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 chemical intermediate belongs to the family of polyhalogenated benzenes, which are valuable building blocks in organic synthesis and pharmaceutical manufacturing. The unique substitution pattern of 5-bromo-1,2,3-trifluorobenzene, with three fluorine atoms positioned adjacently and a bromine atom at the meta position, provides distinctive reactivity characteristics that make it particularly useful in selective coupling reactions and nucleophilic aromatic substitution processes. The molecular structure combines the electron-withdrawing effects of both fluorine and bromine substituents, significantly altering the electronic properties of the benzene ring compared to unsubstituted aromatics. This electronic modification influences both its chemical reactivity and physical properties, making it suitable for applications requiring specific selectivity patterns. The compound shares certain synthetic applications with other halogenated aromatics, though its reactivity profile differs from simpler compounds like prop-2-enenitrile due to the aromatic stabilization and multiple halogen effects. Safety considerations are paramount when handling this material, as it is classified as a flammable liquid with potential carcinogenic properties, skin irritation potential, and serious eye damage risks. Proper ventilation, personal protective equipment, and adherence to storage requirements for Class 3 dangerous goods under ADR regulations are essential. Primary industrial applications include pharmaceutical intermediate synthesis, agrochemical manufacturing, and specialty polymer production where the specific substitution pattern provides advantageous reactivity or material properties. OYSI maintains reliable supply chains for 5-bromo-1,2,3-trifluorobenzene to support European industrial customers requiring this specialized aromatic building block.

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 an aromatic halogenated 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 polyhaloaromatic compounds and serves as an important intermediate in organic synthesis and pharmaceutical chemistry.

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

5-bromo-1,2,3-trifluorobenzene is a liquid at room temperature with flammable properties classified as Flam. Liq. 3. The compound exhibits typical aromatic characteristics with enhanced chemical stability due to fluorine substitution. Its high degree of halogenation affects its solubility profile, making it more compatible with organic solvents than water. The presence of both bromine and fluorine atoms significantly influences its reactivity and physical properties.

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

5-bromo-1,2,3-trifluorobenzene is primarily used as a key intermediate in pharmaceutical synthesis and fine chemical manufacturing. The compound serves in the production of advanced materials, agrochemicals, and specialty chemicals where specific halogenation patterns are required. Its unique substitution pattern makes it valuable for cross-coupling reactions and nucleophilic aromatic substitutions in medicinal chemistry and materials science applications.

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

5-bromo-1,2,3-trifluorobenzene requires careful handling due to its classification as Carc. 2, Skin Irrit. 2, and Eye Dam. 1. Essential protective equipment includes chemical-resistant gloves, safety goggles or face shield, and protective clothing. Work in well-ventilated areas or under fume hoods to prevent inhalation. Avoid skin and eye contact, sources of ignition, and ensure proper grounding due to its flammable nature.

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

5-bromo-1,2,3-trifluorobenzene must be stored in a cool, dry, well-ventilated area away from heat sources, sparks, and open flames due to its flammable classification. Use appropriate chemical-resistant containers with tight-fitting lids to prevent vapor release. Store separately from strong oxidizing agents, bases, and incompatible materials. Maintain temperature control and ensure proper labeling with hazard identification according to GHS requirements.

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 eye damage and skin irritation potential. For eye contact, rinse immediately with plenty of water for at least 15 minutes and seek medical attention. For skin contact, wash thoroughly with soap and water. If inhaled, move to fresh air immediately. Remove contaminated clothing and seek medical advice, particularly due to the carcinogenic classification.

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

5-bromo-1,2,3-trifluorobenzene disposal must comply with local and national hazardous waste regulations due to its multiple hazard classifications. The compound requires treatment as hazardous waste and cannot be disposed of in regular trash or sewers. Contact licensed waste disposal companies for proper handling and destruction, typically through high-temperature incineration at authorized facilities. Maintain disposal documentation for regulatory compliance.

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

5-bromo-1,2,3-trifluorobenzene is classified as ADR Class 3, Packing Group III for transportation purposes. The compound must be packaged in UN-approved containers with appropriate hazard labels including flammable liquid markings. Transport documentation must include proper shipping names, hazard classifications, and emergency response information. Vehicles must comply with ADR requirements for flammable liquids transport and carry appropriate emergency equipment.

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

5-bromo-1,2,3-trifluorobenzene is subject to REACH registration requirements in Europe and CLP classification regulations. The compound is not currently listed as an SVHC (Substance of Very High Concern), but its Carc. 2 classification requires compliance with carcinogen handling regulations. Users must maintain safety data sheets, implement appropriate risk management measures, and ensure worker protection according to occupational health and safety directives.

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 fine chemicals and pharmaceutical intermediates. OYSI provides this compound with full regulatory compliance including REACH registration and proper safety documentation. As a professional chemical supplier, OYSI ensures quality standards, appropriate packaging, and regulatory support for industrial and research applications throughout Europe.

Data Sources

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