5-bromo-1,2,3-trifluorobenzene serves primarily as an intermediate in organic synthesis, particularly in pharmaceutical and agrochemical industries. The compound is valuable for preparing complex fluorinated molecules through various coupling reactions, including Suzuki-Miyaura and Stille reactions. Its unique substitution pattern makes it useful for synthesizing biologically active compounds where specific fluorine positioning is crucial for desired pharmacological or pesticidal properties.

How to handle 5-bromo-1,2,3-trifluorobenzene safely?

5-bromo-1,2,3-trifluorobenzene requires careful handling due to its classification as flammable liquid category 3, skin irritant category 2, and suspected carcinogen category 2. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume hoods, avoid direct skin contact, and keep away from heat sources and ignition. Emergency eyewash stations and safety showers should be readily accessible.

How to store 5-bromo-1,2,3-trifluorobenzene correctly?

5-bromo-1,2,3-trifluorobenzene should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and ignition. Keep containers upright and protected from direct sunlight and temperature fluctuations. Store separately from strong oxidizing agents, strong bases, and incompatible materials. Ensure storage areas have appropriate fire suppression systems and that containers are properly labeled according to GHS requirements including danger signal word and appropriate pictograms.

What to do in case of contact with 5-bromo-1,2,3-trifluorobenzene?

Immediate action is required upon contact with 5-bromo-1,2,3-trifluorobenzene due to its irritant and potentially carcinogenic properties. For skin contact, immediately remove contaminated clothing and wash affected area with soap and water for at least 15 minutes. In case of eye contact, flush immediately with water for 15 minutes and seek medical attention. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention.

How to dispose of 5-bromo-1,2,3-trifluorobenzene appropriately?

5-bromo-1,2,3-trifluorobenzene waste must be disposed of according to local, national, and EU regulations as hazardous waste. The compound cannot be disposed of in regular waste streams due to its flammable, potentially carcinogenic, and environmentally hazardous properties. Contact licensed hazardous waste disposal companies for proper treatment, which typically involves high-temperature incineration in specialized facilities. Maintain detailed waste disposal records and ensure proper waste classification and labeling throughout the disposal process.

How to transport 5-bromo-1,2,3-trifluorobenzene?

5-bromo-1,2,3-trifluorobenzene is classified under ADR Class 3 (flammable liquids), Packing Group III for transportation purposes. Packaging must comply with UN specifications and be properly labeled with appropriate hazard markings and transport documentation. Vehicles must carry appropriate emergency equipment and placards. Drivers require ADR training certification for dangerous goods transport. Shipments must include safety data sheets and emergency response information, and transport should avoid extreme temperatures and rough handling.

Is 5-bromo-1,2,3-trifluorobenzene subject to particular regulations?

5-bromo-1,2,3-trifluorobenzene is subject to standard EU chemical regulations including REACH registration requirements and CLP classification obligations. While not currently listed as a Substance of Very High Concern (SVHC), its Carcinogen Category 2 classification requires specific risk management measures and safety data sheet provisions. Users must comply with occupational exposure limits, waste disposal regulations, and transport requirements under ADR. Regular monitoring of regulatory updates is recommended as classification may evolve.

Where to buy 5-bromo-1,2,3-trifluorobenzene in Europe?

5-bromo-1,2,3-trifluorobenzene is available through OYSI, a specialized European distributor of technical chemicals and pharmaceutical intermediates. OYSI provides this compound with full regulatory compliance including proper CLP labeling, safety data sheets, and REACH documentation. As a professional chemical distributor, OYSI ensures product quality, proper packaging, and reliable supply chain management across European markets. Contact OYSI directly for current availability, specifications, and technical support for your specific application requirements.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.